$103+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
Jul 18 — Jul 251
Round-trip
1 adult, Economy
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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 June 18, 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 June 18, 2026.
This Booking.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:40 pm
ORD
- GDL
Nonstop4h 05m
Viva
Wed 10/216:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 6/15![Viva logo]()
$263
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:30 am
ORD
- TLC
1 stop7h 55m
Viva
Thu 11/197:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/17![Viva logo]()
$268
This Booking.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:30 am
ORD
- TLC
1 stop23h 12m
Viva
Sun 11/87:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/15![Viva logo]()
$274
This Viva deal was found by Cheapflights users on 6/13. 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.
Thu 10/11:35 am
ORD
- MEX
Nonstop4h 10m
Viva
Tue 10/135:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/13![Viva logo]()
$276
This Viva deal was found by Cheapflights users on 6/14. 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.
Mon 11/912:30 am
ORD
- TLC
1 stop18h 26m
Viva
Mon 11/169:05 am
TLC
- ORD
1 stop13h 40m
Viva
Deal found 6/14![Viva logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:49 pm
ORD
- MEX
1 stop7h 11m
Multiple Airlines
Tue 10/135:45 am
MEX
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$278
This Booking.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:30 am
ORD
- GDL
1 stop21h 39m
Viva
Mon 11/236:53 pm
GDL
- ORD
Nonstop4h 08m
Viva
Deal found 6/16![Viva logo]()
$279
This Viva deal was found by Cheapflights users on 6/14. 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 8/2512:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
Fri 10/26:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 6/14![Viva logo]()
$281
This Booking.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:30 am
ORD
- GDL
Nonstop4h 14m
Viva
Wed 11/186:53 pm
GDL
- ORD
Nonstop4h 08m
Viva
Deal found 6/16![Viva logo]()
$282
This Viva deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:30 am
ORD
- TLC
1 stop9h 30m
Viva
Sun 11/87:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/15![Viva logo]()
$283
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:35 am
ORD
- MEX
Nonstop4h 10m
Viva
Tue 10/135:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/17![Viva logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:25 pm
ORD
- GDL
Nonstop4h 10m
Multiple Airlines
Mon 8/317:03 am
GDL
- ORD
Nonstop4h 06m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$286
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 June 18, 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 June 18, 2026.
This Viva deal was found by Cheapflights users on 6/14. 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 8/2512:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
Fri 10/26:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 6/14![Viva logo]()
$281
This Volaris deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 10/317:47 pm
SJD
- ORD
1 stop7h 49m
Volaris
Deal found 6/16![Volaris logo]()
$393
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 8/155:30 am
ORD
- GDL
1 stop6h 55m
United Airlines
Thu 8/202:30 pm
GDL
- ORD
1 stop9h 29m
United Airlines
Deal found 6/14![United Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:36 pm
ORD
- MEX
1 stop9h 44m
Delta
Sun 9/66:30 pm
MEX
- ORD
Nonstop4h 23m
Delta
Deal found 6/15![Delta logo]()
$436
This Southwest deal was found by Cheapflights users on 6/14. 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.
Mon 7/205:05 am
MDW
- CUN
1 stop8h 35m
Southwest
Fri 7/2412:40 pm
CUN
- MDW
1 stop6h 55m
Southwest
Deal found 6/14![Southwest logo]()
$447
This Viva deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:30 am
ORD
- TLC
1 stop23h 12m
Viva
Wed 11/113:05 pm
TLC
- ORD
1 stop7h 40m
Viva
Deal found 6/15![Viva logo]()
$283
This Alaska Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:17 pm
ORD
- SJD
1 stop26h 33m
Alaska Airlines
Wed 11/45:03 pm
SJD
- ORD
2 stops19h 20m
Alaska Airlines
Deal found 6/16![Alaska Airlines logo]()
$580
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- MEX
1 stop7h 25m
Viva
Thu 7/95:35 am
MEX
- ORD
1 stop17h 20m
Viva
Deal found 6/17![Viva logo]()
$289
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:30 am
ORD
- TLC
1 stop9h 30m
Viva
Sun 11/87:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/17![Viva logo]()
$289
This Viva deal was found by Cheapflights users on 6/13. 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 10/512:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
Sun 10/256:10 am
GDL
- ORD
1 stop16h 35m
Viva
Deal found 6/13![Viva logo]()
$297
This Volaris deal was found by Cheapflights users on 6/14. 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.
Tue 11/105:30 am
ORD
- PVR
1 stop7h 10m
Volaris
Sat 11/142:23 pm
PVR
- ORD
1 stop9h 16m
Volaris
Deal found 6/14![Volaris logo]()
$430
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
ORD
- MEX
1 stop7h 40m
Delta
Sat 9/58:35 am
MEX
- ORD
Nonstop4h 41m
Delta
Deal found 6/15![Delta logo]()
$436
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:52 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Fri 7/1012:11 pm
CUN
- ORD
Nonstop4h 05m
United Airlines
Deal found 6/15![United Airlines logo]()
$439
This Viva deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:35 am
ORD
- MEX
Nonstop4h 10m
Viva
Fri 10/235:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/15![Viva logo]()
$303
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:40 am
ORD
- CUN
2 stops12h 04m
Delta
Wed 9/211:16 am
CUN
- ORD
1 stop12h 37m
Delta
Deal found 6/15![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:35 am
MDW
- CUN
2 stops7h 55m
Southwest
Wed 9/3012:40 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/17![Southwest logo]()
$496
This Viva deal was found by Cheapflights users on 6/13. 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 9/71:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Tue 10/205:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/13![Viva logo]()
$311
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Sun 7/199:17 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Sat 7/2512:11 pm
CUN
- ORD
Nonstop4h 05m
United Airlines
Deal found 6/14![United Airlines logo]()
$464
This Volaris deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/281:19 am
ORD
- PVR
1 stop12h 31m
Volaris
Sun 12/131:19 pm
PVR
- ORD
1 stop8h 47m
Volaris
Deal found 6/17![Volaris logo]()
$471
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:10 am
ORD
- CUN
1 stop13h 05m
Delta
Wed 10/149:11 am
CUN
- ORD
2 stops11h 09m
Delta
Deal found 6/15![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 9/181:10 pm
CUN
- MDW
1 stop6h 10m
Southwest
Deal found 6/16![Southwest logo]()
$498
This Viva deal was found by Cheapflights users on 6/14. 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.
Fri 12/41:05 am
ORD
- MEX
Nonstop4h 30m
Viva
Mon 12/147:30 pm
MEX
- ORD
Nonstop4h 05m
Viva
Deal found 6/14![Viva logo]()
$314
This Volaris deal was found by Cheapflights users on 6/14. 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 11/1311:58 pm
ORD
- PVR
1 stop12h 43m
Volaris
Sun 11/221:19 pm
PVR
- ORD
1 stop8h 47m
Volaris
Deal found 6/14![Volaris logo]()
$474
This Delta deal was found by Cheapflights users on 6/13. 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.
Wed 11/1111:10 am
ORD
- CUN
1 stop9h 00m
Delta
Wed 11/1811:18 am
CUN
- ORD
2 stops10h 52m
Delta
Deal found 6/13![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:30 am
MDW
- CUN
1 stop6h 20m
Southwest
Thu 7/164:10 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/13![Southwest logo]()
$506
This Viva deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:35 am
ORD
- MEX
Nonstop4h 10m
Viva
Mon 10/55:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/16![Viva logo]()
$320
This Volaris deal was found by Cheapflights users on 6/14. 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.
Sat 11/146:23 am
ORD
- SJD
1 stop10h 12m
Volaris
Tue 11/1711:16 am
SJD
- ORD
1 stop11h 23m
Volaris
Deal found 6/14![Volaris logo]()
$474
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Mon 8/310:33 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Mon 8/1012:55 pm
CUN
- ORD
Nonstop4h 05m
United Airlines
Deal found 6/13![United Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:05 am
ORD
- CUN
2 stops10h 39m
Delta
Tue 9/19:11 am
CUN
- ORD
1 stop14h 42m
Delta
Deal found 6/17![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:05 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 8/41:10 pm
CUN
- MDW
1 stop7h 35m
Southwest
Deal found 6/15![Southwest logo]()
$511
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated June 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated June 18, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Wed 6/2412:49 pm
CUN
- ORD
1 stop13h 32m
Volaris
Deal found 6/14![Volaris logo]()
$305
This Justfly.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:10 am
ORD
- MEX
1 stop7h 25m
Multiple Airlines
Sat 7/118:45 pm
MEX
- ORD
1 stop17h 24m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$301
This Viva deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:30 am
ORD
- MEX
1 stop7h 10m
Viva
Mon 7/62:25 pm
MEX
- ORD
1 stop8h 30m
Viva
Deal found 6/16![Viva logo]()
$289
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:30 am
ORD
- MEX
1 stop7h 10m
Viva
Sat 7/116:00 am
MEX
- ORD
1 stop12h 10m
Viva
Deal found 6/17![Viva logo]()
$293
This Viva deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:30 am
ORD
- MEX
1 stop7h 10m
Viva
Sun 8/305:45 am
MEX
- ORD
Nonstop4h 10m
Viva
Deal found 6/16![Viva logo]()
$296
This FlightHub deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:30 am
ORD
- MEX
1 stop7h 10m
Multiple Airlines
Tue 7/148:45 pm
MEX
- ORD
1 stop17h 24m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Sat 7/47:14 pm
CUN
- ORD
1 stop9h 27m
Volaris
Deal found 6/13![Volaris logo]()
$301
This Super.com deal was found by Cheapflights users on 6/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Tue 7/73:20 pm
CUN
- ORD
1 stop8h 27m
Volaris
Deal found 6/14![Volaris logo]()
$302
This Viva deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- MEX
1 stop7h 25m
Viva
Sun 9/65:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/16![Viva logo]()
$287
This Viva deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- MEX
1 stop7h 25m
Viva
Thu 7/95:35 am
MEX
- ORD
1 stop17h 20m
Viva
Deal found 6/16![Viva logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:21 am
ORD
- CUN
1 stop9h 07m
Volaris
Thu 7/94:32 pm
CUN
- ORD
1 stop12h 09m
Volaris
Deal found 6/14![Volaris logo]()
$299
This Viva deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/51:30 am
ORD
- MEX
1 stop8h 05m
Viva
Sat 7/186:00 am
MEX
- ORD
1 stop12h 10m
Viva
Deal found 6/17![Viva 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 June 18, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
This Booking.com deal was found by Cheapflights users on 6/14. 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.
Fri 11/1312:30 am
ORD
- PVR
1 stop15h 54m
Viva
Deal found 6/14![Viva logo]()
$103
This Super.com deal was found by Cheapflights users on 6/13. 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.
Sat 10/102:53 am
ORD
- PVR
1 stop9h 43m
Volaris
Deal found 6/13![Volaris logo]()
$106
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:19 am
ORD
- PVR
1 stop12h 31m
Volaris
Deal found 6/17![Volaris logo]()
$109
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:53 am
ORD
- PVR
1 stop9h 43m
Volaris
Deal found 6/16![Volaris logo]()
$111
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/257:35 am
ORD
- PVR
1 stop11h 00m
Volaris
Deal found 6/17![Volaris logo]()
$112
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:35 am
ORD
- PVR
1 stop11h 00m
Volaris
Deal found 6/17![Volaris logo]()
$116
This Super.com deal was found by Cheapflights users on 6/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Deal found 6/14![Volaris logo]()
$117
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:53 am
ORD
- PVR
1 stop12h 06m
Volaris
Deal found 6/16![Volaris logo]()
$118
This Super.com deal was found by Cheapflights users on 6/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/14![Volaris logo]()
$118
This FlightHub deal was found by Cheapflights users on 6/13. 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.
Fri 7/106:21 am
ORD
- PVR
1 stop8h 38m
Volaris
Deal found 6/13![Volaris logo]()
$121
This Super.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/16![Volaris logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/13![Volaris logo]()
$123
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 June 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $263 (Booking.com) |
One-way from | $103 (Booking.com) |
Popular in | December |
Cheapest in | January |
Average price | $399 |
Good round-trip deal | $308 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 June 18, 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
Tue 8/25
12:25 pm-3:35 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Fri 10/2
6:50 pm-12:05 am
Nonstop4h 15m
$281
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 11/5
12:30 am-11:42 pm
1 stop23h 12m
Mexico City Toluca Intl
Wed 11/11
3:05 pm-10:45 pm
1 stop7h 40m
$283
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Sat 7/4
2:10 am-8:35 am
1 stop7h 25m
Mexico City Benito Juarez
Thu 7/9
5:35 am-11:55 pm
1 stop17h 20m
$289
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 11/5
12:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
Sun 11/8
7:40 pm-10:45 pm
1 stop27h 05m
$289
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Mon 10/5
12:30 pm-3:35 pm
Nonstop4h 05m
Guadalajara Miguel Hidal
Sun 10/25
6:10 am-11:45 pm
1 stop16h 35m
$297
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Fri 10/2
1:35 am-4:45 am
Nonstop4h 10m
Mexico City Benito Juarez
Fri 10/23
5:45 am-11:00 am
Nonstop4h 15m
$303
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Mon 9/7
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
Tue 10/20
5:45 am-11:00 am
Nonstop4h 15m
$311
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Fri 12/4
1:05 am-5:35 am
Nonstop4h 30m
Mexico City Benito Juarez
Mon 12/14
7:30 pm-11:35 pm
Nonstop4h 05m
$314
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Fri 10/2
1:35 am-4:45 am
Nonstop4h 10m
Mexico City Benito Juarez
Mon 10/5
5:45 am-11:00 am
Nonstop4h 15m
$320
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sun 10/25
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sat 10/31
7:47 pm-5:36 am
1 stop7h 49m
$393
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-SJD
ORD-MEX
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-SJD
ORD-MEX
MDW-CUN
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 $343). Flying from Chicago to Mexico in December is currently the most expensive (average of $617). 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 June 18, 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 3% on your trip compared to booking a flight in the evening.
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 June 18, 2026.
The most flights from CHI to MX0 are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 162 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.
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 22 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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.
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 June 18, 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.
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Food
6.7
Entertainment
7.1
Crew
8.1
Boarding
7.7
Comfort
7.3
Overall
7.4
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 June 18, 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 June 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$109 | Average$386 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$194 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$145 | Average$478 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$394 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$222 | Average$570 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$301 | Average$591 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$319 | Average$576 | FlexibilityNo cancel fee | On-time71% |