Skip to content
FareTell

Nonstop flights from Chicago to San Juan from $951 MDW, ORD, RFD → SJU

Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Luis Munoz Marin International Airport (SJU)

The cheapest nonstop return found recently is $951 with Frontier Airlines, 18 Mar 2027 – 29 Mar 2027, found 2 days ago.

Nonstop return

The cheapest nonstop return fare on each of 8 departure dates is usually $424 to $589.

Cheapest nonstop return

$951

18 Mar 2027 – 29 Mar 2027 · Frontier Airlines

O'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)

Leaves 12:17 a.m. · Return leaves 3:36 a.m. · 10 h 14 min of travel, both ways together

out nonstop, back nonstop

found 2 days ago

See prices for these datesCheck today's price

FareTell may earn a commission when you book through a partner.

Airlines flying it nonstop on the return fares we hold: United Airlines (7 departure dates), Frontier Airlines (4 departure dates), Southwest Airlines (3 departure dates), American Airlines (2 departure dates).

On the 11 trips where we hold both on the same dates, nonstop cost a median $265 (82.8%) more than the cheapest fare with stops. Nonstop was cheaper or the same price on 2 of those 11 trips.

Every nonstop date we hold

Nonstop fares on 8 of the 13 departure dates we hold for this route.

13 Nov – 18 Nov: $413, found 4 days ago3 Dec – 8 Dec: $524, found 8 days ago8 Dec – 13 Dec: $424, found 7 days ago9 Dec – 9 Jan 2027: $585, found 7 days ago29 Dec – 13 Jan 2027: $424, found 7 days ago16 Jan 2027 – 24 Jan 2027: $570, found 3 days ago20 Jan 2027 – 27 Jan 2027: $599, found 5 days ago18 Mar 2027 – 29 Mar 2027: $951, found 2 days agoNovDecJanMar
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
13 Nov – 18 Nov$413United AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 4 days agoSee prices for these dates
3 Dec – 8 Dec$524United AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 8 days agoSee prices for these dates
8 Dec – 13 Dec$424United AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 7 days agoSee prices for these dates
9 Dec – 9 Jan 2027$585Frontier AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 7 days agoSee prices for these dates
29 Dec – 13 Jan 2027$424Frontier AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 7 days agoSee prices for these dates
16 Jan 2027 – 24 Jan 2027$570American AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 3 days agoSee prices for these dates
20 Jan 2027 – 27 Jan 2027$599United AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 5 days agoSee prices for these dates
18 Mar 2027 – 29 Mar 2027$951Frontier AirlinesO'Hare International Airport (ORD) → Luis Munoz Marin International Airport (SJU)out nonstop, back nonstopfound 2 days agoSee 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