$125+ Cheap flights from Midway (MDW) to Guadalajara (GDL)
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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GDL
Nov 8 — Nov 151
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Guadalajara 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 Chicago Midway to Guadalajara Miguel Hidal are usually found in March or February, booked 33 days in advance, depart on a Saturday or Friday and return on a Thursday
Cheap flight deals from Midway to Guadalajara
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to GuadalajaraExplore the most affordable flight options available from Midway to Guadalajara. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
Explore the most affordable flight options available from Midway to Guadalajara. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/26:16 am -
1 stop10h 04m
Fri 11/612:44 pm -
Nonstop4h 03m
Deal found 10/6![Multiple Airlines logo]()
$304
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 10/216:21 am -
1 stop10h 06m
Wed 10/286:00 am -
1 stop16h 47m
Deal found 10/9![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:08 am -
2 stops28h 58m
Mon 11/167:00 am -
1 stop10h 47m
Deal found 10/8![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/96:17 pm -
Nonstop4h 20m
Wed 11/187:00 am -
1 stop10h 47m
Deal found 10/6![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/96:17 pm -
Nonstop4h 20m
Sun 12/67:00 am -
1 stop7h 55m
Deal found 10/7![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sun 11/16:42 pm -
1 stop21h 38m
Sun 11/158:15 am -
1 stop8h 36m
Deal found 10/6![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sun 11/16:42 pm -
1 stop21h 38m
Sat 11/148:15 am -
1 stop8h 36m
Deal found 10/6![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/216:21 am -
1 stop10h 06m
Sun 11/17:00 am -
1 stop16h 47m
Deal found 10/8![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/116:08 am -
1 stop10h 12m
Fri 11/1312:44 pm -
Nonstop4h 03m
Deal found 10/7![Multiple Airlines logo]()
$323
This Mytrip deal was found by Cheapflights users on 10/7. 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 10/207:30 pm -
1 stop15h 57m
Tue 11/38:15 am -
1 stop8h 36m
Deal found 10/7![Volaris logo]()
$325
Best flights from Midway to GuadalajaraDiscover carefully curated flight deals from Midway to Guadalajara that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
Discover carefully curated flight deals from Midway to Guadalajara that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
This Delta deal was found by Cheapflights users on 10/6. 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.
Sat 11/76:04 am -
2 stops11h 26m
Thu 11/196:40 pm -
2 stops14h 10m
Deal found 10/6![Delta logo]()
$737
This Volaris deal was found by Cheapflights users on 10/5. 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 12/146:17 pm -
Nonstop4h 20m
Mon 1/119:00 am -
1 stop10h 42m
Deal found 10/5![Volaris logo]()
$881
This Delta deal was found by Cheapflights users on 10/8. 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 11/36:04 am -
2 stops12h 36m
Sat 11/78:26 am -
2 stops14h 07m
Deal found 10/8![Delta logo]()
$763
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.
Sun 10/186:04 am -
1 stop6h 26m
Thu 10/2912:55 pm -
1 stop8h 38m
Deal found 10/9![Delta logo]()
$793
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.
Mon 10/196:04 am -
1 stop6h 26m
Thu 10/299:23 am -
2 stops12h 10m
Deal found 10/9![Delta logo]()
$793
This Delta deal was found by Cheapflights users on 10/6. 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.
Sat 10/316:04 am -
1 stop6h 25m
Thu 11/51:55 pm -
1 stop8h 38m
Deal found 10/6![Delta logo]()
$833
This Delta deal was found by Cheapflights users on 10/7. 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 12/21:02 pm -
2 stops10h 33m
Tue 2/236:45 pm -
2 stops14h 04m
Deal found 10/7![Delta logo]()
$843
This Delta deal was found by Cheapflights users on 10/5. 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 12/256:15 pm -
2 stops23h 27m
Tue 12/298:00 am -
1 stop8h 19m
Deal found 10/5![Delta logo]()
$848
This Delta deal was found by Cheapflights users on 10/5. 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 11/1211:27 am -
2 stops12h 03m
Sun 11/156:40 pm -
2 stops15h 06m
Deal found 10/5![Delta logo]()
$857
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.
Sat 11/76:04 am -
2 stops11h 26m
Mon 11/96:40 pm -
2 stops14h 10m
Deal found 10/9![Delta logo]()
$857
This Delta deal was found by Cheapflights users on 10/7. 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 11/136:00 am -
2 stops11h 39m
Sun 11/156:40 pm -
2 stops14h 10m
Deal found 10/7![Delta logo]()
$887
Last-minute flights from Midway to GuadalajaraDiscover last-minute flight deals from Midway to Guadalajara. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Guadalajara. Data last updated October 9, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/7. 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 10/207:30 pm -
1 stop15h 57m
Tue 11/38:15 am -
1 stop8h 36m
Deal found 10/7![Volaris 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 10/216:21 am -
1 stop10h 06m
Wed 10/286:00 am -
1 stop16h 47m
Deal found 10/9![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/216:21 am -
1 stop10h 06m
Sun 11/17:00 am -
1 stop16h 47m
Deal found 10/8![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sun 11/16:42 pm -
1 stop21h 38m
Sun 11/158:15 am -
1 stop8h 36m
Deal found 10/6![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sun 11/16:42 pm -
1 stop21h 38m
Sat 11/148:15 am -
1 stop8h 36m
Deal found 10/6![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/26:16 am -
1 stop10h 04m
Fri 11/612:44 pm -
Nonstop4h 03m
Deal found 10/6![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:08 am -
2 stops28h 58m
Mon 11/167:00 am -
1 stop10h 47m
Deal found 10/8![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/96:17 pm -
Nonstop4h 20m
Wed 11/187:00 am -
1 stop10h 47m
Deal found 10/6![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/96:17 pm -
Nonstop4h 20m
Sun 12/67:00 am -
1 stop7h 55m
Deal found 10/7![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/116:08 am -
1 stop10h 12m
Fri 11/1312:44 pm -
Nonstop4h 03m
Deal found 10/7![Multiple Airlines logo]()
$323
One-way flights from Midway to GuadalajaraSearch for one-way flight options from Midway to Guadalajara. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
Search for one-way flight options from Midway to Guadalajara. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/106:42 pm -
2 stops25h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/46:16 am -
2 stops14h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$126
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 11/26:42 pm -
2 stops40h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 10/226:22 am -
2 stops28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Fri 10/236:15 am -
1 stop10h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Thu 12/3111:36 am -
1 stop28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$140
This Mytrip deal was found by Cheapflights users on 10/7. 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 11/146:20 pm -
1 stop16h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Volaris logo]()
$141
This Mytrip deal was found by Cheapflights users on 10/8. 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 10/207:30 pm -
1 stop15h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Volaris logo]()
$142
Find flight deals from Midway to Guadalajara
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Guadalajara (GDL). 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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $304 (Kiwi.com) |
One-way from | $125 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $417 |
Good round-trip deal | $381 or less |
Good one-way deal | $172 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Guadalajara 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 9, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Guadalajara that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Sat 10/31
7:25 am-11:06 am
2 stops28h 41m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
Quickest round-trip
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Mon 10/26
8:23 pm-11:30 pm
Nonstop4h 07m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$192
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Tue 10/20
6:04 am-11:30 am
1 stop6h 26m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$355
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Wed 11/11
1:05 pm-11:30 pm
2 stops10h 25m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$355
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Fri 10/23
6:04 am-11:30 am
1 stop6h 26m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$355
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Thu 11/26
6:00 am-10:07 pm
2 stops16h 07m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$385
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Wed 11/25
1:05 pm-11:30 pm
2 stops10h 25m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$395
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Sat 11/7
6:04 am-5:30 pm
2 stops11h 26m
Guadalajara Miguel Hidal
Thu 11/19
6:40 pm-8:50 am
2 stops14h 10m
$737
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Tue 11/3
6:04 am-6:40 pm
2 stops12h 36m
Guadalajara Miguel Hidal
Sat 11/7
8:26 am-10:33 pm
2 stops14h 07m
$763
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Sun 10/18
6:04 am-11:30 am
1 stop6h 26m
Guadalajara Miguel Hidal
Thu 10/29
12:55 pm-10:33 pm
1 stop8h 38m
$793
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Midway to Guadalajara
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 Midway to Guadalajara in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | 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*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Guadalajara flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Guadalajara flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Guadalajara flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Guadalajara 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 Chicago Midway Airport-Guadalajara 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 Midway to Guadalajara
Have a flexible travel schedule? Discover the best time to fly to Guadalajara from Midway with our price prediction graph.
MDW-GDL
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 Chicago Midway Airport to Guadalajara
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Guadalajara?
The price you pay for your flight from Chicago Midway Airport to Guadalajara may vary depending on when you book. For the best chance of a lower fare, look to book 32 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago Midway Airport to Guadalajara?
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Guadalajara (average of $370). Flying from Chicago Midway Airport to Guadalajara in December is currently the most expensive (average of $706). 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 MDW to GDL?
Find hourly flight availability from Midway to Guadalajara. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 9, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Guadalajara as you normally would.
How often are flights from Chicago to Guadalajara delayed?
About 19% of weekly flights between Chicago and Guadalajara have experienced delays in the past year, with the average delay time being 146 minutes.
What is the most punctual flight time for Chicago to Guadalajara flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the morning 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 Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Guadalajara flights?
Over the last year, Volaris have had the lowest number of delays on this route, with just 19% of flights being delayed.
Reviews of airlines servicing Guadalajara
Get insights into the airlines that provide service to Guadalajara. 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 Guadalajara. Reviews last updated October 9, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Guadalajara, such as Volaris. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.3
Food
5.3
Overall
6.6
Entertainment
4.9
Boarding
6.6
Comfort
6.3
Reviews
1 / 20
10.0
ExcellentAnonymous,Sep 2026
ORD - MEX
Crew
7.3
Food
5.3
Overall
6.6
Entertainment
4.9
Boarding
6.6
Comfort
6.3
Reviews
1 / 20
10.0
ExcellentAnonymous,Sep 2026
ORD - MEX
Related info for your journey
Find useful and relevant information for your journey from Midway to Guadalajara. 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 Guadalajara?
Book flights to Guadalajara if you plan to visit one of these locationsTlaquepaque
Zapopan
Tequila
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Top airline flying from Midway to Guadalajara
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$448 | FlexibilityNo cancel fee | On-time79% |