$127+ Cheap flights from Chicago (CHI) to Guadalajara (GDL)
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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GDL
Sep 5 — Sep 121
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 53 days in advance, depart on a Monday or Sunday and return on a Sunday
Cheap flight deals from Chicago to Guadalajara
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Last-minute
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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 August 6, 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 August 6, 2026.
This Mytrip deal was found by Cheapflights users on 8/2. 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 8/3112:25 pm -
Nonstop4h 10m
Wed 9/96:52 pm -
Nonstop4h 07m
Deal found 8/2![Viva logo]()
$252
This Booking.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:25 pm -
Nonstop4h 10m
Wed 9/26:52 pm -
Nonstop4h 07m
Deal found 8/6![Viva logo]()
$256
This Viva deal was found by Cheapflights users on 8/1. 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 11/77:40 pm -
Nonstop4h 14m
Wed 11/116:42 pm -
Nonstop4h 08m
Deal found 8/1![Viva logo]()
$260
This Booking.com deal was found by Cheapflights users on 8/4. 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.
Mon 8/2412:25 pm -
Nonstop4h 10m
Tue 9/16:52 pm -
Nonstop4h 07m
Deal found 8/4![Viva logo]()
$264
This Booking.com deal was found by Cheapflights users on 8/3. 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 9/212:30 pm -
Nonstop4h 10m
Wed 9/96:52 pm -
Nonstop4h 07m
Deal found 8/3![Viva logo]()
$265
This Viva deal was found by Cheapflights users on 8/2. 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 11/3012:35 am -
1 stop9h 25m
Thu 12/175:45 am -
Nonstop4h 04m
Deal found 8/2![Viva logo]()
$266
This Viva deal was found by Cheapflights users on 8/4. 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 11/77:40 pm -
Nonstop4h 14m
Sat 11/141:54 pm -
Nonstop4h 16m
Deal found 8/4![Viva logo]()
$269
This Viva deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:35 am -
1 stop9h 25m
Mon 11/166:42 pm -
Nonstop4h 08m
Deal found 8/6![Viva logo]()
$270
This Viva deal was found by Cheapflights users on 8/3. 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.
Wed 12/212:35 am -
1 stop9h 25m
Sun 12/136:46 pm -
Nonstop4h 04m
Deal found 8/3![Viva logo]()
$271
This Super.com deal was found by Cheapflights users on 8/4. 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.
Wed 12/26:17 pm -
Nonstop4h 20m
Wed 12/912:44 pm -
Nonstop4h 03m
Deal found 8/4![Volaris logo]()
$356
This CheapOair deal was found by Cheapflights users on 8/4. 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.
Mon 8/318:23 pm -
Nonstop4h 07m
Wed 9/92:01 pm -
Nonstop4h 03m
Deal found 8/4![Volaris logo]()
$364
This CheapOair deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm -
Nonstop4h 07m
Fri 9/42:01 pm -
Nonstop4h 03m
Deal found 8/6![Volaris logo]()
$365
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 August 6, 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 August 6, 2026.
This Viva deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:40 pm -
1 stop17h 51m
Fri 10/236:52 pm -
Nonstop4h 07m
Deal found 8/5![Viva logo]()
$300
This Viva deal was found by Cheapflights users on 8/4. 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 10/32:40 pm -
1 stop23h 21m
Sat 10/106:10 am -
1 stop6h 00m
Deal found 8/4![Viva logo]()
$303
This Delta deal was found by Cheapflights users on 8/3. 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 9/186:05 am -
2 stops12h 35m
Sat 9/267:36 am -
2 stops14h 08m
Deal found 8/3![Delta logo]()
$631
This Viva deal was found by Cheapflights users on 8/2. 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.
Wed 10/214:20 pm -
1 stop6h 59m
Thu 11/56:42 pm -
Nonstop4h 08m
Deal found 8/2![Viva logo]()
$304
This Viva deal was found by Cheapflights users on 8/4. 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 10/2912:30 pm -
Nonstop4h 10m
Wed 11/46:42 pm -
Nonstop4h 08m
Deal found 8/4![Viva logo]()
$312
This Viva deal was found by Cheapflights users on 8/1. 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.
Wed 10/284:20 pm -
1 stop6h 59m
Sun 11/16:09 am -
1 stop16h 46m
Deal found 8/1![Viva logo]()
$327
This Viva deal was found by Cheapflights users on 8/4. 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.
Wed 10/74:20 pm -
1 stop16h 11m
Sat 10/176:10 am -
1 stop6h 00m
Deal found 8/4![Viva logo]()
$332
This Viva deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:40 pm -
1 stop17h 51m
Sun 10/181:48 pm -
1 stop25h 02m
Deal found 8/5![Viva logo]()
$338
This Viva deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:40 pm -
1 stop23h 21m
Sun 11/16:09 am -
1 stop16h 46m
Deal found 8/5![Viva logo]()
$340
This Delta deal was found by Cheapflights users on 8/4. 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 9/210:54 am -
2 stops13h 34m
Mon 9/216:00 pm -
2 stops14h 49m
Deal found 8/4![Delta logo]()
$636
This Viva deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:05 am -
1 stop8h 21m
Mon 11/96:09 am -
1 stop16h 46m
Deal found 8/5![Viva logo]()
$346
This Delta deal was found by Cheapflights users on 8/4. 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 8/2812:46 pm -
2 stops11h 45m
Sun 8/303:48 pm -
2 stops15h 51m
Deal found 8/4![Delta logo]()
$658
This Viva deal was found by Cheapflights users on 8/1. 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 10/171:30 am -
1 stop8h 56m
Sun 10/251:48 pm -
1 stop25h 02m
Deal found 8/1![Viva logo]()
$358
This Delta deal was found by Cheapflights users on 8/1. 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 9/1911:35 am -
2 stops12h 50m
Sat 9/266:00 pm -
2 stops14h 07m
Deal found 8/1![Delta logo]()
$686
This Viva deal was found by Cheapflights users on 8/2. 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 9/151:30 am -
1 stop18h 53m
Wed 9/236:52 pm -
Nonstop4h 07m
Deal found 8/2![Viva logo]()
$358
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:05 am -
1 stop6h 20m
Fri 9/43:44 pm -
2 stops15h 55m
Deal found 8/6![Delta logo]()
$696
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:05 am -
1 stop6h 20m
Sun 8/303:48 pm -
2 stops15h 51m
Deal found 8/6![Delta logo]()
$726
This Delta deal was found by Cheapflights users on 8/4. 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 10/106:04 am -
1 stop6h 25m
Tue 10/207:37 am -
2 stops13h 56m
Deal found 8/4![Delta logo]()
$731
This Delta deal was found by Cheapflights users on 8/3. 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 9/36:05 am -
1 stop6h 20m
Tue 9/812:55 pm -
1 stop8h 49m
Deal found 8/3![Delta logo]()
$731
This Delta deal was found by Cheapflights users on 8/2. 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 9/1610:48 am -
2 stops12h 57m
Wed 9/2310:26 am -
2 stops11h 18m
Deal found 8/2![Delta logo]()
$731
This Delta deal was found by Cheapflights users on 8/2. 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 9/2512:39 pm -
2 stops11h 49m
Mon 9/286:00 pm -
2 stops14h 49m
Deal found 8/2![Delta logo]()
$736
Last-minute flights from Chicago to GuadalajaraDiscover last-minute flight deals from Chicago to Guadalajara. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Guadalajara. Data last updated August 6, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:40 pm -
Nonstop4h 10m
Sat 9/56:52 pm -
Nonstop4h 07m
Deal found 8/1![Viva logo]()
$273
This Booking.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:25 pm -
Nonstop4h 10m
Wed 9/26:52 pm -
Nonstop4h 07m
Deal found 8/6![Viva logo]()
$256
This Booking.com deal was found by Cheapflights users on 8/3. 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 8/1912:25 pm -
Nonstop4h 10m
Wed 9/236:52 pm -
Nonstop4h 07m
Deal found 8/3![Viva logo]()
$276
This Booking.com deal was found by Cheapflights users on 8/3. 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.
Sun 8/2312:25 pm -
Nonstop4h 10m
Wed 9/26:52 pm -
Nonstop4h 07m
Deal found 8/3![Viva logo]()
$275
This Booking.com deal was found by Cheapflights users on 8/4. 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.
Mon 8/2412:25 pm -
Nonstop4h 10m
Tue 9/16:52 pm -
Nonstop4h 07m
Deal found 8/4![Viva logo]()
$264
This Gotogate deal was found by Cheapflights users on 8/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:25 pm -
Nonstop4h 10m
Wed 9/26:52 pm -
Nonstop4h 07m
Deal found 8/3![Viva logo]()
$281
This CheapOair deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm -
Nonstop4h 07m
Fri 9/42:01 pm -
Nonstop4h 03m
Deal found 8/6![Volaris logo]()
$365
This Mytrip deal was found by Cheapflights users on 8/2. 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 8/3112:25 pm -
Nonstop4h 10m
Wed 9/96:52 pm -
Nonstop4h 07m
Deal found 8/2![Viva logo]()
$252
This CheapOair deal was found by Cheapflights users on 8/4. 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.
Mon 8/318:23 pm -
Nonstop4h 07m
Wed 9/92:01 pm -
Nonstop4h 03m
Deal found 8/4![Volaris logo]()
$364
This Kissandfly.com deal was found by Cheapflights users on 8/3. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:23 pm -
Nonstop4h 07m
Mon 9/72:01 pm -
Nonstop4h 03m
Deal found 8/3![Volaris logo]()
$366
This Booking.com deal was found by Cheapflights users on 8/3. 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 9/212:30 pm -
Nonstop4h 10m
Wed 9/96:52 pm -
Nonstop4h 07m
Deal found 8/3![Viva logo]()
$265
This Booking.com deal was found by Cheapflights users on 8/4. 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 9/2312:30 pm -
Nonstop4h 10m
Tue 9/296:52 pm -
Nonstop4h 07m
Deal found 8/4![Viva logo]()
$280
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 August 6, 2026.
Search for one-way flight options from Chicago to Guadalajara. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Mytrip deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:30 am -
1 stop7h 00m
Deal found 8/4![Viva logo]()
$127
This CheapOair deal was found by Cheapflights users on 8/4. 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 9/11:49 pm -
Nonstop4h 04m
Deal found 8/4![Volaris logo]()
$128
This Super.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:49 pm -
Nonstop4h 04m
Deal found 8/5![Volaris logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:53 am -
Nonstop4h 04m
Deal found 8/5![Volaris logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:30 am -
1 stop20h 30m
Deal found 8/5![Viva logo]()
$131
This Booking.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:30 am -
1 stop14h 25m
Deal found 8/1![Viva logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/286:21 am -
Nonstop4h 04m
Deal found 8/3![Volaris logo]()
$133
This Flightnetwork deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:10 am -
1 stop8h 50m
Deal found 8/1![Viva logo]()
$134
This CheapOair deal was found by Cheapflights users on 8/3. 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 9/237:35 am -
1 stop11h 18m
Deal found 8/3![Volaris logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/191:49 pm -
Nonstop4h 04m
Deal found 8/4![Volaris logo]()
$136
This Viva deal was found by Cheapflights users on 8/1. 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 8/171:30 am -
1 stop7h 00m
Deal found 8/1![Viva logo]()
$137
This iWofly deal was found by Cheapflights users on 8/2. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:23 pm -
Nonstop4h 07m
Deal found 8/2![Volaris logo]()
$147
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 August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $252 (Mytrip) |
One-way from | $127 (Mytrip) |
Popular in | December |
Cheapest in | February |
Average price | $408 |
Good round-trip deal | $328 or less |
Good one-way deal | $143 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 2,558,603 searches. Data last updated August 6, 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
Sat 10/10
2:40 pm-7:31 am
1 stop17h 51m
Guadalajara Miguel Hidal
Fri 10/23
6:52 pm-11:59 pm
Nonstop4h 07m
$300
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sat 10/3
2:40 pm-1:01 pm
1 stop23h 21m
Guadalajara Miguel Hidal
Sat 10/10
6:10 am-1:10 pm
1 stop6h 00m
$303
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Wed 10/21
4:20 pm-10:19 pm
1 stop6h 59m
Guadalajara Miguel Hidal
Thu 11/5
6:42 pm-10:50 pm
Nonstop4h 08m
$304
Quickest round-trip
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Thu 10/29
12:30 pm-3:40 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Wed 11/4
6:42 pm-10:50 pm
Nonstop4h 08m
$312
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Wed 10/28
4:20 pm-10:19 pm
1 stop6h 59m
Guadalajara Miguel Hidal
Sun 11/1
6:09 am-10:55 pm
1 stop16h 46m
$327
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Wed 10/7
4:20 pm-7:31 am
1 stop16h 11m
Guadalajara Miguel Hidal
Sat 10/17
6:10 am-1:10 pm
1 stop6h 00m
$332
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sat 10/10
2:40 pm-7:31 am
1 stop17h 51m
Guadalajara Miguel Hidal
Sun 10/18
1:48 pm-3:50 pm
1 stop25h 02m
$338
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Fri 10/16
2:40 pm-1:01 pm
1 stop23h 21m
Guadalajara Miguel Hidal
Sun 11/1
6:09 am-10:55 pm
1 stop16h 46m
$340
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Tue 11/3
1:05 am-9:26 am
1 stop8h 21m
Guadalajara Miguel Hidal
Mon 11/9
6:09 am-10:55 pm
1 stop16h 46m
$346
ChicagoGuadalajara
ORD Chicago O'Hare Intl - GDL Guadalajara Miguel Hidal
ORDGDL
Chicago O'Hare Intl
Sat 10/17
1:30 am-9:26 am
1 stop8h 56m
Guadalajara Miguel Hidal
Sun 10/25
1:48 pm-3:50 pm
1 stop25h 02m
$358
Showing 1-10 of 43 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 August.
| 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 Accuracy3 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 $296). Flying from Chicago to Guadalajara in December is currently the most expensive (average of $555). 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 August 6, 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 August 6, 2026.
The most flights from CHI to GDL are scheduled on a Wednesday (9 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 Chicago to Guadalajara?
Airfare is below average for this route at the moment.
Chicago to Guadalajara flights typically cost between $346 and $476 in August.The cheapest round-trip price found within the last 5 days was $252 on Viva (Aug 31-Sep 9).
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 86% 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 28% of weekly flights between Chicago and Guadalajara have experienced delays in the past year, with the average delay time being 163 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 10% 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 August 6, 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.
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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
Explore flights to Guadalajara departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 6, 2026.
Chicago and Guadalajara flights
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Top 7 airlines flying from Chicago to Guadalajara
Discover the top 7 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 2,558,603 searches. Data last updated August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$132 | Average$392 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$390 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$177 | Average$385 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$210 | Average$434 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$222 | Average$496 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$504 | Average$794 | FlexibilityNo cancel fee | On-time71% |