$89+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
Apr 1 — Apr 81
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 March 2, 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 March 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/36:23 am
ORD
- CUN
1 stop14h 03m
Multiple Airlines
Fri 3/61:25 pm
CUN
- ORD
1 stop11h 22m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$238
This Expedia deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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.
Sat 3/76:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Sat 3/1411:06 am
CUN
- ORD
Nonstop4h 00m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$239
This Super.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/46:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Mon 3/910:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$240
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:23 am
ORD
- CUN
1 stop14h 03m
Multiple Airlines
Sat 3/711:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/212:59 pm
ORD
- GDL
Nonstop4h 28m
Volaris
Wed 3/47:21 am
GDL
- ORD
Nonstop3h 58m
Volaris
Deal found 3/1![Volaris logo]()
$242
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/61:00 am
ORD
- CUN
1 stop12h 00m
Multiple Airlines
Tue 3/1010:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/56:00 am
ORD
- CUN
1 stop10h 21m
Multiple Airlines
Fri 3/611:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$243
This CheapOair deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:59 pm
ORD
- CUN
1 stop9h 49m
Multiple Airlines
Mon 3/2311:06 am
CUN
- ORD
Nonstop4h 00m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$244
This Trip.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Sat 4/257:10 am
GDL
- ORD
Nonstop3h 59m
Volaris
Deal found 3/1![Volaris logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/26:23 am
ORD
- CUN
1 stop14h 03m
Multiple Airlines
Thu 3/511:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/28![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:59 pm
ORD
- GDL
Nonstop4h 28m
Volaris
Fri 3/67:21 am
GDL
- ORD
Nonstop3h 58m
Volaris
Deal found 3/2![Volaris logo]()
$246
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 March 2, 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 March 2, 2026.
This Booking.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 4/62:15 am
ORD
- TLC
1 stop8h 45m
Viva
Wed 4/153:05 pm
TLC
- ORD
1 stop8h 40m
Viva
Deal found 2/25![Viva logo]()
$255
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:05 am
MDW
- CUN
Nonstop3h 45m
Southwest
Tue 3/248:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 3/1![Southwest logo]()
$315
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:52 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Wed 6/312:11 pm
CUN
- ORD
Nonstop4h 05m
United Airlines
Deal found 3/1![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/32:00 am
ORD
- CUN
1 stop17h 35m
Delta
Tue 5/1212:45 pm
CUN
- ORD
1 stop7h 41m
Delta
Deal found 3/1![Delta logo]()
$335
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:09 pm
MDW
- GDL
Nonstop4h 10m
Volaris
Sun 4/261:36 pm
GDL
- MDW
Nonstop4h 04m
Volaris
Deal found 2/26![Volaris logo]()
$365
This Alaska Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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.
Sat 4/258:48 pm
ORD
- SJD
1 stop19h 49m
Alaska Airlines
Sat 5/210:41 am
SJD
- ORD
1 stop24h 32m
Alaska Airlines
Deal found 2/28![Alaska Airlines logo]()
$478
This Priceline deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:09 pm
MDW
- GDL
Nonstop4h 10m
Frontier
Thu 5/77:04 am
GDL
- MDW
2 stops11h 27m
Frontier
Deal found 2/26![Frontier logo]()
$505
This Gotogate deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:15 am
ORD
- TLC
1 stop7h 10m
Viva
Wed 5/63:05 pm
TLC
- ORD
1 stop8h 40m
Viva
Deal found 2/25![Viva logo]()
$260
This Booking.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/242:15 am
ORD
- TLC
1 stop7h 10m
Viva
Wed 4/297:40 pm
TLC
- ORD
1 stop28h 05m
Viva
Deal found 2/27![Viva logo]()
$271
This Gotogate deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:15 am
ORD
- TLC
1 stop7h 10m
Viva
Mon 5/253:05 pm
TLC
- ORD
1 stop8h 40m
Viva
Deal found 2/25![Viva logo]()
$277
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/126:00 am
MDW
- CUN
1 stop9h 45m
Delta
Sun 3/1510:50 am
CUN
- MDW
1 stop7h 04m
Delta
Deal found 2/27![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/255:15 pm
ORD
- MEX
1 stop6h 55m
United Airlines
Wed 4/292:15 pm
MEX
- ORD
1 stop8h 00m
United Airlines
Deal found 2/26![United Airlines logo]()
$344
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/256:10 am
MDW
- CUN
Nonstop3h 35m
Southwest
Wed 4/291:20 pm
CUN
- MDW
1 stop8h 05m
Southwest
Deal found 2/26![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 5/106:24 am
ORD
- CUN
2 stops12h 11m
Delta
Fri 5/158:00 am
CUN
- ORD
1 stop12h 26m
Delta
Deal found 2/26![Delta logo]()
$338
This FlightHub deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:15 am
ORD
- TLC
1 stop17h 40m
Viva
Sun 4/199:05 am
TLC
- ORD
1 stop14h 40m
Viva
Deal found 3/1![Viva logo]()
$298
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 5/136:24 am
ORD
- CUN
2 stops13h 11m
Delta
Wed 5/2011:10 am
CUN
- ORD
1 stop12h 49m
Delta
Deal found 2/27![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Tue 5/123:15 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 3/1![Southwest logo]()
$389
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/125:30 am
ORD
- CUN
1 stop10h 15m
Delta
Wed 3/1810:00 am
CUN
- ORD
1 stop8h 53m
Delta
Deal found 2/28![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/75:20 pm
ORD
- MEX
1 stop6h 50m
United Airlines
Sat 3/214:45 am
MEX
- ORD
1 stop7h 03m
United Airlines
Deal found 2/27![United Airlines logo]()
$409
This Mytrip deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/61:20 am
ORD
- TLC
1 stop8h 40m
Viva
Mon 3/166:00 am
TLC
- ORD
1 stop17h 45m
Viva
Deal found 2/28![Viva logo]()
$309
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
ORD
- CUN
1 stop5h 35m
Delta
Tue 5/126:00 am
CUN
- ORD
2 stops10h 55m
Delta
Deal found 3/1![Delta logo]()
$338
This Gotogate deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:15 am
ORD
- TLC
1 stop22h 25m
Viva
Sun 5/106:00 am
TLC
- ORD
1 stop17h 45m
Viva
Deal found 2/26![Viva logo]()
$311
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:10 pm
ORD
- GDL
1 stop16h 15m
United Airlines
Sat 4/112:30 pm
GDL
- ORD
1 stop16h 14m
United Airlines
Deal found 3/1![United Airlines logo]()
$414
This Alaska Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/217:24 pm
ORD
- PVR
1 stop20h 05m
Alaska Airlines
Fri 5/13:52 pm
PVR
- ORD
2 stops37h 48m
Alaska Airlines
Deal found 2/27![Alaska Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/256:10 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 5/33:10 pm
CUN
- MDW
2 stops9h 10m
Southwest
Deal found 2/27![Southwest logo]()
$443
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:23 am
MDW
- CUN
1 stop7h 39m
Delta
Tue 5/1210:10 am
CUN
- MDW
1 stop6h 02m
Delta
Deal found 3/1![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:48 am
ORD
- GDL
1 stop8h 46m
United Airlines
Fri 4/102:30 pm
GDL
- ORD
1 stop9h 15m
United Airlines
Deal found 3/1![United Airlines logo]()
$425
This FlightHub deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:15 am
ORD
- TLC
1 stop7h 10m
Viva
Sun 5/317:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 3/1![Viva logo]()
$321
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/119:35 am
MDW
- CUN
2 stops10h 39m
Delta
Wed 4/1512:40 pm
CUN
- MDW
1 stop9h 48m
Delta
Deal found 2/28![Delta logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:00 am
ORD
- PVR
2 stops29h 49m
Alaska Airlines
Sat 6/64:21 pm
PVR
- ORD
2 stops19h 53m
Alaska Airlines
Deal found 3/2![Alaska Airlines logo]()
$554
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated March 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated March 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/212:59 pm
ORD
- GDL
Nonstop4h 28m
Volaris
Wed 3/47:21 am
GDL
- ORD
Nonstop3h 58m
Volaris
Deal found 3/1![Volaris logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/26:23 am
ORD
- CUN
1 stop14h 03m
Multiple Airlines
Tue 3/311:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/28![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/36:23 am
ORD
- CUN
1 stop14h 03m
Multiple Airlines
Fri 3/61:25 pm
CUN
- ORD
1 stop11h 22m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$238
This Expedia deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/36:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Mon 3/910:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:59 pm
ORD
- GDL
Nonstop4h 28m
Volaris
Fri 3/67:21 am
GDL
- ORD
Nonstop3h 58m
Volaris
Deal found 3/2![Volaris logo]()
$246
This Super.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/46:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Mon 3/910:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/56:00 am
ORD
- CUN
1 stop10h 21m
Multiple Airlines
Fri 3/611:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/27![Multiple Airlines logo]()
$243
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/61:00 am
ORD
- CUN
1 stop12h 00m
Multiple Airlines
Tue 3/1010:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$242
This Expedia deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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.
Sat 3/76:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Sat 3/1411:06 am
CUN
- ORD
Nonstop4h 00m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$239
This Trip.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:59 pm
ORD
- CUN
1 stop9h 49m
Multiple Airlines
Mon 3/2311:06 am
CUN
- ORD
Nonstop4h 00m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Sat 4/257:10 am
GDL
- ORD
Nonstop3h 59m
Volaris
Deal found 3/1![Volaris logo]()
$245
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 March 2, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated March 2, 2026.
This CheapOair deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:19 am
ORD
- GDL
Nonstop4h 06m
Volaris
Deal found 2/27![Volaris logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 stop14h 28m
Volaris
Deal found 2/28![Volaris logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/261:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 2/28![Volaris logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/711:59 pm
ORD
- GDL
Nonstop4h 28m
Volaris
Deal found 3/1![Volaris logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/107:23 am
ORD
- GDL
1 stop11h 42m
Volaris
Deal found 2/27![Volaris logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 5/28:25 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 2/27![Viva logo]()
$94
This Flightnetwork deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:15 am
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 2/28![Viva logo]()
$95
This Super.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/2012:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 2/28![Viva logo]()
$96
This Booking.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 6/11:30 am
ORD
- CUN
1 stop21h 10m
Viva
Deal found 2/26![Viva logo]()
$97
This FlightHub deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/67:35 am
ORD
- PVR
1 stop11h 00m
Volaris
Deal found 2/28![Volaris logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 3/1![Volaris logo]()
$98
This Booking.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/48:25 pm
ORD
- PVR
1 stop14h 20m
Viva
Deal found 2/28![Viva logo]()
$99
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 March 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $238 (Kiwi.com) |
One-way from | $89 (CheapOair) |
Popular in | December |
Cheapest in | January |
Average price | $351 |
Good round-trip deal | $251 or less |
Good one-way deal | $101 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 March 2, 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
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Mon 4/6
2:15 am-10:00 am
1 stop8h 45m
Mexico City Toluca Intl
Wed 4/15
3:05 pm-12:45 am
1 stop8h 40m
$255
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
Wed 5/6
3:05 pm-12:45 am
1 stop8h 40m
$260
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Fri 4/24
2:15 am-8:25 am
1 stop7h 10m
Mexico City Toluca Intl
Wed 4/29
7:40 pm-12:45 am
1 stop28h 05m
$271
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Wed 5/20
2:15 am-8:25 am
1 stop7h 10m
Mexico City Toluca Intl
Mon 5/25
3:05 pm-12:45 am
1 stop8h 40m
$277
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Mon 4/13
2:15 am-6:55 pm
1 stop17h 40m
Mexico City Toluca Intl
Sun 4/19
9:05 am-12:45 am
1 stop14h 40m
$298
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Fri 3/6
1:20 am-10:00 am
1 stop8h 40m
Mexico City Toluca Intl
Mon 3/16
6:00 am-12:45 am
1 stop17h 45m
$309
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 5/7
2:15 am-11:40 pm
1 stop22h 25m
Mexico City Toluca Intl
Sun 5/10
6:00 am-12:45 am
1 stop17h 45m
$311
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/10
8:05 am-11:50 am
Nonstop3h 45m
Cancun
Tue 3/24
8:30 am-12:10 pm
Nonstop3h 40m
$315
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Wed 5/20
2:15 am-8:25 am
1 stop7h 10m
Mexico City Toluca Intl
Sun 5/31
7:40 pm-11:45 pm
1 stop27h 05m
$321
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 5/31
7:52 am-11:45 am
Nonstop3h 53m
Cancun
Wed 6/3
12:11 pm-4:16 pm
Nonstop4h 05m
$323
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-CUN
ORD-PVR
MDW-CUN
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-CUN
ORD-PVR
What is the cheapest month to book a flight from Chicago to Mexico?
Currently, May is the cheapest month in which you can book a flight from Chicago to Mexico (average of $48). Flying from Chicago to Mexico in December is currently the most expensive (average of $185). 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 March 2, 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 5% on your trip compared to booking a flight at noon.
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 at noon 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 March 2, 2026.
The most flights from CHI to MX0 are scheduled on a Friday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
How often are flights from Chicago to Mexico delayed?
About 18% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 157 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 7% 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 March 2, 2026.
See what other customers who have flown with United Airlines, American Airlines, and Viva 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.
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Overall
7.4
Crew
8.1
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
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 March 2, 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 March 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$355 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$249 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$135 | Average$338 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$140 | Average$414 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$800 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$444 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$164 | Average$368 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$571 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$465 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$259 | Average$559 | FlexibilityNo cancel fee | On-time71% |