$119+ Cheap flights from Chicago (CHI) 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GDL
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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 to Guadalajara Miguel Hidal are usually found in February or April, booked 54 days in advance, depart on a Monday or Tuesday and return on a Sunday
Cheap flight deals from Chicago to Guadalajara
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Cheapest flights from Chicago to GuadalajaraExplore the most affordable flight options available from Chicago to Guadalajara. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
Explore the most affordable flight options available from Chicago to Guadalajara. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
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.
Sun 10/42:53 am -
Nonstop4h 04m
Wed 10/217:49 pm -
Nonstop4h 06m
Deal found 9/18![Volaris logo]()
$295
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.
Sun 10/252:53 am -
Nonstop4h 04m
Wed 11/46:42 pm -
Nonstop4h 08m
Deal found 9/16![Multiple Airlines logo]()
$296
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.
Wed 10/214:28 pm -
1 stop21h 33m
Sat 11/146:42 pm -
Nonstop4h 08m
Deal found 9/19![Viva logo]()
$297
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.
Fri 10/162:41 am -
1 stop9h 17m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$298
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 11/1112:53 pm -
Nonstop4h 23m
Tue 11/179:02 am -
1 stop15h 19m
Deal found 9/16![Multiple Airlines logo]()
$299
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:35 am -
1 stop20h 12m
Wed 11/116:42 pm -
Nonstop4h 08m
Deal found 9/18![Viva logo]()
$300
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.
Mon 10/262:53 am -
Nonstop4h 04m
Wed 11/410:16 am -
1 stop14h 25m
Deal found 9/19![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/112:53 am -
Nonstop4h 04m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/20![Multiple Airlines logo]()
$302
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.
Sat 11/1412:25 am -
Nonstop4h 14m
Wed 12/27:06 am -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$303
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.
Mon 11/162:41 am -
1 stop6h 55m
Fri 12/47:06 am -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$304
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.
Fri 10/302:41 am -
1 stop19h 55m
Tue 11/106:42 pm -
Nonstop4h 08m
Deal found 9/16![Multiple Airlines logo]()
$305
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.
Sat 10/102:53 am -
Nonstop4h 04m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$306
Best flights from Chicago to GuadalajaraDiscover carefully curated flight deals from Chicago to Guadalajara that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
Discover carefully curated flight deals from Chicago to Guadalajara that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/274:07 pm -
1 stop6h 28m
Wed 12/168:00 am -
1 stop6h 43m
Deal found 9/20![United Airlines logo]()
$605
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.
Thu 11/128:04 am -
2 stops14h 03m
Sun 11/1512:06 pm -
1 stop11h 33m
Deal found 9/19![Delta logo]()
$653
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:49 pm -
2 stops24h 01m
Fri 10/234:00 pm -
2 stops12h 40m
Deal found 9/16![Alaska Airlines logo]()
$700
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:55 am -
1 stop15h 40m
Mon 11/93:40 pm -
1 stop9h 05m
Deal found 9/16![United Airlines logo]()
$615
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:04 am -
1 stop6h 26m
Mon 11/26:40 pm -
2 stops14h 52m
Deal found 9/16![Delta logo]()
$667
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:30 am -
1 stop17h 05m
Mon 11/93:40 pm -
1 stop7h 46m
Deal found 9/16![United Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:35 pm -
1 stop25h 00m
Thu 12/103:40 pm -
1 stop7h 16m
Deal found 9/20![United Airlines logo]()
$617
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.
Fri 12/47:45 am -
2 stops14h 22m
Sun 12/202:14 pm -
1 stop9h 28m
Deal found 9/18![Delta logo]()
$679
This Delta deal was found by Cheapflights users on 9/21. 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 11/1310:30 am -
2 stops13h 00m
Mon 11/166:40 pm -
2 stops14h 24m
Deal found 9/21![Delta logo]()
$707
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:45 pm -
1 stop14h 40m
Thu 10/2912:35 pm -
1 stop8h 01m
Deal found 9/18![United Airlines logo]()
$645
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.
Thu 10/15:30 am -
2 stops13h 04m
Mon 10/128:41 am -
1 stop14h 20m
Deal found 9/17![Delta logo]()
$713
This Delta deal was found by Cheapflights users on 9/20. 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 10/36:05 am -
1 stop6h 25m
Tue 10/2012:55 pm -
1 stop8h 38m
Deal found 9/20![Delta logo]()
$733
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 11/136:00 am -
1 stop6h 47m
Tue 11/246:40 pm -
2 stops14h 10m
Deal found 9/19![Delta logo]()
$737
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:04 am -
2 stops14h 03m
Tue 11/246:40 pm -
2 stops14h 24m
Deal found 9/16![Delta logo]()
$737
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.
Thu 11/126:00 am -
1 stop6h 47m
Sun 11/156:40 pm -
2 stops15h 02m
Deal found 9/18![Delta logo]()
$857
This Delta deal was found by Cheapflights users on 9/20. 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 12/36:00 am -
1 stop6h 47m
Sun 12/62:12 pm -
1 stop8h 42m
Deal found 9/20![Delta logo]()
$903
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 10/316:04 am -
1 stop6h 25m
Sat 11/71:55 pm -
1 stop8h 38m
Deal found 9/18![Delta logo]()
$903
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:04 am -
1 stop6h 26m
Mon 11/162:12 pm -
1 stop8h 42m
Deal found 9/16![Delta logo]()
$903
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:04 am -
2 stops9h 39m
Wed 10/219:29 am -
2 stops12h 04m
Deal found 9/16![Delta logo]()
$903
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 10/316:04 am -
1 stop6h 25m
Sat 11/142:12 pm -
1 stop8h 42m
Deal found 9/18![Delta logo]()
$903
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.
Thu 12/36:00 am -
1 stop6h 47m
Mon 12/72:12 pm -
1 stop8h 42m
Deal found 9/19![Delta logo]()
$903
Last-minute flights from Chicago to GuadalajaraDiscover last-minute flight deals from Chicago to Guadalajara. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guadalajara. Data last updated September 21, 2026 and is based on user searches.
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.
Fri 10/22:41 am -
1 stop19h 55m
Tue 10/66:52 pm -
2 stops28h 49m
Deal found 9/18![Multiple Airlines logo]()
$299
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.
Sun 10/42:53 am -
Nonstop4h 04m
Wed 10/217:49 pm -
Nonstop4h 06m
Deal found 9/18![Volaris logo]()
$295
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.
Sun 10/47:35 am -
2 stops30h 33m
Thu 10/86:21 pm -
1 stop29h 20m
Deal found 9/18![Volaris logo]()
$300
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.
Sat 10/102:53 am -
Nonstop4h 04m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/112:53 am -
Nonstop4h 04m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/20![Multiple Airlines logo]()
$302
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 10/146:00 am -
1 stop10h 27m
Wed 10/287:49 pm -
Nonstop4h 06m
Deal found 9/18![Multiple Airlines logo]()
$303
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.
Fri 10/162:41 am -
1 stop9h 17m
Thu 10/296:52 pm -
Nonstop4h 07m
Deal found 9/18![Multiple Airlines logo]()
$298
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.
Wed 10/214:28 pm -
1 stop21h 33m
Tue 11/176:42 pm -
Nonstop4h 08m
Deal found 9/19![Viva logo]()
$297
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.
Wed 10/216:21 am -
1 stop10h 06m
Fri 10/232:01 pm -
Nonstop4h 03m
Deal found 9/17![Multiple Airlines logo]()
$333
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.
Sun 10/252:53 am -
Nonstop4h 04m
Wed 11/46:42 pm -
Nonstop4h 08m
Deal found 9/16![Multiple Airlines logo]()
$296
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.
Mon 10/262:53 am -
Nonstop4h 04m
Wed 11/410:16 am -
1 stop14h 25m
Deal found 9/19![Multiple Airlines logo]()
$301
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.
Fri 10/302:41 am -
1 stop19h 55m
Tue 11/106:42 pm -
Nonstop4h 08m
Deal found 9/16![Multiple Airlines logo]()
$305
One-way flights from Chicago to GuadalajaraSearch for one-way flight options from Chicago to Guadalajara. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
Search for one-way flight options from Chicago to Guadalajara. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
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.
Wed 10/286:16 am -
1 stop10h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$119
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 10/214:28 pm -
1 stop16h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Viva logo]()
$119
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 10/247:44 pm -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$120
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 11/37:28 pm -
1 stop20h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$122
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.
Mon 10/56:50 am -
1 stop9h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$124
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 10/52:53 am -
Nonstop4h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Volaris logo]()
$124
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:16 am -
1 stop10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$125
This Viva 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:05 am -
1 stop16h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Viva logo]()
$127
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:53 am -
Nonstop4h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Volaris logo]()
$128
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 10/72:53 am -
Nonstop4h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Volaris logo]()
$130
This Super.com deal was found by Cheapflights users on 9/20. 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 11/81:24 am -
Nonstop4h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Volaris logo]()
$131
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.
Sun 11/291:05 am -
1 stop16h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Viva logo]()
$132
Find flight deals from Chicago to Guadalajara
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (CheapOair) |
One-way from | $119 (Mytrip) |
Popular in | December |
Cheapest in | February |
Average price | $357 |
Good round-trip deal | $336 or less |
Good one-way deal | $146 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 September 21, 2026.
Use the filters below to find and compare flights from Chicago to Guadalajara that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Tue 12/1
1:05 am-9:26 am
1 stop8h 21m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Tue 10/27
9:53 am-3:27 pm
1 stop30h 34m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sun 10/4
1:30 am-5:18 pm
1 stop16h 48m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sun 11/1
1:05 am-11:48 pm
1 stop22h 43m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sat 10/10
1:40 am-9:28 am
1 stop8h 48m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$162
Quickest round-trip
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Mon 9/28
8:23 pm-11:30 pm
Nonstop4h 07m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Fri 10/16
12:30 pm-3:40 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$193
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Wed 11/11
12:27 pm-2:23 pm
1 stop25h 56m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$204
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Fri 10/2
8:23 pm-11:30 pm
Nonstop4h 07m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$248
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Fri 10/30
5:30 am-9:35 pm
1 stop17h 05m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$256
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago 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 Chicago to Guadalajara 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 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 | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago-Guadalajara flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Guadalajara flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Guadalajara flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-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-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 Chicago to Guadalajara
Have a flexible travel schedule? Discover the best time to fly to Guadalajara from Chicago with our price prediction graph.
CHI-GDL
ORD-GDL
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 to Guadalajara
CHI-GDL
ORD-GDL
MDW-GDL
What is the cheapest month to book a flight from Chicago to Guadalajara?
Currently, February is the cheapest month in which you can book a flight from Chicago to Guadalajara (average of $297). Flying from Chicago to Guadalajara in December is currently the most expensive (average of $572). 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 CHI to GDL?
Find hourly flight availability from Chicago 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 September 21, 2026.
When flying from Chicago to Guadalajara, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 8% versus a flight in the evening.
Weekly flight availability from Chicago to Guadalajara
Explore weekly flight availability from Chicago to Guadalajara. 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 21, 2026.
The most flights from CHI to GDL are scheduled on a Wednesday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Guadalajara?
Airfare is below average for this route at the moment.
Chicago to Guadalajara flights typically cost between $313 and $462 in October.The cheapest round-trip price found within the last 5 days was $295 on Volaris (Oct 4-Oct 21).
What’s the top layover airport for flights from Chicago to Guadalajara?
Share of 1-stop round-trip flights from Chicago to Guadalajara chosen by Cheapflights users in the past 12 months, using the same layover each way.
Monterrey (MTY) – chosen by Cheapflights users on 83% of 1-stop itineraries from Chicago to Guadalajara on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Guadalajara?
Average round-trip fare for 1-stop flights from Chicago to Guadalajara, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Monterrey (MTY) is the most affordable 1-stop option, with an average round-trip price of $287.
What’s the fastest layover option from Chicago to Guadalajara?
Shortest average travel time for 1-stop one-way flights from Chicago to Guadalajara, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Monterrey (MTY) have the shortest average one-way travel time for 1-stop routes: 7h 02m.
Which airport typically offers the quickest layover for flights from Chicago to Guadalajara?
Average layover duration for 1-stop one-way flights from Chicago to Guadalajara, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Monterrey (MTY) offer the fastest connection on this route, with an average layover time of 2h 21m.
How often are flights from Chicago to Guadalajara delayed?
About 29% of weekly flights between Chicago and Guadalajara have experienced delays in the past year, with the average delay time being 155 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?
Thursday 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, Aeromexico have had the lowest number of delays on this route, with just 15% of flights being delayed.
How far ahead should I book a flight from Chicago to Guadalajara?
To ensure you get the cheapest price possible for a flight from Chicago to Guadalajara, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Chicago to Guadalajara?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Guadalajara. Price data was last updated on October 19, 2025.
Travelers seeking maximum savings on their Chicago to Guadalajara flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Guadalajara 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 Chicago to Guadalajara trip
Our travel experts
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 September 21, 2026.
Peruse reviews from past customers who have flown with Delta,Aeromexico, andViva from Chicago to Guadalajara to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Chicago 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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Other flights to Guadalajara
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Browse other Chicago and Guadalajara flight options. Last updated on September 21, 2026.
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Top 6 airlines flying from Chicago to Guadalajara
Discover the top 6 airlines that operate flights from Chicago to Guadalajara. 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$397 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$172 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$449 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$224 | Average$434 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$480 | FlexibilityNo cancel fee | On-timeN/A |