
Most accurate provider | Gotogate 3 stars |
|---|---|
Most trusted provider | Gotogate 3 stars |
Round-trip from | $257 (Mytrip) |
One-way from | $164 (FlightHub) |
Popular in | July |
Cheapest in | February |
Average price | $378 |
Good round-trip deal | $400 or less |
Good one-way deal | $195 or less |
Fly from
Fly to
Route
Depart
Return
Price
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Tue 1/27
7:04 am-11:45 am
2 stops52h 41m
Chicago Midway
Fri 1/30
6:54 pm-11:24 pm
Nonstop4h 30m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 12/12
1:39 pm-5:34 pm
Nonstop3h 55m
Chicago Midway
Fri 1/30
6:20 am-1:17 pm
2 stops30h 57m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Sat 2/14
8:03 am-11:25 pm
2 stops15h 22m
Chicago Midway
Wed 2/18
6:54 pm-11:24 pm
Nonstop4h 30m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Thu 2/19
3:18 pm-1:04 pm
1 stop21h 46m
Chicago Midway
Sat 2/28
6:15 pm-6:13 pm
1 stop23h 58m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Tue 2/24
6:47 pm-9:06 am
2 stops14h 19m
Chicago Midway
Mon 3/2
12:46 pm-11:59 pm
2 stops11h 13m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Thu 2/26
6:01 am-5:45 pm
2 stops11h 44m
Chicago Midway
Mon 3/2
6:00 am-12:50 pm
1 stop6h 50m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Tue 1/27
8:20 am-10:22 pm
2 stops14h 02m
Chicago Midway
Mon 3/2
6:00 am-12:50 pm
1 stop6h 50m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 2/20
2:15 pm-10:42 pm
1 stop8h 27m
Chicago Midway
Tue 2/24
12:46 pm-8:32 am
2 stops19h 46m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Thu 12/25
5:45 am-9:40 am
Nonstop3h 55m
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Tue 12/16
5:45 am-9:40 am
Nonstop3h 55m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The best time to book flights from Guadalajara to Chicago Midway Airport is 73 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, January is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $167). Flying from Guadalajara to Chicago Midway Airport in August is currently the most expensive (average of $282). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Guadalajara to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 44% versus a flight at noon.
About 8% of weekly flights between Guadalajara and Chicago have experienced delays in the past year, with the average delay time being 145 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Volaris have had the lowest number of delays on this route, with just 8% of flights being delayed.
Boarding
Overall
Comfort
Crew
Food
Entertainment
Reviews
Eulalio,Nov 2025
TIJ - MEX
Boarding
Overall
Comfort
Crew
Food
Entertainment
Reviews
Eulalio,Nov 2025
TIJ - MEX
Boarding
Overall
Comfort
Crew
Food
Entertainment
Reviews
Eulalio,Nov 2025
TIJ - MEX
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$380 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$273 | Average$419 | FlexibilityNo cancel fee | On-time79% |