Cheap flights from Chicago Midway (MDW) from $60
Every price on this page is for a flight that leaves from MDW.
146 cities in 65 countries. In each country, prices we can stand behind come first, then the cheapest.
Cheapest from MDW
The lowest prices we can stand behind, for one traveler in economy. Every destination is in the full list below.
Return
| City | From | Trip | Dates | Airports | Stops | Airline | Found | |
|---|---|---|---|---|---|---|---|---|
| New York | $195 | return | 3 Feb 2027 – 9 Feb 2027 | MDW → LGA | out 1 stop, back 1 stop | Frontier Airlines | found yesterday | See prices for these dates |
| Philadelphia | $233 | return | 15 Dec – 20 Dec | MDW → PHL | out 1 stop, back 1 stop | Frontier Airlines | found yesterday | See prices for these dates |
| Ontario | $246 | return | 9 Dec – 12 Dec | MDW → ONT | out nonstop, back nonstop | Southwest Airlines | found yesterday | See prices for these dates |
| Las Vegas | $259 | return | 1 Dec – 9 Dec | MDW → LAS | out 1 stop, back nonstop | Frontier Airlines | found yesterday | See prices for these dates |
| Fort Myers | $349 | return | 17 Dec – 22 Dec | MDW → RSW | out nonstop, back nonstop | Southwest Airlines | found yesterday | See prices for these dates |
| Seattle | $764 | return | 15 Nov – 15 Nov | MDW → SEA | out 1 stop, back 1 stop | Southwest Airlines | found yesterday | See prices for these dates |
| Havana | $996 | return | 30 Dec – 10 Jan 2027 | MDW → HAV | out 1 stop, back 1 stop | Southwest Airlines | found yesterday | See prices for these dates |
One-way
| City | From | Trip | Dates | Airports | Stops | Airline | Found | |
|---|---|---|---|---|---|---|---|---|
| St Louis | $60 | one-way | 9 Jan 2027 | MDW → STL | nonstop | Southwest Airlines | found 2 days ago | Open this trip |
| Atlanta | $65 | one-way | 8 Dec | MDW → ATL | nonstop | Frontier Airlines | found 6 days ago | Open this trip |
| Fort Lauderdale | $75 | one-way | 4 Jan 2027 | MDW → FLL | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Minneapolis | $88 | one-way | 14 Jan 2027 | MDW → MSP | nonstop | Southwest Airlines | found 5 days ago | Open this trip |
| Miami | $90 | one-way | 10 Feb 2027 | MDW → MIA | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Las Vegas | $101 | one-way | 10 Feb 2027 | MDW → LAS | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Baltimore | $106 | one-way | 10 Feb 2027 | MDW → BWI | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Washington | $106 | one-way | 16 Feb 2027 | MDW → IAD | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Orlando | $107 | one-way | 22 Dec | MDW → MCO | 1 stop | Frontier Airlines | found 2 days ago | Open this trip |
| Charlotte | $111 | one-way | 19 Dec | MDW → CLT | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
Everywhere, by country
1 traveler · Economy
| City | From | Trip | Dates | Airports | Stops | Airline | Found | |
|---|---|---|---|---|---|---|---|---|
| United States | ||||||||
| St Louis | $60 | one-way | 9 Jan 2027 | MDW → STL | nonstop | Southwest Airlines | found 2 days ago | Open this trip |
| Atlanta | $65 | one-way | 8 Dec | MDW → ATL | nonstop | Frontier Airlines | found 6 days ago | Open this trip |
| Fort Lauderdale | $75 | one-way | 4 Jan 2027 | MDW → FLL | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Minneapolis | $88 | one-way | 14 Jan 2027 | MDW → MSP | nonstop | Southwest Airlines | found 5 days ago | Open this trip |
| Miami | $90 | one-way | 10 Feb 2027 | MDW → MIA | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Las Vegas | $101 | one-way | 10 Feb 2027 | MDW → LAS | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Baltimore | $106 | one-way | 10 Feb 2027 | MDW → BWI | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Washington | $106 | one-way | 16 Feb 2027 | MDW → IAD | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Orlando | $107 | one-way | 22 Dec | MDW → MCO | 1 stop | Frontier Airlines | found 2 days ago | Open this trip |
| Charlotte | $111 | one-way | 19 Dec | MDW → CLT | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| New York | $113 | one-way | 15 Dec | MDW → EWR | 1 stop | Frontier Airlines | found 4 days ago | Open this trip |
| Tampa | $113 | one-way | 3 Mar 2027 | MDW → TPA | 1 stop | Frontier Airlines | found 2 days ago | Open this trip |
| Denver | $115 | one-way | 6 Jan 2027 | MDW → DEN | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Indianapolis | $119 | one-way | 7 Dec | MDW → IND | 1 stop | Frontier Airlines | found 4 days ago | Open this trip |
| Raleigh | $121 | one-way | 5 Jan 2027 | MDW → RDU | nonstop | Southwest Airlines | found 2 days ago | Open this trip |
| Seattle | $128 | one-way | 2 Dec | MDW → SEA | nonstop | Southwest Airlines | found 2 days ago | Open this trip |
| Nashville | $130 | one-way | 4 Dec | MDW → BNA | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| New Orleans | $130 | one-way | 7 Feb 2027 | MDW → MSY | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Fort Walton Beach | $134 | one-way | 28 Nov | MDW → VPS | nonstop | Allegiant Air | found 6 days ago | Open this trip |
| Buffalo | $141 | one-way | 18 Nov | MDW → BUF | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| Boston | $143 | one-way | 21 Nov | MDW → BOS | 2 stops | Southwest Airlines | found 5 days ago | Open this trip |
| Ontario | $150 | one-way | 25 Jan 2027 | MDW → ONT | nonstop | Southwest Airlines | found 3 days ago | Open this trip |
| Milwaukee | $157 | one-way | 2 Jun 2027 | MDW → MKE | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Kansas City | $160 | one-way | 11 Jan 2027 | MDW → MCI | nonstop | Southwest Airlines | found 3 days ago | Open this trip |
| Los Angeles | $163 | one-way | 25 Jan 2027 | MDW → LAX | nonstop | Southwest Airlines | found 3 days ago | Open this trip |
| Oklahoma City | $172 | one-way | 30 Jan 2027 | MDW → OKC | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Phoenix | $181 | one-way | 17 Mar 2027 | MDW → PHX | nonstop | Southwest Airlines | found 6 days ago | Open this trip |
| San Francisco | $184 | one-way | 26 Feb 2027 | MDW → SFO | 1 stop | Frontier Airlines | found 5 days ago | Open this trip |
| San Diego | $193 | one-way | 15 Jan 2027 | MDW → SAN | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| New York | $195 | return | 3 Feb 2027 – 9 Feb 2027 | MDW → LGA | out 1 stop, back 1 stop | Frontier Airlines | found yesterday | See prices for these dates |
| Pittsburgh | $203 | one-way | 5 Mar 2027 | MDW → PIT | nonstop | Southwest Airlines | found 2 days ago | Open this trip |
| Philadelphia | $214 | one-way | 5 Mar 2027 | MDW → PHL | nonstop | Southwest Airlines | found 5 days ago | Open this trip |
| Oakland | $217 | one-way | 9 Jun 2027 | MDW → OAK | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Louisville | $218 | one-way | 1 Aug 2027 | MDW → SDF | nonstop | Southwest Airlines | found 6 days ago | Open this trip |
| Philadelphia | $233 | return | 15 Dec – 20 Dec | MDW → PHL | out 1 stop, back 1 stop | Frontier Airlines | found yesterday | See prices for these dates |
| Detroit | $234 | one-way | 29 Nov | MDW → DTW | nonstop | Southwest Airlines | found 6 days ago | Open this trip |
| Springfield | $242 | one-way | 7 Jan 2027 | MDW → SGF | 1 stop | Frontier Airlines | found 6 days ago | Open this trip |
| Ontario | $246 | return | 9 Dec – 12 Dec | MDW → ONT | out nonstop, back nonstop | Southwest Airlines | found yesterday | See prices for these dates |
| Las Vegas | $259 | return | 1 Dec – 9 Dec | MDW → LAS | out 1 stop, back nonstop | Frontier Airlines | found yesterday | See prices for these dates |
| Sacramento | $290 | one-way | 30 Apr 2027 | MDW → SMF | nonstop | Southwest Airlines | found 4 days ago | Open this trip |
| Madison | $291 | one-way | 1 Mar 2027 | MDW → MSN | 2 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Fort Myers | $349 | return | 17 Dec – 22 Dec | MDW → RSW | out nonstop, back nonstop | Southwest Airlines | found yesterday | See prices for these dates |
| Honolulu | $349 | one-way | 23 Mar 2027 | MDW → HNL | 1 stop | Southwest Airlines | found 2 days ago | Open this trip |
| Kahului | $438 | one-way | 4 Jul 2027 | MDW → OGG | 1 stop | Southwest Airlines | found 4 days ago | Open this trip |
| Seattle | $764 | return | 15 Nov – 15 Nov | MDW → SEA | out 1 stop, back 1 stop | Southwest Airlines | found yesterday | See prices for these dates |
| Dallas | $168 | return | 4 Dec – 7 Dec | MDW → DFW | out nonstop, back nonstop | Frontier Airlines | found 3 days ago | See prices for these dates |
| Tampa | $179 | return | 16 Jan 2027 – 21 Jan 2027 | MDW → TPA | out 1 stop, back 1 stop | Frontier Airlines | found 3 days ago | See prices for these dates |
| Miami | $191 | return | 12 Dec – 15 Dec | MDW → MIA | out 1 stop, back 1 stop | Frontier Airlines | found 2 days ago | See prices for these dates |
| Atlanta | $195 | return | 23 Dec – 27 Dec | MDW → ATL | out nonstop, back nonstop | Frontier Airlines | found 3 days ago | See prices for these dates |
| Denver | $273 | return | 19 Dec – 22 Dec | MDW → DEN | out nonstop, back nonstop | Southwest Airlines | found 3 days ago | See prices for these dates |
| San Francisco | $300 | return | 5 Jan 2027 – 13 Jan 2027 | MDW → SFO | out nonstop, back nonstop | Southwest Airlines | found 2 days ago | See prices for these dates |
| Austin | $311 | return | 22 Dec – 30 Dec | MDW → AUS | out 1 stop, back nonstop | Frontier Airlines | found 2 days ago | See prices for these dates |
| San Diego | $372 | return | 3 Dec – 11 Dec | MDW → SAN | out nonstop, back nonstop | Southwest Airlines | found 2 days ago | See prices for these dates |
| Oakland | $429 | return | 14 Apr 2027 – 17 Apr 2027 | MDW → OAK | out nonstop, back nonstop | Southwest Airlines | found 2 days ago | See prices for these dates |
| Reno | $472 | return | 18 May 2027 – 21 May 2027 | MDW → RNO | out 1 stop, back 1 stop | Southwest Airlines | found 2 days ago | See prices for these dates |
| Orlando | $134 | return | 9 Jan 2027 – 17 Jan 2027 | MDW → MCO | out 1 stop, back nonstop | Allegiant Air | found 5 days ago | See prices for these dates |
| Fort Lauderdale | $151 | return | 7 Dec – 10 Dec | MDW → FLL | out 1 stop, back nonstop | Frontier Airlines | found 4 days ago | See prices for these dates |
| Minneapolis | $226 | return | 13 Jan 2027 – 24 Jan 2027 | MDW → MSP | out nonstop, back 1 stop | Southwest Airlines | found 6 days ago | See prices for these dates |
| Los Angeles | $236 | return | 9 Dec – 13 Dec | MDW → LAX | out nonstop, back nonstop | Southwest Airlines | found 5 days ago | See prices for these dates |
| Washington | $242 | return | 1 Jan 2027 – 6 Jan 2027 | MDW → IAD | out 1 stop, back 1 stop | Frontier Airlines | found 5 days ago | See prices for these dates |
| Baltimore | $265 | return | 1 Jan 2027 – 6 Jan 2027 | MDW → BWI | out nonstop, back 1 stop | Frontier Airlines | found 5 days ago | See prices for these dates |
| Boston | $277 | return | 21 Nov – 22 Nov | MDW → BOS | out nonstop, back nonstop | Southwest Airlines | found 5 days ago | See prices for these dates |
| Charlotte | $286 | return | 18 Dec – 21 Dec | MDW → CLT | out 1 stop, back 1 stop | Frontier Airlines | found 4 days ago | See prices for these dates |
| Houston | $289 | return | 29 Dec – 2 Jan 2027 | MDW → IAH | out 1 stop, back nonstop | Frontier Airlines | found 7 days ago | See prices for these dates |
| Nashville | $298 | return | 30 Nov – 3 Dec | MDW → BNA | out 1 stop, back nonstop | Frontier Airlines | found 6 days ago | See prices for these dates |
| Cleveland | $306 | return | 12 Dec – 27 Dec | MDW → CLE | out nonstop, back nonstop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Phoenix | $311 | return | 18 Dec – 10 Jan 2027 | MDW → PHX | out nonstop, back nonstop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Salt Lake City | $353 | return | 24 Dec – 30 Dec | MDW → SLC | out nonstop, back nonstop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Raleigh | $398 | return | 25 Nov – 30 Nov | MDW → RDU | out 1 stop, back 2 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Indianapolis | $495 | return | 22 Nov – 27 Nov | MDW → IND | out nonstop, back 2 stops | Southwest Airlines | found 4 days ago | See prices for these dates |
| Flint | $512 | return | 4 Dec – 11 Dec | MDW → FNT | out 2 stops, back 2 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Long Beach | $513 | return | 1 Jul 2027 – 4 Jul 2027 | MDW → LGB | out nonstop, back nonstop | Southwest Airlines | found 5 days ago | See prices for these dates |
| Jacksonville | $532 | return | 3 Apr 2027 – 10 Apr 2027 | MDW → JAX | out nonstop, back nonstop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Newburgh | $554 | return | 11 Mar 2027 – 13 Mar 2027 | MDW → SWF | out 1 stop, back 1 stop | Frontier Airlines | found 6 days ago | See prices for these dates |
| Honolulu | $651 | return | 23 Nov – 8 Dec | MDW → HNL | out 1 stop, back 1 stop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Sacramento | $705 | return | 23 Nov – 29 Nov | MDW → SMF | out 1 stop, back 1 stop | Southwest Airlines | found 4 days ago | See prices for these dates |
| Mexico | ||||||||
| Cancun | $228 | one-way | 5 Apr 2027 | MDW → CUN | 1 stop | Volaris | found 4 days ago | Open this trip |
| Guadalajara | $276 | one-way | 14 Sept 2027 | MDW → GDL | 2 stops | Aeromexico | found 4 days ago | Open this trip |
| Leon/Guanajuato | $376 | one-way | 3 Jan 2027 | MDW → BJX | 2 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Morelia | $388 | return | 30 Jan 2027 – 11 Feb 2027 | MDW → MLM | out nonstop, back nonstop | Volaris | found 3 days ago | See prices for these dates |
| Cancun | $467 | return | 20 Jan 2027 – 31 Jan 2027 | MDW → CUN | out 1 stop, back 1 stop | Volaris | found 3 days ago | See prices for these dates |
| Leon/Guanajuato | $652 | return | 6 Dec – 13 Dec | MDW → BJX | out 2 stops, back 2 stops | Volaris | found 2 days ago | See prices for these dates |
| Queretaro | $766 | return | 30 Dec – 9 Jan 2027 | MDW → QRO | out 1 stop, back 2 stops | Volaris | found 2 days ago | See prices for these dates |
| San Jose del Cabo | $795 | return | 13 Feb 2027 – 13 Mar 2027 | MDW → SJD | out 2 stops, back 1 stop | Volaris | found 3 days ago | See prices for these dates |
| Manzanillo | $967 | return | 23 Nov – 29 Nov | MDW → ZLO | out 2 stops, back 1 stop | Aeromexico | found 2 days ago | See prices for these dates |
| Manzanillo | As low as $851 | return | 23 Nov – 30 Nov | MDW → ZLO | out 2 stops, back 3 stops | Viva Aerobus | found 6 days ago | See prices for these dates |
| Guadalajara | $346 | return | 15 Nov – 22 Nov | MDW → GDL | out nonstop, back nonstop | Volaris | found 4 days ago | See prices for these dates |
| Mexico City | $368 | return | 5 Dec – 9 Dec | MDW → MEX | out 1 stop, back nonstop | Volaris | found 6 days ago | See prices for these dates |
| San Luis Potosi | $392 | return | 3 Dec – 10 Dec | MDW → SLP | out nonstop, back nonstop | Volaris | found 4 days ago | See prices for these dates |
| Aguascalientes | $616 | return | 29 Jun 2027 – 20 Jul 2027 | MDW → AGU | out 2 stops, back 1 stop | Aeromexico | found 6 days ago | See prices for these dates |
| Costa Rica | ||||||||
| San Jose | $278 | one-way | 8 Jan 2027 | MDW → SJO | 2 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Liberia | $373 | one-way | 20 Jan 2027 | MDW → LIR | 2 stops | Frontier Airlines | found 4 days ago | Open this trip |
| San Jose | $843 | return | 5 Jan 2027 – 11 Jan 2027 | MDW → SJO | out 2 stops, back 2 stops | Frontier Airlines | found 3 days ago | See prices for these dates |
| El Salvador | ||||||||
| San Salvador | $317 | one-way | 29 Jan 2027 | MDW → SAL | 2 stops | Frontier Airlines | found 4 days ago | Open this trip |
| France | ||||||||
| Paris | $402 | one-way | 27 Feb 2027 | MDW → ORY | 2 stops | Frontier Airlines | found 4 days ago | Open this trip |
| Paris | $975 | return | 8 Jan 2027 – 15 Jan 2027 | MDW → CDG | out 1 stop, back 1 stop | Virgin Atlantic | found 4 days ago | See prices for these dates |
| United Kingdom | ||||||||
| London | $412 | one-way | 2 Mar 2027 | MDW → LGW | 2 stops | Frontier Airlines | found 6 days ago | Open this trip |
| London | $1,020 | return | 14 Nov – 21 Nov | MDW → LHR | out 3 stops, back 2 stops | TAP Air Portugal | found 3 days ago | See prices for these dates |
| Germany | ||||||||
| Berlin | $428 | one-way | 5 Feb 2027 | MDW → BER | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Munich | $705 | one-way | 9 Mar 2027 | MDW → MUC | 3 stops | Frontier Airlines | found 4 days ago | Open this trip |
| Berlin | $893 | return | 1 Feb 2027 – 10 Feb 2027 | MDW → BER | out 2 stops, back 1 stop | Aer Lingus | found 6 days ago | See prices for these dates |
| Munich | $936 | return | 1 Feb 2027 – 10 Feb 2027 | MDW → MUC | out 2 stops, back 2 stops | Frontier Airlines | found 6 days ago | See prices for these dates |
| Italy | ||||||||
| Rome | $432 | one-way | 11 Jan 2027 | MDW → FCO | 3 stops | Frontier Airlines | found 4 days ago | Open this trip |
| Milan | $547 | one-way | 1 Jan 2027 | MDW → BGY | 3 stops | Air France | found 3 days ago | Open this trip |
| Rome | $1,153 | return | 2 Dec – 9 Dec | MDW → FCO | out 2 stops, back 2 stops | Southwest Airlines | found 6 days ago | See prices for these dates |
| Chile | ||||||||
| Santiago | $433 | one-way | 3 Feb 2027 | MDW → SCL | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Spain | ||||||||
| Madrid | $443 | one-way | 4 Feb 2027 | MDW → MAD | 2 stops | Virgin Atlantic | found 5 days ago | Open this trip |
| Barcelona | $491 | one-way | 19 Feb 2027 | MDW → BCN | 3 stops | Frontier Airlines | found 4 days ago | Open this trip |
| Alicante | $865 | one-way | 27 Jun 2027 | MDW → ALC | 3 stops | Volaris | found 6 days ago | Open this trip |
| Barcelona | $1,789 | return | 12 Dec – 2 Jan 2027 | MDW → BCN | out 3 stops, back 3 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Madrid | $2,777 | return | 20 Dec – 2 Jan 2027 | MDW → MAD | out 2 stops, back 2 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Nicaragua | ||||||||
| Managua | $449 | one-way | 1 Feb 2027 | MDW → MGA | 2 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Portugal | ||||||||
| Lisbon | $463 | one-way | 24 Apr 2027 | MDW → LIS | 2 stops | Virgin Atlantic | found yesterday | Open this trip |
| Turkiye | ||||||||
| Istanbul | $469 | one-way | 9 Feb 2027 | MDW → IST | 2 stops | KLM | found 2 days ago | Open this trip |
| Antalya | $1,114 | one-way | 18 Jun 2027 | MDW → AYT | 3 stops | Volaris | found 5 days ago | Open this trip |
| Istanbul | $956 | return | 19 Jan 2027 – 27 Jan 2027 | MDW → SAW | out 2 stops, back 2 stops | KLM | found 3 days ago | See prices for these dates |
| Philippines | ||||||||
| Manila | $476 | one-way | 12 Feb 2027 | MDW → MNL | 1 stop | Southwest Airlines | found 5 days ago | Open this trip |
| Cebu City | $519 | one-way | 18 Jan 2027 | MDW → CEB | 2 stops | Southwest Airlines | found 5 days ago | Open this trip |
| Manila | $836 | return | 15 Feb 2027 – 1 Mar 2027 | MDW → MNL | out 1 stop, back 1 stop | Southwest Airlines | found 3 days ago | See prices for these dates |
| Dipolog | $1,067 | return | 11 Jan 2027 – 15 Feb 2027 | MDW → DPL | out 2 stops, back 2 stops | Southwest Airlines | found 2 days ago | See prices for these dates |
| Davao City | $1,354 | return | 18 Jan 2027 – 25 Jan 2027 | MDW → DVO | out 2 stops, back 2 stops | Southwest Airlines | found 6 days ago | See prices for these dates |
| Tagbilaran | $1,625 | return | 1 Jun 2027 – 9 Jun 2027 | MDW → TAG | out 2 stops, back 2 stops | Southwest Airlines | found 5 days ago | See prices for these dates |
| Cebu City | $2,354 | return | 8 Dec – 5 Jan 2027 | MDW → CEB | out 2 stops, back 2 stops | Southwest Airlines | found 6 days ago | See prices for these dates |
| Poland | ||||||||
| Warsaw | $482 | one-way | 22 Feb 2027 | MDW → WAW | 3 stops | Frontier Airlines | found yesterday | Open this trip |
| Warsaw | $1,352 | return | 2 Dec – 28 Dec | MDW → WAW | out 2 stops, back 2 stops | Finnair | found 2 days ago | See prices for these dates |
| Czech Republic | ||||||||
| Prague | $496 | one-way | 17 Feb 2027 | MDW → PRG | 3 stops | Frontier Airlines | found 4 days ago | Open this trip |
| Prague | $981 | return | 3 Feb 2027 – 14 Feb 2027 | MDW → PRG | out 3 stops, back 2 stops | TAP Air Portugal | found 5 days ago | See prices for these dates |
| Egypt | ||||||||
| Cairo | $514 | one-way | 10 Feb 2027 | MDW → CAI | 2 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Cairo | $1,620 | return | 14 Dec – 21 Dec | MDW → CAI | out 1 stop, back 2 stops | Southwest Airlines | found 4 days ago | See prices for these dates |
| Serbia | ||||||||
| Belgrade | $547 | one-way | 30 Jan 2027 | MDW → BEG | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Belgrade | $1,128 | return | 23 Dec – 27 Jan 2027 | MDW → BEG | out 3 stops, back 2 stops | TAP Air Portugal | found 5 days ago | See prices for these dates |
| Indonesia | ||||||||
| Denpasar (Bali) | $640 | one-way | 12 Jan 2027 | MDW → DPS | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Brazil | ||||||||
| Vitoria | $656 | one-way | 26 Jan 2027 | MDW → VIX | 3 stops | Frontier Airlines | found 3 days ago | Open this trip |
| Porto Alegre | $1,580 | one-way | 13 Jun 2027 | MDW → POA | 2 stops | LATAM Airlines Group | found 5 days ago | Open this trip |
| Rio de Janeiro | $1,116 | return | 28 Jan 2027 – 2 Feb 2027 | MDW → GIG | out 2 stops, back 2 stops | LATAM Airlines Group | found 2 days ago | See prices for these dates |
| Azerbaijan | ||||||||
| Baku | $691 | one-way | 10 Jan 2027 | MDW → GYD | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Canada | ||||||||
| Toronto | $696 | one-way | 15 Apr 2027 | MDW → YYZ | 1 stop | WestJet | found 2 days ago | Open this trip |
| Edmonton | $572 | return | 23 Nov – 4 Jan 2027 | MDW → YEG | out 1 stop, back 1 stop | WestJet | found 2 days ago | See prices for these dates |
| Toronto | $641 | return | 30 Dec – 20 Jan 2027 | MDW → YYZ | out 1 stop, back 2 stops | Frontier Airlines | found 3 days ago | See prices for these dates |
| Uzbekistan | ||||||||
| Tashkent | $738 | one-way | 28 Jan 2027 | MDW → TAS | 3 stops | Frontier Airlines | found 3 days ago | Open this trip |
| Samarkand | $1,092 | one-way | 10 Mar 2027 | MDW → SKD | 2 stops | Turkish Airlines | found 5 days ago | Open this trip |
| Tashkent | $1,459 | return | 1 Dec – 14 Dec | MDW → TAS | out 3 stops, back 3 stops | Etihad Airways | found 2 days ago | See prices for these dates |
| United Arab Emirates | ||||||||
| Dubai | $764 | one-way | 19 Jan 2027 | MDW → DXB | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Dubai | $793 | return | 9 Feb 2027 – 25 Feb 2027 | MDW → DXB | out 2 stops, back 1 stop | Air France | found 5 days ago | See prices for these dates |
| Kazakhstan | ||||||||
| Almaty | $780 | one-way | 25 Jan 2027 | MDW → ALA | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Astana | $1,051 | one-way | 22 Jan 2027 | MDW → NQZ | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Almaty | $1,624 | return | 25 Dec – 10 Jan 2027 | MDW → ALA | out 3 stops, back 3 stops | Virgin Atlantic | found 2 days ago | See prices for these dates |
| China | ||||||||
| Shanghai | $818 | one-way | 12 Apr 2027 | MDW → PVG | 2 stops | Southwest Airlines | found 4 days ago | Open this trip |
| Beijing | $1,674 | return | 3 Dec – 21 Jan 2027 | MDW → PEK | out 2 stops, back 1 stop | Korean Air | found 6 days ago | See prices for these dates |
| Sanya | $1,706 | return | 3 Jan 2027 – 17 Jan 2027 | MDW → SYX | out 2 stops, back 2 stops | Southwest Airlines | found 6 days ago | See prices for these dates |
| Shanghai | $1,786 | return | 3 Jan 2027 – 17 Jan 2027 | MDW → PVG | out 1 stop, back 1 stop | United Airlines | found 6 days ago | See prices for these dates |
| Japan | ||||||||
| Tokyo | $820 | one-way | 15 Mar 2027 | MDW → HND | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Osaka | $1,996 | return | 23 Aug 2027 – 30 Aug 2027 | MDW → ITM | out 3 stops, back 1 stop | Philippine Airlines | found 3 days ago | See prices for these dates |
| Tokyo | $3,629 | return | 23 Aug 2027 – 30 Aug 2027 | MDW → HND | out 2 stops, back 2 stops | Volaris | found 3 days ago | See prices for these dates |
| South Korea | ||||||||
| Seoul | $856 | one-way | 1 Jun 2027 | MDW → ICN | 1 stop | Southwest Airlines | found 2 days ago | Open this trip |
| Seoul | $1,610 | return | 8 Apr 2027 – 25 Apr 2027 | MDW → ICN | out 1 stop, back 1 stop | Southwest Airlines | found 2 days ago | See prices for these dates |
| Ireland | ||||||||
| Dublin | $859 | one-way | 14 Apr 2027 | MDW → DUB | 3 stops | Volaris | found 4 days ago | Open this trip |
| Georgia | ||||||||
| Tbilisi | $939 | one-way | 5 Jan 2027 | MDW → TBS | 2 stops | Turkish Airlines | found 3 days ago | Open this trip |
| Tbilisi | $1,590 | return | 5 Jan 2027 – 15 Jan 2027 | MDW → TBS | out 2 stops, back 1 stop | Turkish Airlines | found 4 days ago | See prices for these dates |
| Myanmar | ||||||||
| Yangon | $979 | one-way | 28 Jan 2027 | MDW → RGN | 3 stops | Frontier Airlines | found 6 days ago | Open this trip |
| Cuba | ||||||||
| Havana | $996 | return | 30 Dec – 10 Jan 2027 | MDW → HAV | out 1 stop, back 1 stop | Southwest Airlines | found yesterday | See prices for these dates |
| Thailand | ||||||||
| Bangkok | $1,044 | one-way | 11 Mar 2027 | MDW → BKK | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Phuket | $1,322 | return | 10 Jan 2027 – 24 Jan 2027 | MDW → HKT | out 3 stops, back 3 stops | Air India | found 3 days ago | See prices for these dates |
| Bangkok | $1,877 | return | 23 Mar 2027 – 4 Apr 2027 | MDW → BKK | out 2 stops, back 2 stops | Frontier Airlines | found 6 days ago | See prices for these dates |
| Kyrgyzstan | ||||||||
| Bishkek | $1,070 | one-way | 26 Mar 2027 | MDW → BSZ | 3 stops | Frontier Airlines | found 5 days ago | Open this trip |
| Bishkek | $3,201 | return | 2 Dec – 25 Dec | MDW → BSZ | out 2 stops, back 2 stops | Emirates | found 2 days ago | See prices for these dates |
| Qatar | ||||||||
| Doha | $1,509 | one-way | 2 Jun 2027 | MDW → DOH | 3 stops | Volaris | found 6 days ago | Open this trip |
| Doha | $2,961 | return | 17 Feb 2027 – 25 Feb 2027 | MDW → DOH | out 2 stops, back 2 stops | Frontier Airlines | found 4 days ago | See prices for these dates |
| Bahamas | ||||||||
| Nassau | $588 | return | 22 Dec – 4 Jan 2027 | MDW → NAS | out 2 stops, back 2 stops | Frontier Airlines | found 2 days ago | See prices for these dates |
| Jamaica | ||||||||
| Montego Bay | $677 | return | 10 Jan 2027 – 15 Jan 2027 | MDW → MBJ | out 1 stop, back 1 stop | Southwest Airlines | found 3 days ago | See prices for these dates |
| Dominican Republic | ||||||||
| Punta Cana | $801 | return | 22 Dec – 31 Dec | MDW → PUJ | out 3 stops, back 3 stops | jetBlue | found 3 days ago | See prices for these dates |
| Puerto Plata | $1,083 | return | 16 Dec – 20 Dec | MDW → POP | out 2 stops, back 2 stops | Frontier Airlines | found 2 days ago | See prices for these dates |
| Colombia | ||||||||
| Medellin | $914 | return | 23 Dec – 4 Jan 2027 | MDW → MDE | out 2 stops, back 3 stops | Frontier Airlines | found 3 days ago | See prices for these dates |
| French Polynesia | ||||||||
| Papeete | $1,134 | return | 22 Nov – 4 Dec | MDW → PPT | out 1 stop, back 1 stop | Southwest Airlines | found 3 days ago | See prices for these dates |
| Sweden | ||||||||
| Stockholm | $1,452 | return | 15 Nov – 25 Nov | MDW → ARN | out 2 stops, back 2 stops | Southwest Airlines | found 3 days ago | See prices for these dates |
| India | ||||||||
| Ahmedabad | $1,512 | return | 10 Jan 2027 – 3 Mar 2027 | MDW → AMD | out 3 stops, back 2 stops | Air India | found 2 days ago | See prices for these dates |
| Mumbai | $1,260 | return | 11 Jan 2027 – 10 Feb 2027 | MDW → BOM | out 2 stops, back 2 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Armenia | ||||||||
| Yerevan | $1,807 | return | 9 Dec – 8 Jan 2027 | MDW → EVN | out 2 stops, back 1 stop | Turkish Airlines | found 3 days ago | See prices for these dates |
| Morocco | ||||||||
| Casablanca | $1,930 | return | 14 Dec – 4 Jan 2027 | MDW → CMN | out 2 stops, back 2 stops | Frontier Airlines | found 3 days ago | See prices for these dates |
| Agadir | $1,635 | return | 9 Dec – 25 Dec | MDW → AGA | out 2 stops, back 3 stops | Southwest Airlines | found 5 days ago | See prices for these dates |
| Hong Kong | ||||||||
| Hong Kong | $2,723 | return | 24 Dec – 10 Jan 2027 | MDW → HKG | out 2 stops, back 2 stops | Frontier Airlines | found 2 days ago | See prices for these dates |
| Australia | ||||||||
| Sydney | $3,030 | return | 25 Aug 2027 – 3 Sept 2027 | MDW → SYD | out 3 stops, back 1 stop | Qantas | found 2 days ago | See prices for these dates |
| Puerto Rico | ||||||||
| San Juan | $297 | return | 20 Jan 2027 – 27 Jan 2027 | MDW → SJU | out 2 stops, back 1 stop | Frontier Airlines | found 5 days ago | See prices for these dates |
| Iceland | ||||||||
| Reykjavik | $846 | return | 15 Mar 2027 – 27 Mar 2027 | MDW → KEF | out 1 stop, back 1 stop | Southwest Airlines | found 5 days ago | See prices for these dates |
| Guatemala | ||||||||
| Guatemala City | $865 | return | 16 Nov – 1 Dec | MDW → GUA | out 2 stops, back 1 stop | Volaris | found 6 days ago | See prices for these dates |
| Switzerland | ||||||||
| Zurich | $1,171 | return | 25 Dec – 7 Jan 2027 | MDW → ZRH | out 3 stops, back 3 stops | Norse Atlantic UK | found 6 days ago | See prices for these dates |
| U.S. Virgin Islands | ||||||||
| Saint Thomas | $1,203 | return | 20 Nov – 24 Nov | MDW → STT | out 1 stop, back 1 stop | American Airlines | found 6 days ago | See prices for these dates |
| Argentina | ||||||||
| Buenos Aires | $1,217 | return | 1 Feb 2027 – 4 Mar 2027 | MDW → EZE | out 2 stops, back 2 stops | Frontier Airlines | found 6 days ago | See prices for these dates |
| Hungary | ||||||||
| Budapest | $1,248 | return | 10 Dec – 18 Dec | MDW → BUD | out 3 stops, back 1 stop | Turkish Airlines | found 6 days ago | See prices for these dates |
| Lithuania | ||||||||
| Vilnius | $1,260 | return | 19 Dec – 14 Jan 2027 | MDW → VNO | out 3 stops, back 3 stops | Finnair | found 7 days ago | See prices for these dates |
| Pakistan | ||||||||
| Karachi | $1,623 | return | 18 Nov – 30 Nov | MDW → KHI | out 2 stops, back 2 stops | Frontier Airlines | found 4 days ago | See prices for these dates |
| North Macedonia | ||||||||
| Skopje | $1,687 | return | 24 Dec – 4 Jan 2027 | MDW → SKP | out 3 stops, back 3 stops | Austrian Airlines | found 6 days ago | See prices for these dates |
| Maldives | ||||||||
| Male | $1,895 | return | 10 Jan 2027 – 25 Jan 2027 | MDW → MLE | out 3 stops, back 2 stops | Ethiopian Airlines | found 7 days ago | See prices for these dates |
| Tajikistan | ||||||||
| Dushanbe | $2,252 | return | 5 Jan 2027 – 18 Jan 2027 | MDW → DYU | out 2 stops, back 2 stops | Turkish Airlines | found 7 days ago | See prices for these dates |
| Seychelles | ||||||||
| Mahe | $2,263 | return | 30 Dec – 13 Jan 2027 | MDW → SEZ | out 2 stops, back 3 stops | Etihad Airways | found 6 days ago | See prices for these dates |
| Nepal | ||||||||
| Kathmandu | $2,305 | return | 10 Dec – 23 Dec | MDW → KTM | out 3 stops, back 1 stop | Cathay Pacific | found 6 days ago | See prices for these dates |
| Tanzania | ||||||||
| Zanzibar | $2,566 | return | 23 Dec – 5 Jan 2027 | MDW → ZNZ | out 3 stops, back 3 stops | Aer Lingus | found 7 days ago | See prices for these dates |
| South Africa | ||||||||
| Cape Town | $2,577 | return | 4 Jan 2027 – 9 Jan 2027 | MDW → CPT | out 2 stops, back 2 stops | Turkish Airlines | found 7 days ago | See prices for these dates |
| Kenya | ||||||||
| Nairobi | $2,645 | return | 24 Dec – 4 Jan 2027 | MDW → NBO | out 2 stops, back 1 stop | Air France | found 7 days ago | See prices for these dates |
| Mombasa | $2,666 | return | 28 Dec – 7 Jan 2027 | MDW → MBA | out 3 stops, back 2 stops | Etihad Airways | found 7 days ago | See prices for these dates |
| Vietnam | ||||||||
| Hanoi | $2,853 | return | 10 Dec – 24 Dec | MDW → HAN | out 2 stops, back 2 stops | Frontier Airlines | found 5 days ago | See prices for these dates |
| Cyprus | ||||||||
| Larnaca | $4,500 | return | 12 Dec – 10 Jan 2027 | MDW → LCA | out 2 stops, back 2 stops | Frontier Airlines | found 6 days ago | See prices for these dates |
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work