$176+ Cheap flights from Guadalajara (GDL) to Chicago (CHI)
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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — CHI
Oct 20 — Oct 271
Round-trip
1 adult, Economy
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Find cheap flights from Guadalajara to Chicago 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 are usually found in February or April, booked 64 days in advance, depart on a Sunday or Thursday and return on a Monday
Cheap flight deals from Guadalajara to Chicago
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Cheapest flights from Guadalajara to ChicagoExplore the most affordable flight options available from Guadalajara to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
Explore the most affordable flight options available from Guadalajara to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 20, 2026.
This Booking.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/316:52 pm -
Nonstop4h 07m
Sat 11/77:40 pm -
Nonstop4h 14m
Deal found 9/18![Viva logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/137:49 pm -
Nonstop4h 06m
Tue 10/207:44 pm -
1 stop20h 43m
Deal found 9/16![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/17:49 pm -
Nonstop4h 06m
Sun 10/42:53 am -
Nonstop4h 04m
Deal found 9/18![Volaris logo]()
$295
This CheapOair deal was found by Cheapflights users on 9/17. 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 10/296:52 pm -
Nonstop4h 07m
Mon 11/212:25 am -
Nonstop4h 14m
Deal found 9/17![Viva logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/86:21 pm -
1 stop29h 20m
Mon 11/22:41 am -
1 stop6h 55m
Deal found 9/16![Multiple Airlines logo]()
$297
This CheapOair deal was found by Cheapflights users on 9/18. 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 10/286:52 pm -
Nonstop4h 07m
Thu 11/1212:53 pm -
Nonstop4h 23m
Deal found 9/18![Multiple Airlines logo]()
$299
This CheapOair deal was found by Cheapflights users on 9/15. 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 10/307:49 pm -
Nonstop4h 06m
Sun 11/11:24 am -
Nonstop4h 23m
Deal found 9/15![Volaris logo]()
$300
This CheapOair deal was found by Cheapflights users on 9/17. 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 10/296:52 pm -
Nonstop4h 07m
Sun 11/81:05 am -
1 stop13h 27m
Deal found 9/17![Viva logo]()
$301
This Viva deal was found by Cheapflights users on 9/15. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:52 pm -
Nonstop4h 07m
Thu 11/512:35 am -
1 stop18h 15m
Deal found 9/15![Viva logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/302:01 pm -
Nonstop4h 03m
Fri 11/66:17 pm -
Nonstop4h 20m
Deal found 9/15![Volaris logo]()
$342
This CheapOair deal was found by Cheapflights users on 9/15. 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 11/58:55 am -
1 stop5h 53m
Mon 11/96:17 pm -
Nonstop4h 20m
Deal found 9/15![Volaris logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/142:01 pm -
Nonstop4h 03m
Wed 10/216:21 am -
1 stop10h 06m
Deal found 9/18![Multiple Airlines logo]()
$350
Best flights from Guadalajara to ChicagoDiscover carefully curated flight deals from Guadalajara to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
Discover carefully curated flight deals from Guadalajara to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
This Viva deal was found by Cheapflights users on 9/15. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:42 pm -
Nonstop4h 08m
Sun 11/1512:35 am -
1 stop18h 15m
Deal found 9/15![Viva logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/167:49 pm -
Nonstop4h 06m
Tue 10/201:49 pm -
Nonstop4h 04m
Deal found 9/19![Volaris logo]()
$339
This Delta deal was found by Cheapflights users on 9/17. 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 1/293:20 pm -
1 stop6h 50m
Mon 2/16:00 am -
1 stop8h 05m
Deal found 9/17![Delta logo]()
$417
This Viva deal was found by Cheapflights users on 9/18. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:52 pm -
1 stop27h 03m
Thu 11/512:35 am -
1 stop20h 12m
Deal found 9/18![Viva logo]()
$330
This Viva deal was found by Cheapflights users on 9/18. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:26 pm -
1 stop28h 34m
Fri 12/41:05 am -
1 stop18h 20m
Deal found 9/18![Viva logo]()
$335
This Viva deal was found by Cheapflights users on 9/18. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:46 pm -
Nonstop4h 04m
Sat 12/51:05 am -
1 stop18h 20m
Deal found 9/18![Viva logo]()
$337
This Volaris deal was found by Cheapflights users on 9/19. 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 12/39:00 am -
1 stop11h 48m
Mon 12/76:17 pm -
Nonstop4h 20m
Deal found 9/19![Volaris logo]()
$457
This Viva deal was found by Cheapflights users on 9/16. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:52 pm -
Nonstop4h 07m
Sun 11/11:05 am -
1 stop22h 43m
Deal found 9/16![Viva logo]()
$346
This Viva deal was found by Cheapflights users on 9/15. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:40 am -
1 stop14h 55m
Fri 11/2712:35 am -
1 stop12h 21m
Deal found 9/15![Viva logo]()
$349
This Viva deal was found by Cheapflights users on 9/15. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:47 pm -
1 stop24h 11m
Sat 10/311:05 am -
1 stop19h 18m
Deal found 9/15![Viva logo]()
$349
This Delta deal was found by Cheapflights users on 9/18. 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 10/318:26 am -
2 stops13h 07m
Sun 11/86:04 am -
2 stops25h 35m
Deal found 9/18![Delta logo]()
$580
This Volaris deal was found by Cheapflights users on 9/19. 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 1/1112:44 pm -
Nonstop4h 03m
Fri 1/156:01 am -
1 stop8h 22m
Deal found 9/19![Volaris logo]()
$529
This Viva deal was found by Cheapflights users on 9/15. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:00 pm -
1 stop21h 02m
Mon 10/191:30 am -
1 stop23h 18m
Deal found 9/15![Viva logo]()
$349
This Delta deal was found by Cheapflights users on 9/18. 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 10/3112:55 pm -
1 stop8h 38m
Sat 11/76:04 am -
1 stop6h 26m
Deal found 9/18![Delta logo]()
$580
This Viva deal was found by Cheapflights users on 9/18. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:40 am -
1 stop14h 55m
Wed 12/21:05 am -
1 stop16h 15m
Deal found 9/18![Viva logo]()
$352
This Delta deal was found by Cheapflights users on 9/19. 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 10/205:50 pm -
2 stops15h 13m
Tue 10/276:04 am -
1 stop6h 26m
Deal found 9/19![Delta logo]()
$582
This Volaris deal was found by Cheapflights users on 9/17. 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.
Sun 12/2012:44 pm -
Nonstop4h 03m
Sun 12/276:17 pm -
Nonstop4h 20m
Deal found 9/17![Volaris logo]()
$583
This Delta deal was found by Cheapflights users on 9/19. 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 10/1612:55 pm -
1 stop8h 38m
Tue 10/206:04 am -
1 stop6h 26m
Deal found 9/19![Delta logo]()
$644
This Volaris deal was found by Cheapflights users on 9/19. 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
Sun 1/36:17 pm -
Nonstop4h 20m
Deal found 9/19![Volaris logo]()
$644
This Volaris deal was found by Cheapflights users on 9/15. 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 12/259:00 am -
1 stop10h 02m
Wed 12/306:17 pm -
Nonstop4h 20m
Deal found 9/15![Volaris logo]()
$680
Last-minute flights from Guadalajara to ChicagoDiscover last-minute flight deals from Guadalajara to Chicago. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Guadalajara to Chicago. Data last updated September 20, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 9/297:49 pm -
Nonstop4h 06m
Mon 10/122:41 am -
1 stop19h 55m
Deal found 9/16![Volaris logo]()
$317
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Tue 9/296:52 pm -
Nonstop4h 07m
Sat 10/103:00 pm -
1 stop17h 35m
Deal found 9/19![Viva logo]()
$354
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Tue 9/299:22 pm -
1 stop7h 30m
Sat 10/103:00 pm -
1 stop17h 35m
Deal found 9/19![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 9/307:03 am -
Nonstop4h 06m
Sat 10/32:53 am -
Nonstop4h 04m
Deal found 9/18![Volaris logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/307:03 am -
Nonstop4h 06m
Sat 10/31:30 am -
1 stop8h 56m
Deal found 9/15![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/142:01 pm -
Nonstop4h 03m
Wed 10/216:21 am -
1 stop10h 06m
Deal found 9/18![Multiple Airlines logo]()
$350
This CheapOair deal was found by Cheapflights users on 9/16. 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 10/142:01 pm -
Nonstop4h 03m
Sun 10/188:23 pm -
Nonstop4h 07m
Deal found 9/16![Volaris logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/162:01 pm -
Nonstop4h 03m
Mon 10/196:15 am -
1 stop10h 12m
Deal found 9/19![Multiple Airlines logo]()
$372
This CheapOair deal was found by Cheapflights users on 9/15. 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 10/212:01 pm -
Nonstop4h 03m
Mon 10/268:23 pm -
Nonstop4h 07m
Deal found 9/15![Volaris logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/302:01 pm -
Nonstop4h 03m
Fri 11/66:17 pm -
Nonstop4h 20m
Deal found 9/15![Volaris logo]()
$342
One-way flights from Guadalajara to ChicagoSearch for one-way flight options from Guadalajara to Chicago. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
Search for one-way flight options from Guadalajara to Chicago. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/136:21 pm -
1 stop29h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/86:21 pm -
1 stop29h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/17:49 pm -
Nonstop4h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Volaris logo]()
$178
This Super.com deal was found by Cheapflights users on 9/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:49 pm -
Nonstop4h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Volaris logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/37:49 pm -
Nonstop4h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/56:31 am -
1 stop17h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$183
This Super.com deal was found by Cheapflights users on 9/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1412:44 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Volaris logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/206:21 pm -
1 stop29h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Volaris logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/97:49 pm -
Nonstop4h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$185
This Mytrip deal was found by Cheapflights users on 9/17. 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 9/296:52 pm -
Nonstop4h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Viva logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/126:31 am -
1 stop17h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$187
This Mytrip deal was found by Cheapflights users on 9/16. 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 10/277:03 am -
Nonstop4h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Volaris logo]()
$188
Find flight deals from Guadalajara to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Guadalajara (GDL) to Chicago (CHI). 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 September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $292 (Booking.com) |
One-way from | $176 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $321 |
Good round-trip deal | $248 or less |
Good one-way deal | $206 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Guadalajara to Chicago 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 September 20, 2026.
Use the filters below to find and compare flights from Guadalajara to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Tue 10/27
6:21 pm-12:41 am
1 stop29h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Fri 1/15
12:44 pm-4:47 pm
Nonstop4h 03m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$222
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Sat 12/19
5:45 am-12:44 am
1 stop18h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Mon 12/28
5:45 am-9:35 pm
1 stop15h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$241
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Sun 9/27
6:00 am-11:00 am
1 stop28h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$246
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Mon 9/28
7:49 pm-12:55 am
Nonstop4h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$247
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Sat 12/19
6:30 am-10:49 am
Nonstop4h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$256
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Sat 12/5
8:26 am-10:55 pm
2 stops14h 29m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$302
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - ORD Chicago O'Hare Intl
GDLORD
Guadalajara Miguel Hidal
Fri 11/13
6:42 pm-10:50 pm
Nonstop4h 08m
Chicago O'Hare Intl
Sun 11/15
12:35 am-6:50 pm
1 stop18h 15m
$302
GuadalajaraChicago
GDL Guadalajara Miguel Hidal - MDW Chicago Midway
GDLMDW
Guadalajara Miguel Hidal
Tue 10/27
3:35 pm-11:22 am
1 stop18h 47m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$317
Showing 1-10 of 36 resultsSorted by cheapest first
Compare providers for flights from Guadalajara to Chicago
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 Chicago in September.
| 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 Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Guadalajara-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Guadalajara-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Guadalajara-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Guadalajara-Chicago 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 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 Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Guadalajara with our price prediction graph.
GDL-CHI
GDL-ORD
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
GDL-CHI
GDL-ORD
GDL-MDW
What is the cheapest month to book a flight from Guadalajara to Chicago?
Currently, February is the cheapest month in which you can book a flight from Guadalajara to Chicago (average of $284). Flying from Guadalajara to Chicago in July is currently the most expensive (average of $396). 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 CHI?
Find hourly flight availability from Guadalajara to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 20, 2026.
When flying from Guadalajara to Chicago, 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 27% versus a flight at noon.
Weekly flight availability from Guadalajara to Chicago
Explore weekly flight availability from Guadalajara to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 20, 2026.
The most flights from GDL to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Guadalajara to Chicago?
Airfare is below average for this route at the moment.
Guadalajara to Chicago flights typically cost between $298 and $388 in October.The cheapest round-trip price found within the last 5 days was $292 on Viva (Oct 31-Nov 7).
How often are flights from Guadalajara to Chicago delayed?
About 18% of weekly flights between Guadalajara and Chicago have experienced delays in the past year, with the average delay time being 125 minutes.
What is the most punctual flight time for Guadalajara to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Tuesday 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, Aeromexico have had the lowest number of delays on this route, with just 9% of flights being delayed.
How far ahead should I book a flight from Guadalajara to Chicago?
Booking 63 days in advance of your planned departure date is, on average, the best time to get cheap flights from Guadalajara to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Guadalajara to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Guadalajara to Chicago. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Guadalajara to Chicago flight should consider departing on Sunday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Guadalajara to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Guadalajara to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 20, 2026.
Read reviews from past customers who have flown Delta,Aeromexico, andViva from Guadalajara to Chicago. 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
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
8.0
ExcellentElizabeth,Sep 2023
MEX - ATL
Related info for your journey
Find useful and relevant information for your journey from Guadalajara to Chicago. 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?
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Other flights to Chicago
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Guadalajara and Chicago flights
Browse other Guadalajara and Chicago flight options. Last updated on September 20, 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 September 20, 2026.
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Top 4 airlines flying from Guadalajara to Chicago
Discover the top 4 airlines that operate flights from Guadalajara to Chicago. 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 September 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$367 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$399 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$238 | Average$394 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$274 | Average$366 | FlexibilityNo cancel fee | On-timeN/A |