$109+ Cheap flights from Chicago (CHI) to Mexico
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
Jun 14 — Jun 211
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Mexico 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Mexico
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Cheapest flights from Chicago to MexicoExplore the most affordable flight options available from Chicago to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
Explore the most affordable flight options available from Chicago to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
This Viva deal was found by Cheapflights users on 5/13. 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 11/148:40 pm
ORD
- GDL
Nonstop4h 14m
Viva
Tue 11/176:53 pm
GDL
- ORD
Nonstop4h 08m
Viva
Deal found 5/13![Viva logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Thu 7/911:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/12![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Thu 7/211:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 5/12![Frontier logo]()
$254
This Super.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Sat 7/1111:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/12![Frontier logo]()
$256
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:40 pm
ORD
- GDL
Nonstop4h 10m
Viva
Sat 9/56:52 pm
GDL
- ORD
Nonstop4h 07m
Viva
Deal found 5/12![Viva logo]()
$259
This FlightHub deal was found by Cheapflights users on 5/13. 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.
Tue 7/71:40 am
ORD
- CUN
1 stop12h 48m
Multiple Airlines
Wed 7/1511:00 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$259
This Viva deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:30 am
ORD
- TLC
1 stop18h 26m
Viva
Thu 11/56:01 am
TLC
- ORD
1 stop16h 44m
Viva
Deal found 5/11![Viva logo]()
$260
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:40 pm
ORD
- GDL
Nonstop4h 10m
Viva
Sat 9/196:52 pm
GDL
- ORD
Nonstop4h 07m
Viva
Deal found 5/12![Viva logo]()
$261
This Kissandfly.com deal was found by Cheapflights users on 5/13. 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.
Sun 6/71:59 am
ORD
- CUN
1 stop8h 32m
Multiple Airlines
Wed 6/1711:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$261
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
ORD
- CUN
Nonstop3h 49m
Frontier
Thu 7/1611:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/13![Frontier logo]()
$262
This Viva deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:30 am
ORD
- TLC
1 stop23h 12m
Viva
Sun 9/279:10 am
TLC
- ORD
1 stop13h 45m
Viva
Deal found 5/10![Viva logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/131:40 am
ORD
- CUN
1 stop8h 23m
Multiple Airlines
Thu 7/1611:00 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$263
Best flights from Chicago to MexicoDiscover carefully curated flight deals from Chicago to Mexico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
Discover carefully curated flight deals from Chicago to Mexico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
This Viva deal was found by Cheapflights users on 5/14. 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 9/212:30 pm
ORD
- GDL
Nonstop4h 10m
Viva
Wed 9/96:52 pm
GDL
- ORD
Nonstop4h 07m
Viva
Deal found 5/14![Viva logo]()
$272
This Delta deal was found by Cheapflights users on 5/14. 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 6/231:45 pm
ORD
- GDL
Nonstop4h 31m
Delta
Sat 6/276:45 am
GDL
- ORD
Nonstop4h 22m
Delta
Deal found 5/14![Delta logo]()
$388
This Volaris deal was found by Cheapflights users on 5/13. 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 10/107:35 am
ORD
- PVR
1 stop11h 00m
Volaris
Sat 10/172:40 pm
PVR
- ORD
1 stop9h 15m
Volaris
Deal found 5/13![Volaris logo]()
$405
This JetBlue deal was found by Cheapflights users on 5/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
ORD
- CUN
1 stop5h 57m
JetBlue
Sat 8/812:15 pm
CUN
- ORD
1 stop11h 29m
JetBlue
Deal found 5/14![JetBlue logo]()
$435
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:30 am
MDW
- CUN
2 stops8h 45m
Southwest
Thu 10/81:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/12![Southwest logo]()
$523
This United Airlines deal was found by Cheapflights users on 5/13. 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 7/118:45 am
ORD
- PVR
Nonstop4h 35m
United Airlines
Wed 7/2912:19 pm
PVR
- ORD
1 stop11h 26m
United Airlines
Deal found 5/13![United Airlines logo]()
$544
This Viva deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:30 am
ORD
- TLC
1 stop23h 12m
Viva
Wed 9/309:10 am
TLC
- ORD
1 stop13h 45m
Viva
Deal found 5/11![Viva logo]()
$281
This Viva deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:30 am
ORD
- TLC
1 stop9h 30m
Viva
Sun 10/49:05 am
TLC
- ORD
1 stop13h 40m
Viva
Deal found 5/11![Viva logo]()
$288
This Viva deal was found by Cheapflights users on 5/13. 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 11/912:30 am
ORD
- MEX
1 stop17h 15m
Viva
Thu 11/125:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/13![Viva logo]()
$300
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:05 am
MDW
- CUN
1 stop9h 10m
Delta
Thu 8/63:32 pm
CUN
- MDW
1 stop7h 04m
Delta
Deal found 5/11![Delta logo]()
$398
This Viva deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Sun 10/45:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/11![Viva logo]()
$302
This Volaris deal was found by Cheapflights users on 5/13. 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 10/107:35 am
ORD
- PVR
1 stop11h 00m
Volaris
Fri 10/161:26 pm
PVR
- ORD
1 stop9h 21m
Volaris
Deal found 5/13![Volaris logo]()
$413
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:01 am
ORD
- CUN
1 stop6h 04m
Delta
Tue 7/288:00 am
CUN
- ORD
1 stop10h 45m
Delta
Deal found 5/14![Delta logo]()
$398
This Viva deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:30 am
ORD
- MEX
Nonstop4h 15m
Viva
Sun 8/305:45 am
MEX
- ORD
Nonstop4h 10m
Viva
Deal found 5/10![Viva logo]()
$303
This Volaris deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sat 10/1712:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/12![Volaris logo]()
$413
This Delta deal was found by Cheapflights users on 5/14. 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 6/56:24 am
ORD
- CUN
2 stops13h 11m
Delta
Wed 6/1010:55 am
CUN
- ORD
1 stop9h 37m
Delta
Deal found 5/14![Delta logo]()
$398
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Mon 9/145:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/12![Viva logo]()
$305
This Volaris deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 10/27:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 5/10![Volaris logo]()
$413
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:05 am
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 10/301:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/10![Southwest logo]()
$528
This Delta deal was found by Cheapflights users on 5/13. 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 7/249:45 am
ORD
- CUN
1 stop10h 30m
Delta
Tue 7/288:00 am
CUN
- ORD
2 stops10h 29m
Delta
Deal found 5/13![Delta logo]()
$403
This Volaris deal was found by Cheapflights users on 5/14. 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 10/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sat 10/2412:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/14![Volaris logo]()
$413
This Viva deal was found by Cheapflights users on 5/14. 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 10/201:35 am
ORD
- MEX
Nonstop4h 10m
Viva
Thu 11/125:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/14![Viva logo]()
$311
This United Airlines deal was found by Cheapflights users on 5/14. 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 11/65:00 am
ORD
- PVR
1 stop7h 32m
United Airlines
Mon 11/92:00 pm
PVR
- ORD
Nonstop4h 12m
United Airlines
Deal found 5/14![United Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 5/14. 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 8/11:39 pm
ORD
- CUN
1 stop6h 36m
Delta
Fri 8/72:06 pm
CUN
- ORD
1 stop7h 41m
Delta
Deal found 5/14![Delta logo]()
$408
This Viva deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:40 pm
ORD
- GDL
Nonstop4h 05m
Viva
Tue 11/36:53 pm
GDL
- ORD
Nonstop4h 08m
Viva
Deal found 5/10![Viva logo]()
$311
This Southwest deal was found by Cheapflights users on 5/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Mon 8/171:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/14![Southwest logo]()
$556
This Volaris deal was found by Cheapflights users on 5/13. 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 10/157:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 10/1812:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/13![Volaris logo]()
$422
This Viva deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:40 pm
ORD
- GDL
Nonstop4h 10m
Viva
Tue 9/87:45 pm
GDL
- ORD
1 stop27h 10m
Viva
Deal found 5/10![Viva logo]()
$312
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:59 am
MDW
- CUN
1 stop9h 17m
Delta
Wed 6/38:09 am
CUN
- MDW
2 stops13h 00m
Delta
Deal found 5/12![Delta logo]()
$428
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:30 am
ORD
- TLC
1 stop8h 00m
Viva
Mon 9/146:01 am
TLC
- ORD
1 stop16h 54m
Viva
Deal found 5/12![Viva logo]()
$314
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated May 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated May 15, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 5/14. 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.
Thu 5/2112:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Thu 6/46:50 pm
GDL
- ORD
Nonstop4h 05m
Viva
Deal found 5/14![Viva logo]()
$312
This FlightHub deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Thu 5/2810:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/241:40 am
ORD
- GDL
1 stop8h 48m
Multiple Airlines
Fri 6/56:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:40 am
ORD
- GDL
1 stop8h 48m
Multiple Airlines
Thu 6/116:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:35 am
ORD
- GDL
1 stop11h 18m
Multiple Airlines
Wed 6/106:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$314
This FlightHub deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:35 am
ORD
- GDL
1 stop11h 18m
Multiple Airlines
Thu 6/46:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:35 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
Tue 6/95:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$318
This FlightHub deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:40 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
Wed 6/105:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:05 pm
ORD
- MEX
1 stop21h 15m
Multiple Airlines
Wed 6/105:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:40 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
Wed 6/105:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:40 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
Thu 6/115:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:53 am
ORD
- MEX
1 stop7h 52m
Multiple Airlines
Sat 9/55:45 am
MEX
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$302
One-way flights from Chicago to MexicoSearch for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
Deal found 5/10![Viva logo]()
$109
This Booking.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:40 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/10![Viva logo]()
$110
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/111:30 am
ORD
- GDL
Nonstop4h 14m
Viva
Deal found 5/12![Viva logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/10![Viva logo]()
$112
This Super.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:53 am
ORD
- GDL
Nonstop4h 04m
Volaris
Deal found 5/11![Volaris logo]()
$114
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:30 am
ORD
- MEX
1 stop8h 05m
Viva
Deal found 5/12![Viva logo]()
$115
This Super.com deal was found by Cheapflights users on 5/13. 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 6/296:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Deal found 5/13![Frontier logo]()
$115
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:30 am
ORD
- TLC
1 stop18h 26m
Viva
Deal found 5/12![Viva logo]()
$115
This FlightHub deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:21 am
ORD
- CUN
1 stop11h 53m
Volaris
Deal found 5/12![Volaris logo]()
$116
This Viva deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Deal found 5/12![Viva logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2312:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/10![Viva logo]()
$117
This Viva deal was found by Cheapflights users on 5/14. 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.
Sun 11/812:30 am
ORD
- CUN
1 stop19h 55m
Viva
Deal found 5/14![Viva logo]()
$117
Find flight deals from Chicago to Mexico
Keep the following information in mind while searching for Chicago to Mexico flight deals. Data was last updated May 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Kiwi.com) |
One-way from | $109 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $371 |
Good round-trip deal | $319 or less |
Good one-way deal | $103 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mexico 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 May 15, 2026.
Use the filters below to find and compare flights from Chicago to Mexico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Wed 9/2
12:30 pm-3:40 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Wed 9/9
6:52 pm-11:59 pm
Nonstop4h 07m
$272
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Wed 9/23
1:30 am-11:42 pm
1 stop23h 12m
Mexico City Toluca Intl
Wed 9/30
9:10 am-11:55 pm
1 stop13h 45m
$281
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Sun 9/27
1:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
Sun 10/4
9:05 am-11:45 pm
1 stop13h 40m
$288
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Mon 11/9
12:30 am-5:45 pm
1 stop17h 15m
Mexico City Benito Juarez
Thu 11/12
5:45 am-10:00 am
Nonstop4h 15m
$300
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Sun 9/27
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
Sun 10/4
5:45 am-11:00 am
Nonstop4h 15m
$302
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Tue 8/25
1:30 am-4:45 am
Nonstop4h 15m
Mexico City Benito Juarez
Sun 8/30
5:45 am-10:55 am
Nonstop4h 10m
$303
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Wed 9/9
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
Mon 9/14
5:45 am-11:00 am
Nonstop4h 15m
$305
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Tue 10/20
1:35 am-4:45 am
Nonstop4h 10m
Mexico City Benito Juarez
Thu 11/12
5:45 am-10:00 am
Nonstop4h 15m
$311
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Sat 10/31
9:40 pm-12:45 am
Nonstop4h 05m
Guadalajara Miguel Hidal
Tue 11/3
6:53 pm-11:01 pm
Nonstop4h 08m
$311
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Sat 9/5
8:40 pm-11:50 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Tue 9/8
7:45 pm-11:55 pm
1 stop27h 10m
$312
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Mexico
Have a flexible travel schedule? Discover the best time to fly to Mexico from Chicago with our price prediction graph.
ORD-GDL
ORD-PVR
ORD-CUN
MDW-CUN
ORD-TLC
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 Mexico
CHI-MX0
ORD-GDL
ORD-PVR
ORD-CUN
MDW-CUN
How far ahead should I book a flight from Chicago to Mexico?
The price you pay for your flight from Chicago to Mexico may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Mexico?
Currently, September is the cheapest month in which you can book a flight from Chicago to Mexico (average of $344). Flying from Chicago to Mexico in December is currently the most expensive (average of $580). 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 MX?
Find hourly flight availability from Chicago to Mexico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 15, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Mexico in the afternoon. If you’re flexible enough to do this you can expect to save up to 1% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Chicago to Mexico?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Mexico. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Chicago to Mexico flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Mexico
Explore weekly flight availability from Chicago to Mexico. 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 May 15, 2026.
The most flights from CHI to MX0 are scheduled on a Wednesday (17 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (15 on average).
How often are flights from Chicago to Mexico delayed?
About 20% of weekly flights between Chicago and Mexico 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 Mexico flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night 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 Saturday 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 Mexico flights?
Over the last year, Aeromexico have had the lowest number of delays on this route, with just 8% of flights being delayed.
Reviews of airlines servicing Mexico
Get insights into the airlines that provide service to Mexico. 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 Mexico. Reviews last updated May 15, 2026.
See what other customers who have flown with United Airlines,American Airlines, andViva from Chicago to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Boarding
7.7
Overall
7.4
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Mexico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Mexico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Mexico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Mexico by cabin class
Find flights from Chicago to Mexico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Mexico flights
Browse other Chicago and Mexico flight options. Last updated on May 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Mexico flights
Consider these flights traveling from Chicago to Mexico.
Fly to Mexico regions
Consider these flights traveling to Mexico regions.
Top 10 airlines flying from Chicago to Mexico
Discover the top 10 airlines that operate flights from Chicago to Mexico. 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 May 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$109 | Average$378 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$145 | Average$351 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$146 | Average$466 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$828 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$572 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$260 | Average$561 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% |