$171+ Cheap flights from Guadalajara (GDL) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — MDW
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Guadalajara to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Guadalajara Miguel Hidal to Chicago Midway are usually found in February or April, booked 22 days in advance, depart on a Thursday or Saturday and return on a Saturday
Cheap flight deals from Guadalajara to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Guadalajara to MidwayExplore the most affordable flight options available from Guadalajara to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
Explore the most affordable flight options available from Guadalajara to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:15 am -
1 stop8h 36m
Tue 11/176:42 pm -
2 stops25h 58m
Deal found 10/11![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop16h 43m
Wed 11/46:16 am -
2 stops14h 24m
Deal found 10/9![Multiple Airlines logo]()
$346
This Booking.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:44 pm -
Nonstop4h 03m
Mon 11/96:17 pm -
Nonstop4h 20m
Deal found 10/9![Volaris logo]()
$353
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Mon 11/96:17 pm -
Nonstop4h 20m
Deal found 10/9![Volaris logo]()
$355
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:00 am -
1 stop16h 47m
Sun 11/86:20 pm -
1 stop16h 09m
Deal found 10/9![Multiple Airlines logo]()
$356
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Mon 11/96:42 pm -
2 stops17h 31m
Deal found 10/9![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Tue 11/106:42 pm -
2 stops25h 58m
Deal found 10/9![Multiple Airlines logo]()
$360
This Mytrip deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
1 stop8h 36m
Mon 11/166:17 pm -
Nonstop4h 20m
Deal found 10/11![Volaris logo]()
$361
This Mytrip deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
1 stop8h 36m
Mon 11/166:42 pm -
2 stops17h 31m
Deal found 10/11![Multiple Airlines logo]()
$367
Best flights from Guadalajara to MidwayDiscover carefully curated flight deals from Guadalajara to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Guadalajara to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/162:12 pm -
1 stop8h 42m
Fri 1/86:00 am -
1 stop6h 50m
Deal found 10/9![Delta logo]()
$411
This Volaris deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1612:44 pm -
Nonstop4h 03m
Wed 1/66:01 am -
1 stop8h 22m
Deal found 10/12![Volaris logo]()
$472
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/182:12 pm -
1 stop8h 42m
Fri 1/86:00 am -
1 stop6h 50m
Deal found 10/13![Delta logo]()
$471
This Volaris deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:15 am -
1 stop14h 03m
Mon 12/286:17 pm -
Nonstop4h 20m
Deal found 10/10![Volaris logo]()
$545
This Volaris deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/199:00 am -
1 stop9h 42m
Sat 4/36:01 am -
1 stop9h 13m
Deal found 10/9![Volaris logo]()
$579
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:12 pm -
1 stop8h 42m
Mon 11/166:00 am -
1 stop6h 47m
Deal found 10/10![Delta logo]()
$672
This Volaris deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:15 am -
1 stop14h 21m
Sat 12/269:41 pm -
1 stop16h 42m
Deal found 10/12![Volaris logo]()
$631
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:40 pm -
2 stops14h 23m
Sun 11/86:04 am -
1 stop6h 26m
Deal found 10/13![Delta logo]()
$674
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/142:05 pm -
1 stop8h 05m
Mon 1/186:00 am -
1 stop6h 50m
Deal found 10/11![Delta logo]()
$717
This Volaris deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/119:00 am -
1 stop10h 42m
Fri 1/156:17 pm -
Nonstop4h 20m
Deal found 10/14![Volaris logo]()
$739
Last-minute flights from Guadalajara to MidwayDiscover last-minute flight deals from Guadalajara to Midway. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Guadalajara to Midway. Data last updated October 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop16h 43m
Wed 11/46:16 am -
2 stops14h 24m
Deal found 10/9![Multiple Airlines logo]()
$346
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:00 am -
1 stop16h 47m
Sun 11/86:20 pm -
1 stop16h 09m
Deal found 10/9![Multiple Airlines logo]()
$356
This Booking.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:44 pm -
Nonstop4h 03m
Mon 11/96:17 pm -
Nonstop4h 20m
Deal found 10/9![Volaris logo]()
$353
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Mon 11/96:17 pm -
Nonstop4h 20m
Deal found 10/9![Volaris logo]()
$355
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Mon 11/96:42 pm -
2 stops17h 31m
Deal found 10/9![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:15 am -
1 stop8h 36m
Tue 11/106:42 pm -
2 stops25h 58m
Deal found 10/9![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:15 am -
1 stop8h 36m
Tue 11/176:42 pm -
2 stops25h 58m
Deal found 10/11![Multiple Airlines logo]()
$325
This Mytrip deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
1 stop8h 36m
Mon 11/166:17 pm -
Nonstop4h 20m
Deal found 10/11![Volaris logo]()
$361
This Mytrip deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
1 stop8h 36m
Mon 11/166:42 pm -
2 stops17h 31m
Deal found 10/11![Multiple Airlines logo]()
$367
One-way flights from Guadalajara to MidwaySearch for one-way flight options from Guadalajara to Midway. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Guadalajara to Midway. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Flightnetwork deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:44 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Volaris logo]()
$171
This Mytrip deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/288:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Volaris logo]()
$178
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Volaris logo]()
$184
This WAYA deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/139:38 pm -
1 stop19h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Volaris logo]()
$185
This Mytrip deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Volaris logo]()
$188
This Trip.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Volaris logo]()
$190
This Trip.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:00 am -
1 stop16h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:00 am -
1 stop16h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$194
This Mytrip deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Volaris logo]()
$197
This Mytrip deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:15 am -
1 stop8h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Volaris logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 am -
1 stop16h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$201
Find flight deals from Guadalajara to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Guadalajara (GDL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (Kiwi.com) |
One-way from | $171 (Flightnetwork) |
Popular in | July |
Cheapest in | February |
Average price | $383 |
Good round-trip deal | $397 or less |
Good one-way deal | $258 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Guadalajara to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 14, 2026.
Use the filters below to find and compare flights from Guadalajara to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Sat 11/7
8:15 am-4:51 pm
1 stop8h 36m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Fri 12/25
6:15 am-8:18 pm
1 stop14h 03m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$263
Quickest round-trip
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Fri 1/29
3:20 pm-10:10 pm
1 stop6h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$282
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Tue 3/30
5:55 pm-8:49 am
2 stops13h 54m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$328
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Tue 11/10
8:24 am-10:54 pm
2 stops14h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$332
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Mon 11/30
8:00 am-11:33 am
2 stops27h 33m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$338
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Sat 11/7
1:55 pm-10:33 pm
1 stop8h 38m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$369
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Wed 12/16
2:12 pm-10:54 pm
1 stop8h 42m
Chicago Midway
Fri 1/8
6:00 am-12:50 pm
1 stop6h 50m
$411
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Fri 12/18
2:12 pm-10:54 pm
1 stop8h 42m
Chicago Midway
Fri 1/8
6:00 am-12:50 pm
1 stop6h 50m
$471
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Wed 12/16
12:44 pm-4:47 pm
Nonstop4h 03m
Chicago Midway
Wed 1/6
6:01 am-2:23 pm
1 stop8h 22m
$472
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Guadalajara to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Guadalajara to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Guadalajara-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Guadalajara-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Guadalajara-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Guadalajara-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Guadalajara-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Guadalajara to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Guadalajara with our price prediction graph.
GDL-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Guadalajara to Chicago Midway Airport
Prices
Delays
How far ahead should I book a flight from Guadalajara to Chicago Midway Airport?
The best time to book flights from Guadalajara to Chicago Midway Airport is 21 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.
What is the cheapest month to book a flight from Guadalajara to Chicago Midway Airport?
Currently, February is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $217). Flying from Guadalajara to Chicago Midway Airport in July is currently the most expensive (average of $472). 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.
What is the cheapest time of day to fly from GDL to MDW?
Find hourly flight availability from Guadalajara to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2026.
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 evening, which can drop the price by up to 55% versus a flight in the morning.
How often are flights from Guadalajara to Chicago delayed?
About 17% of weekly flights between Guadalajara and Chicago have experienced delays in the past year, with the average delay time being 103 minutes.
What is the most punctual flight time for Guadalajara to Chicago flights?
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Guadalajara to Chicago flights?
Over the last year, Volaris have had the lowest number of delays on this route, with just 17% of flights being delayed.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated October 14, 2026.
Read reviews from past customers who have flown Volaris from Guadalajara to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
5.3
Overall
6.6
Comfort
6.3
Crew
7.3
Entertainment
4.9
Boarding
6.6
Reviews
1 / 20
6.0
GoodAnonymous,Apr 2026
MEX - LAX
Food
5.3
Overall
6.6
Comfort
6.3
Crew
7.3
Entertainment
4.9
Boarding
6.6
Reviews
1 / 20
6.0
GoodAnonymous,Apr 2026
MEX - LAX
Related info for your journey
Find useful and relevant information for your journey from Guadalajara to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Top airline flying from Guadalajara to Midway
Discover the top airline that operate flights from Guadalajara to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$354 | Average$440 | FlexibilityNo cancel fee | On-time79% |