$168+ Cheap flights from Guadalajara (GDL) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — MDW
Apr 12 — Apr 191
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 October or February, booked 26 days in advance, depart on a Sunday or Saturday and return on a Friday
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 March 13, 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 March 13, 2026.
This FlightHub deal was found by Cheapflights users on 3/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Wed 5/68:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/11![Volaris logo]()
$258
This Mytrip deal was found by Cheapflights users on 3/10. 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.
Fri 3/131:39 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 5/18:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$267
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 5/18:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$272
This Mytrip deal was found by Cheapflights users on 3/10. 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.
Tue 5/262:25 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Wed 5/278:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$274
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 4/248:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$280
This FlightHub deal was found by Cheapflights users on 3/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Mon 5/258:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/12![Volaris logo]()
$282
This Volaris deal was found by Cheapflights users on 3/8. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:02 am
GDL
- MDW
1 stop9h 34m
Volaris
Wed 9/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 3/8![Volaris logo]()
$283
This Booking.com deal was found by Cheapflights users on 3/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:25 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Thu 5/288:48 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$287
This Mytrip deal was found by Cheapflights users on 3/12. 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.
Fri 4/172:09 pm
GDL
- MDW
Nonstop3h 55m
Multiple Airlines
Sun 4/268:23 pm
MDW
- GDL
Nonstop4h 24m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$290
This CheapOair deal was found by Cheapflights users on 3/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Sun 5/178:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/11![Volaris logo]()
$297
This eDestinos deal was found by Cheapflights users on 3/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:25 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Mon 5/118:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/12![Volaris logo]()
$299
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:25 pm
GDL
- MDW
Nonstop3h 55m
Frontier
Fri 5/298:23 pm
MDW
- GDL
Nonstop4h 24m
Frontier
Deal found 3/12![Frontier logo]()
$300
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 March 13, 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 March 13, 2026.
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Sun 8/238:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 3/12![Volaris logo]()
$308
This Booking.com deal was found by Cheapflights users on 3/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:35 pm
GDL
- MDW
1 stop27h 31m
Frontier
Sun 8/238:23 pm
MDW
- GDL
Nonstop4h 07m
Frontier
Deal found 3/12![Frontier logo]()
$364
This Delta deal was found by Cheapflights users on 3/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 pm
GDL
- MDW
2 stops13h 38m
Delta
Sun 8/236:00 am
MDW
- GDL
1 stop6h 16m
Delta
Deal found 3/12![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 3/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:02 pm
GDL
- MDW
1 stop8h 26m
Delta
Sun 4/266:00 am
MDW
- GDL
1 stop6h 37m
Delta
Deal found 3/12![Delta logo]()
$390
This Volaris deal was found by Cheapflights users on 3/9. 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 5/152:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Sun 5/178:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/9![Volaris logo]()
$480
This Delta deal was found by Cheapflights users on 3/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/101:12 pm
GDL
- MDW
1 stop8h 19m
Delta
Sat 4/256:00 am
MDW
- GDL
1 stop6h 37m
Delta
Deal found 3/12![Delta logo]()
$472
This Volaris deal was found by Cheapflights users on 3/11. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Mon 7/138:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 3/11![Volaris logo]()
$487
This Delta deal was found by Cheapflights users on 3/8. 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.
Fri 4/101:12 pm
GDL
- MDW
1 stop8h 19m
Delta
Mon 4/206:00 am
MDW
- GDL
1 stop6h 37m
Delta
Deal found 3/8![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 3/8. 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.
Mon 6/15:50 pm
GDL
- MDW
2 stops13h 52m
Delta
Mon 8/316:00 am
MDW
- GDL
1 stop6h 16m
Delta
Deal found 3/8![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 3/9. 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 4/298:30 am
GDL
- MDW
2 stops12h 58m
Delta
Sun 5/36:00 am
MDW
- GDL
1 stop6h 37m
Delta
Deal found 3/9![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 3/9. 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.
Thu 4/308:30 am
GDL
- MDW
2 stops12h 58m
Delta
Sun 5/310:41 am
MDW
- GDL
2 stops13h 03m
Delta
Deal found 3/9![Delta logo]()
$494
Last-minute flights from Guadalajara to MidwayDiscover last-minute flight deals from Guadalajara to Midway. Data last updated March 13, 2026 and is based on user searches.
Discover last-minute flight deals from Guadalajara to Midway. Data last updated March 13, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:39 pm
GDL
- MDW
Nonstop3h 55m
Frontier
Mon 3/167:54 pm
MDW
- GDL
Nonstop4h 30m
Frontier
Deal found 3/9![Frontier logo]()
$302
This Mytrip deal was found by Cheapflights users on 3/10. 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.
Fri 3/131:39 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 5/18:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$267
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:39 pm
GDL
- MDW
Nonstop3h 55m
Frontier
Sat 3/217:54 pm
MDW
- GDL
Nonstop4h 30m
Frontier
Deal found 3/12![Frontier logo]()
$326
This Mytrip deal was found by Cheapflights users on 3/9. 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 3/151:39 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Sun 3/227:54 pm
MDW
- GDL
Nonstop4h 30m
Volaris
Deal found 3/9![Volaris logo]()
$314
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/102:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Mon 4/208:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$312
This Mytrip deal was found by Cheapflights users on 3/12. 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.
Fri 4/172:09 pm
GDL
- MDW
Nonstop3h 55m
Multiple Airlines
Sun 4/268:23 pm
MDW
- GDL
Nonstop4h 24m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$290
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 4/248:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$280
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Fri 5/18:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/10![Volaris logo]()
$272
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Sun 5/38:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/11![Volaris logo]()
$324
This FlightHub deal was found by Cheapflights users on 3/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Wed 5/68:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Deal found 3/11![Volaris logo]()
$258
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 March 13, 2026.
Search for one-way flight options from Guadalajara to Midway. Find affordable one-way fares based on user searches. Data last updated March 13, 2026.
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:25 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/11![Volaris logo]()
$168
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:25 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/11![Volaris logo]()
$169
This FlightHub deal was found by Cheapflights users on 3/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/12![Volaris logo]()
$173
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/10![Volaris logo]()
$175
This FlightHub deal was found by Cheapflights users on 3/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/201:39 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/11![Volaris logo]()
$179
This eDestinos deal was found by Cheapflights users on 3/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/8![Volaris logo]()
$182
This Travelocity deal was found by Cheapflights users on 3/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/202:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 3/11![Volaris logo]()
$184
This Volaris deal was found by Cheapflights users on 3/9. 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 5/222:09 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/9![Volaris logo]()
$185
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:39 pm
GDL
- MDW
Nonstop3h 55m
Volaris
Deal found 3/10![Volaris logo]()
$186
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/192:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 3/12![Volaris logo]()
$188
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 March 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $258 (FlightHub) |
One-way from | $168 (Trip.com) |
Popular in | July |
Cheapest in | October |
Average price | $407 |
Good round-trip deal | $200 or less |
Good one-way deal | $199 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 2,558,603 searches. Data last updated March 13, 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
Quickest round-trip
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Wed 8/19
2:01 pm-7:04 pm
Nonstop4h 03m
Chicago Midway
Sun 8/23
8:23 pm-11:30 pm
Nonstop4h 07m
$308
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Wed 8/19
3:35 pm-8:06 pm
1 stop27h 31m
Chicago Midway
Sun 8/23
8:23 pm-11:30 pm
Nonstop4h 07m
$364
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Wed 8/19
6:00 pm-8:38 am
2 stops13h 38m
Chicago Midway
Sun 8/23
6:00 am-11:16 am
1 stop6h 16m
$390
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 4/17
1:02 pm-10:28 pm
1 stop8h 26m
Chicago Midway
Sun 4/26
6:00 am-11:37 am
1 stop6h 37m
$390
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 4/10
1:12 pm-10:31 pm
1 stop8h 19m
Chicago Midway
Sat 4/25
6:00 am-11:37 am
1 stop6h 37m
$472
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 4/10
1:12 pm-10:31 pm
1 stop8h 19m
Chicago Midway
Mon 4/20
6:00 am-11:37 am
1 stop6h 37m
$475
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Mon 6/1
5:50 pm-8:42 am
2 stops13h 52m
Chicago Midway
Mon 8/31
6:00 am-11:16 am
1 stop6h 16m
$475
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 5/15
2:09 pm-7:04 pm
Nonstop3h 55m
Chicago Midway
Sun 5/17
8:23 pm-11:47 pm
Nonstop4h 24m
$480
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Fri 7/3
2:01 pm-7:04 pm
Nonstop4h 03m
Chicago Midway
Mon 7/13
8:23 pm-11:30 pm
Nonstop4h 07m
$487
GuadalajaraChicago
GDL - MDW
GDLMDW
Guadalajara Miguel Hidal
Wed 4/29
8:30 am-10:28 pm
2 stops12h 58m
Chicago Midway
Sun 5/3
6:00 am-11:37 am
1 stop6h 37m
$494
Showing 1-10 of 21 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 March.
| 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*2 stars | |
| Price Accuracy1 star | 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
Airlines
Delays
How far ahead should I book a flight from Guadalajara to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from Guadalajara to Midway. Price data was last updated on March 6, 2026.
The best time to book flights from Guadalajara to Chicago Midway Airport is 26 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, June is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $186). Flying from Guadalajara to Chicago Midway Airport in January is currently the most expensive (average of $298). 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 March 13, 2026.
When flying from Guadalajara to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How often are flights from Guadalajara to Chicago delayed?
About 13% of weekly flights between Guadalajara and Chicago have experienced delays in the past year, with the average delay time being 133 minutes.
What is the most punctual flight time for Guadalajara to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the early afternoon 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 Thursday 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 13% 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 March 13, 2026.
Read reviews from past customers who have flown Volaris and Frontier 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.
Comfort
6.3
Overall
6.6
Crew
7.3
Entertainment
4.9
Boarding
6.5
Food
5.3
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2026
OAX - LAX
Comfort
6.3
Overall
6.6
Crew
7.3
Entertainment
4.9
Boarding
6.5
Food
5.3
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2026
OAX - LAX
Comfort
6.3
Overall
6.6
Crew
7.3
Entertainment
4.9
Boarding
6.5
Food
5.3
Reviews
1 / 20
2.0
MediocreAnonymous,Feb 2026
OAX - 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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 13, 2026.
Guadalajara and Midway flights
Browse other Guadalajara and Midway flight options. Last updated on March 13, 2026.
Other flights from Guadalajara
Browse through other flights departing from Guadalajara. Flights are based on user searches made on Cheapflights and were last updated on March 13, 2026.
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Top 2 airlines flying from Guadalajara to Midway
Discover the top 2 airlines 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 2,558,603 searches. Data last updated March 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$293 | Average$454 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$336 | Average$421 | FlexibilityNo cancel fee | On-time62% |