$97+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
May 24 — May 311
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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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 April 24, 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 April 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/296:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Wed 7/811:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/22![Frontier logo]()
$239
This Viva deal was found by Cheapflights users on 4/20. 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 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
Fri 11/133:05 pm
TLC
- ORD
1 stop7h 40m
Viva
Deal found 4/20![Viva logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Wed 5/1310:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 4/266:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Fri 5/110:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/22![Frontier logo]()
$243
This Orbitz deal was found by Cheapflights users on 4/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Tue 5/263:22 pm
CUN
- ORD
1 stop16h 33m
Frontier
Deal found 4/21![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Wed 4/296:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/22![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/96:21 am
ORD
- CUN
1 stop9h 07m
Multiple Airlines
Thu 6/1811:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Fri 5/810:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Wed 5/1310:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 7/66:00 am
ORD
- CUN
Nonstop3h 54m
Frontier
Fri 7/1011:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/22![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/47:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 5/1210:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$250
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Thu 5/710:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$251
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 April 24, 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 April 24, 2026.
This Viva deal was found by Cheapflights users on 4/21. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:15 am
ORD
- TLC
1 stop22h 25m
Viva
Mon 5/186:00 am
TLC
- ORD
1 stop17h 45m
Viva
Deal found 4/21![Viva logo]()
$281
This Delta deal was found by Cheapflights users on 4/21. 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.
Wed 5/137:07 am
ORD
- CUN
1 stop13h 09m
Delta
Tue 5/191:30 pm
CUN
- ORD
1 stop9h 05m
Delta
Deal found 4/21![Delta logo]()
$348
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:05 am
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 7/104:10 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 4/21![Southwest logo]()
$383
This Volaris deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:40 am
ORD
- GDL
1 stop8h 48m
Volaris
Mon 5/186:37 pm
GDL
- ORD
1 stop10h 15m
Volaris
Deal found 4/19![Volaris logo]()
$423
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/305:30 am
ORD
- PVR
1 stop6h 40m
United Airlines
Sat 7/412:19 pm
PVR
- ORD
Nonstop4h 16m
United Airlines
Deal found 4/22![United Airlines logo]()
$544
This Justfly.com deal was found by Cheapflights users on 4/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/103:07 pm
MDW
- GDL
1 stop24h 13m
Frontier
Sat 5/232:25 pm
GDL
- MDW
Nonstop3h 55m
Frontier
Deal found 4/18![Frontier logo]()
$548
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:20 am
ORD
- SJD
1 stop10h 19m
Alaska Airlines
Thu 6/2510:45 am
SJD
- ORD
1 stop10h 51m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$562
This Viva deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/242:15 am
ORD
- TLC
1 stop7h 10m
Viva
Mon 6/13:05 pm
TLC
- ORD
1 stop7h 50m
Viva
Deal found 4/22![Viva logo]()
$286
This Viva deal was found by Cheapflights users on 4/19. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/112:10 am
ORD
- GDL
1 stop11h 50m
Viva
Fri 8/147:45 pm
GDL
- ORD
1 stop27h 55m
Viva
Deal found 4/19![Viva logo]()
$297
This Viva deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 7/61:30 am
ORD
- TLC
1 stop9h 30m
Viva
Wed 7/153:05 pm
TLC
- ORD
1 stop7h 50m
Viva
Deal found 4/23![Viva logo]()
$309
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Sun 5/105:30 am
ORD
- CUN
2 stops13h 05m
Delta
Fri 5/151:30 pm
CUN
- ORD
1 stop9h 05m
Delta
Deal found 4/22![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Tue 5/510:30 am
MDW
- CUN
Nonstop3h 30m
Southwest
Sat 5/2310:35 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 4/22![Southwest logo]()
$392
This Viva deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 4/292:15 am
ORD
- TLC
1 stop7h 10m
Viva
Sun 11/297:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 4/22![Viva logo]()
$311
This Volaris deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 6/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/23![Volaris logo]()
$431
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/237:01 am
ORD
- CUN
2 stops13h 24m
Delta
Tue 6/307:58 am
CUN
- ORD
1 stop13h 38m
Delta
Deal found 4/23![Delta logo]()
$392
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 5/2310:35 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 4/20![Southwest logo]()
$403
This Viva deal was found by Cheapflights users on 4/21. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:30 am
ORD
- MEX
Nonstop4h 15m
Viva
Tue 6/95:45 am
MEX
- ORD
Nonstop4h 10m
Viva
Deal found 4/21![Viva logo]()
$314
This Delta deal was found by Cheapflights users on 4/19. 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 7/211:30 am
ORD
- CUN
2 stops8h 55m
Delta
Wed 7/812:20 pm
CUN
- ORD
1 stop11h 48m
Delta
Deal found 4/19![Delta logo]()
$392
This Volaris deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/287:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Thu 6/47:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/23![Volaris logo]()
$446
This Viva deal was found by Cheapflights users on 4/21. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/61:30 am
ORD
- TLC
1 stop23h 10m
Viva
Sat 7/187:40 pm
TLC
- ORD
1 stop27h 15m
Viva
Deal found 4/21![Viva logo]()
$319
This Delta deal was found by Cheapflights users on 4/21. 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 6/1911:30 am
ORD
- CUN
2 stops8h 55m
Delta
Thu 6/254:28 pm
CUN
- ORD
1 stop7h 40m
Delta
Deal found 4/21![Delta logo]()
$392
This Volaris deal was found by Cheapflights users on 4/21. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 5/107:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/21![Volaris logo]()
$452
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/278:45 am
ORD
- PVR
Nonstop4h 35m
United Airlines
Sat 7/412:19 pm
PVR
- ORD
Nonstop4h 16m
United Airlines
Deal found 4/22![United Airlines logo]()
$550
This Viva deal was found by Cheapflights users on 4/21. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/112:15 am
ORD
- GDL
1 stop8h 50m
Viva
Thu 5/287:45 pm
GDL
- ORD
1 stop28h 00m
Viva
Deal found 4/21![Viva logo]()
$321
This Delta deal was found by Cheapflights users on 4/19. 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.
Mon 6/19:25 am
ORD
- CUN
2 stops10h 51m
Delta
Tue 6/96:07 am
CUN
- ORD
1 stop18h 00m
Delta
Deal found 4/19![Delta logo]()
$392
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/278:45 am
ORD
- PVR
Nonstop4h 35m
United Airlines
Sun 7/52:52 pm
PVR
- ORD
1 stop8h 53m
United Airlines
Deal found 4/22![United Airlines logo]()
$560
This Alaska Airlines deal was found by Cheapflights users on 4/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am
ORD
- PVR
1 stop10h 36m
Alaska Airlines
Sat 10/174:46 pm
PVR
- ORD
1 stop13h 14m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$624
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/1810:59 am
MDW
- CUN
1 stop9h 17m
Delta
Fri 5/228:00 am
CUN
- MDW
1 stop13h 09m
Delta
Deal found 4/23![Delta logo]()
$398
This Viva deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/51:30 am
ORD
- TLC
1 stop7h 55m
Viva
Fri 8/77:40 pm
TLC
- ORD
1 stop28h 00m
Viva
Deal found 4/23![Viva logo]()
$329
This Volaris deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Wed 7/86:21 am
ORD
- SJD
1 stop7h 08m
Volaris
Sat 7/117:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/23![Volaris logo]()
$492
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated April 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 4/266:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Fri 5/110:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/22![Frontier logo]()
$243
This Frontier deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Wed 4/296:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/22![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 5/1210:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/37:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Wed 5/1310:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$242
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Thu 5/710:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/47:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 5/1210:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$250
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Fri 5/810:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$251
This Justfly.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Fri 5/810:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/67:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 5/1210:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$253
This Frontier deal was found by Cheapflights users on 4/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Wed 5/1310:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/21![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Thu 5/76:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Tue 5/1210:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/22![Frontier logo]()
$249
This Orbitz deal was found by Cheapflights users on 4/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Tue 5/263:22 pm
CUN
- ORD
1 stop16h 33m
Frontier
Deal found 4/21![Frontier logo]()
$244
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 April 24, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Booking.com deal was found by Cheapflights users on 4/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 4/20![Viva logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 5/31:49 pm
ORD
- GDL
Nonstop4h 22m
Volaris
Deal found 4/19![Volaris logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 4/272:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Deal found 4/19![Volaris logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/182:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Deal found 4/19![Volaris logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/102:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Deal found 4/20![Volaris logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 5/27:35 am
ORD
- GDL
1 stop13h 43m
Volaris
Deal found 4/19![Volaris logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/111:49 pm
ORD
- MEX
1 stop9h 56m
Volaris
Deal found 4/19![Volaris logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 6/216:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 4/19![Volaris logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 5/172:35 am
ORD
- MEX
1 stop11h 50m
Volaris
Deal found 4/19![Volaris logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Mon 4/2712:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 4/20![Viva logo]()
$105
This Booking.com deal was found by Cheapflights users on 4/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1812:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 4/20![Viva logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 6/142:53 am
ORD
- PVR
1 stop12h 07m
Volaris
Deal found 4/19![Volaris logo]()
$106
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 April 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Kiwi.com) |
One-way from | $97 (Booking.com) |
Popular in | December |
Cheapest in | January |
Average price | $333 |
Good round-trip deal | $292 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 April 24, 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
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 4/30
2:15 am-11:40 pm
1 stop22h 25m
Mexico City Toluca Intl
Mon 5/18
6:00 am-12:45 am
1 stop17h 45m
$281
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Sun 5/24
2:15 am-8:25 am
1 stop7h 10m
Mexico City Toluca Intl
Mon 6/1
3:05 pm-11:55 pm
1 stop7h 50m
$286
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Sat 7/11
2:10 am-1:00 pm
1 stop11h 50m
Guadalajara Miguel Hidal
Fri 8/14
7:45 pm-12:40 am
1 stop27h 55m
$297
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Mon 7/6
1:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
Wed 7/15
3:05 pm-11:55 pm
1 stop7h 50m
$309
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Wed 4/29
2:15 am-8:25 am
1 stop7h 10m
Mexico City Toluca Intl
Sun 11/29
7:40 pm-10:45 pm
1 stop27h 05m
$311
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Mon 6/1
1:30 am-4:45 am
Nonstop4h 15m
Mexico City Benito Juarez
Tue 6/9
5:45 am-10:55 am
Nonstop4h 10m
$314
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Mon 7/6
1:30 am-11:40 pm
1 stop23h 10m
Mexico City Toluca Intl
Sat 7/18
7:40 pm-11:55 pm
1 stop27h 15m
$319
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Mon 5/11
2:15 am-10:05 am
1 stop8h 50m
Guadalajara Miguel Hidal
Thu 5/28
7:45 pm-12:45 am
1 stop28h 00m
$321
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Fri 6/5
1:30 am-8:25 am
1 stop7h 55m
Mexico City Toluca Intl
Fri 8/7
7:40 pm-12:40 am
1 stop28h 00m
$329
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Wed 5/13
7:07 am-8:16 pm
1 stop13h 09m
Cancun
Tue 5/19
1:30 pm-10:35 pm
1 stop9h 05m
$348
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-TLC
ORD-CUN
MDW-CUN
ORD-GDL
ORD-PVR
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-TLC
ORD-CUN
MDW-CUN
ORD-GDL
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 41 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 $342). Flying from Chicago to Mexico in December is currently the most expensive (average of $584). 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 April 24, 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 2% 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 April 24, 2026.
The most flights from CHI to MX0 are scheduled on a Tuesday (16 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (15 on average).
How often are flights from Chicago to Mexico delayed?
About 19% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 160 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 April 24, 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.
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - 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 April 24, 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 April 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$354 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$142 | Average$343 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$830 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$460 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$566 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$259 | Average$557 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% |