Cheap flights from Chicago to Guadalajara from $223 MDW, ORD, RFD → GDL
Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Don Miguel Hidal y Costilla International Airport (GDL)
The cheapest return found recently is $348 with Volaris, 25 Jun 2027 – 10 Jul 2027, found yesterday. The cheapest one-way found recently is $223 with American Airlines, 14 Sept 2027, found 4 days ago.
- Cheapest one-way found recently
- $223, found 4 days ago
- Cheapest return found recently
- $348, 25 Jun 2027 to 10 Jul 2027
- Usual return price
- $349 to $624
- Cheapest month to fly
- June 2027, return fares from $330 found in the last 7 days
- Airlines with nonstop flights
- Volaris, Aeromexico, Viva Aerobus
Return
The cheapest return fare on each of 7 departure dates is usually $349 to $624.
Cheapest return found recently
$348
25 Jun 2027 – 10 Jul 2027 · Volaris
O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL)
Leaves 1:48 p.m. · Return leaves 6:37 p.m. · 8 h 30 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Cheapest nonstop return
$348
25 Jun 2027 – 10 Jul 2027 · Volaris
O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL)
Leaves 1:48 p.m. · Return leaves 6:37 p.m. · 8 h 30 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Found recently, and the cheapest we hold
$348 25 Jun 2027 – 10 Jul 2027found yesterdaySee prices for these dates
$330 25 Jun 2027 – 10 Jul 2027found 3 days agoSee prices for these dates
What have prices looked like?
Over 50 days, 24 Sept to 12 Nov, the cheapest return we saw each day was $140 to $334.
At $348, the cheapest return found recently is above that range.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 7 departure dates from 15 Nov to 25 Jun 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other 15-night return fares leaving within 3 days of 25 Jun 2027 to compare.
Every date we hold
130 fares on 7 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 15 Nov – 22 Nov | $346 | Volaris | Chicago Midway International Airport (MDW) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back nonstop | found 4 days ago | See prices for these dates |
| 9 Dec – 14 Dec | $411 | Frontier Airlines | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | out 2 stops, back 1 stop | found 4 days ago | See prices for these dates |
| 18 Dec – 8 Jan 2027 | $791 | Volaris | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back 1 stop | found 4 days ago | See prices for these dates |
| 5 Jan 2027 – 8 Jan 2027 | $666 | Viva Aerobus | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back 3 stops | found 4 days ago | See prices for these dates |
| 14 May 2027 – 17 May 2027 | $352 | Volaris | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back nonstop | found yesterday | See prices for these dates |
| 31 May 2027 – 27 Jul 2027 | $581 | Volaris | Chicago Midway International Airport (MDW) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back 1 stop | found 4 days ago | See prices for these dates |
| 25 Jun 2027 – 10 Jul 2027 | $330 | Volaris | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
Which month looks cheapest?
June 2027 is the cheapest month — from $330.
Airlines on the cheapest dates: Volaris, Frontier Airlines, Viva Aerobus.
One-way
Not enough comparable prices yet for a usual one-way price.
Cheapest one-way found recently
$223
14 Sept 2027 · American Airlines
O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL)
Leaves 9:15 p.m. · 16 h 12 min trip
1 stop
found 4 days ago
Cheapest nonstop one-way
None seen yet.
Found recently, and the cheapest we hold
$223 14 Sept 2027found 4 days agoOpen this trip
It is also the cheapest one-way we hold, of any age.
What have prices looked like?
Over 35 days, 24 Sept to 12 Nov, the cheapest one-way we saw each day was $99 to $326.
Those were the prices on those days, not today's.
Is this a good one-way price?
Not enough comparable prices yet: we hold one-way fares on 1 departure date and need at least 3 to say what is usual.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 14 Sept 2027 to compare.
Every date we hold
2 fares on 1 departure dates
See every date as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 14 Sept 2027 | $223 | American Airlines | O'Hare International Airport (ORD) → Don Miguel Hidal y Costilla International Airport (GDL) | 1 stop | found 4 days ago | Open this trip |
Airlines on the cheapest dates: American Airlines.
Premium cabin fares from Chicago to Guadalajara
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 25 Jun 2027 – 10 Jul 2027 in another cabin: Premium economy · Business · First
Today's prices for 14 Sept 2027 in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Chicago to Guadalajara?
Return
Fares 14 to 29 days before departure were typically 9% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 12 Nov (50 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $352 | $284 | +10% | 27 |
| 7–13 days | $365 | $140 | +14% | 20 |
| 14–29 days | $321 | $294 | Cheapest seen | 26 |
| 30–59 days | $331 | $302 | +3% | 32 |
| 60–89 days | $707 | $707 | +120% | 8 |
| 90–179 days | $321 | $301 | +0% | 16 |
| 180+ days | $328 | $320 | +2% | 47 |
One-way
The cheapest fares were 90 to 179 days before departure.
From the cheapest one-way each day between 24 Sept and 12 Nov (35 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 7–13 days | $115 | $99 | +2% | 10 |
| 30–59 days | $173 | $142 | +53% | 12 |
| 60–89 days | $151 | $120 | +34% | 14 |
| 90–179 days | $113 | $113 | Cheapest seen | 14 |
Live price for these dates
The cheapest return found recently is for 25 Jun 2027 – 10 Jul 2027. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a return flight from Chicago to Guadalajara?
The cheapest return found recently is $348 with Volaris, 25 Jun 2027 to 10 Jul 2027, found yesterday. The cheapest return we hold, of any age, is $330 with Volaris, 25 Jun 2027 to 10 Jul 2027, found 3 days ago. The cheapest return fare on each of 7 departure dates is usually $349 to $624.
How much is a one-way flight from Chicago to Guadalajara?
The cheapest one-way found recently is $223 with American Airlines, 14 Sept 2027, found 4 days ago.
What is the cheapest month to fly from Chicago to Guadalajara?
June 2027 is the cheapest month for a return, from $330, 25 Jun 2027 to 10 Jul 2027, found 3 days ago.
How far ahead should I book a flight from Chicago to Guadalajara?
In 50 days of prices between 24 Sept and 12 Nov, return fares 14 to 29 days before departure were typically 9% lower than 0 to 6 days before departure. In 35 days of prices between 24 Sept and 12 Nov, one-way fares were cheapest 90 to 179 days before departure.
Is there a direct flight from Chicago to Guadalajara?
Yes, the cheapest nonstop return found recently is $348 with Volaris, 25 Jun 2027 to 10 Jul 2027, found yesterday.
How long is the flight from Chicago to Guadalajara?
The cheapest one-way found recently, with American Airlines on 14 Sept 2027, takes 16 h 12 min with 1 stop.
Which airlines have the cheapest flights from Chicago to Guadalajara?
Between 15 Nov and 25 Jun 2027, Volaris has the cheapest return on 5 of the 7 departure dates we hold, Frontier Airlines on 1 and Viva Aerobus on 1.
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