$105+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
May 29 — Jun 51
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 April 29, 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 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 8/192:53 am
ORD
- GDL
Nonstop4h 04m
Volaris
Mon 8/247:49 pm
GDL
- ORD
Nonstop4h 06m
Volaris
Deal found 4/27![Volaris logo]()
$240
This Viva deal was found by Cheapflights users on 4/26. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:30 am
ORD
- CUN
1 stop14h 25m
Viva
Wed 2/37:00 am
CUN
- ORD
1 stop16h 50m
Viva
Deal found 4/26![Viva logo]()
$240
This Viva deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 4/24![Viva logo]()
$240
This Viva deal was found by Cheapflights users on 4/28. 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 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 stop23h 12m
Viva
Sun 11/159:05 am
TLC
- ORD
1 stop13h 40m
Viva
Deal found 4/28![Viva logo]()
$242
This Orbitz deal was found by Cheapflights users on 4/28. 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 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 4/28![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/226:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Thu 6/2511:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/28![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 4/28. 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 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
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Wed 5/2010:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$247
This Viva deal was found by Cheapflights users on 4/27. 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 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 11/123:05 pm
TLC
- ORD
1 stop7h 40m
Viva
Deal found 4/27![Viva logo]()
$247
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Wed 7/111:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/28![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 7/46:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Sat 7/1111:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/28![Frontier logo]()
$250
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Sat 6/131:40 am
ORD
- CUN
1 stop8h 23m
Multiple Airlines
Thu 6/1811:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 4/28![Multiple Airlines 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 29, 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 29, 2026.
This Viva deal was found by Cheapflights users on 4/25. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- GDL
1 stop8h 50m
Viva
Tue 9/226:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 4/25![Viva logo]()
$285
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 6/1711:23 am
ORD
- CUN
1 stop9h 02m
Delta
Wed 6/241:30 pm
CUN
- ORD
1 stop10h 37m
Delta
Deal found 4/28![Delta logo]()
$387
This FlightHub deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Thu 6/186:24 am
ORD
- MLM
Nonstop3h 53m
Volaris
Tue 6/2311:53 pm
MLM
- ORD
Nonstop4h 01m
Volaris
Deal found 4/24![Volaris logo]()
$390
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Wed 5/2712:40 pm
ORD
- MEX
1 stop6h 10m
United Airlines
Tue 6/234:40 pm
MEX
- ORD
1 stop7h 05m
United Airlines
Deal found 4/26![United Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:30 am
MDW
- CUN
Nonstop3h 35m
Southwest
Thu 7/301:20 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 4/24![Southwest logo]()
$463
This Viva deal was found by Cheapflights users on 4/27. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:30 am
ORD
- TLC
1 stop8h 00m
Viva
Sat 8/86:00 am
TLC
- ORD
1 stop17h 40m
Viva
Deal found 4/27![Viva logo]()
$285
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 stop8h 00m
Viva
Tue 7/147:40 pm
TLC
- ORD
1 stop27h 15m
Viva
Deal found 4/23![Viva logo]()
$308
This Viva deal was found by Cheapflights users on 4/27. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:30 am
ORD
- TLC
1 stop23h 10m
Viva
Tue 7/77:40 pm
TLC
- ORD
1 stop27h 15m
Viva
Deal found 4/27![Viva logo]()
$325
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/77:00 am
ORD
- CUN
2 stops13h 16m
Delta
Thu 5/148:00 am
CUN
- ORD
1 stop10h 35m
Delta
Deal found 4/24![Delta logo]()
$397
This Volaris deal was found by Cheapflights users on 4/25. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Wed 7/153:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/25![Volaris logo]()
$411
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:59 am
MDW
- CUN
1 stop9h 17m
Delta
Wed 6/103:39 pm
CUN
- MDW
1 stop6h 38m
Delta
Deal found 4/25![Delta logo]()
$398
This Viva deal was found by Cheapflights users on 4/28. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:30 am
ORD
- GDL
1 stop7h 00m
Viva
Tue 6/97:35 pm
GDL
- ORD
1 stop27h 20m
Viva
Deal found 4/28![Viva logo]()
$340
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 7/77:35 am
ORD
- GDL
1 stop14h 59m
United Airlines
Mon 7/206:40 am
GDL
- ORD
1 stop24h 20m
United Airlines
Deal found 4/27![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 4/28. 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 6/2710:55 am
MDW
- CUN
1 stop9h 30m
Delta
Tue 6/308:00 am
CUN
- MDW
1 stop14h 17m
Delta
Deal found 4/28![Delta logo]()
$398
This Volaris deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/61:40 am
ORD
- GDL
1 stop8h 48m
Volaris
Mon 5/119:22 pm
GDL
- ORD
1 stop7h 30m
Volaris
Deal found 4/29![Volaris logo]()
$440
This Southwest deal was found by Cheapflights users on 4/26. 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.
Fri 7/249:55 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 8/12:15 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 4/26![Southwest logo]()
$493
This Viva deal was found by Cheapflights users on 4/26. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- MLM
1 stop13h 55m
Viva
Wed 7/153:45 pm
MLM
- ORD
1 stop7h 10m
Viva
Deal found 4/26![Viva logo]()
$352
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:35 am
ORD
- CUN
2 stops11h 54m
Delta
Tue 7/281:30 pm
CUN
- ORD
1 stop9h 09m
Delta
Deal found 4/25![Delta logo]()
$398
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Wed 5/1310:30 am
MDW
- CUN
Nonstop3h 30m
Southwest
Sun 5/1711:55 am
CUN
- MDW
1 stop8h 40m
Southwest
Deal found 4/24![Southwest logo]()
$496
This Volaris deal was found by Cheapflights users on 4/26. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/171:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Thu 5/217:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/26![Volaris logo]()
$461
This Viva deal was found by Cheapflights users on 4/26. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:30 am
ORD
- TLC
1 stop9h 30m
Viva
Mon 7/206:00 am
TLC
- ORD
1 stop16h 55m
Viva
Deal found 4/26![Viva logo]()
$353
This Delta deal was found by Cheapflights users on 4/27. 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 5/272:59 pm
ORD
- CUN
1 stop5h 17m
Delta
Wed 6/312:39 pm
CUN
- ORD
2 stops11h 29m
Delta
Deal found 4/27![Delta logo]()
$398
This Volaris deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/47:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 6/77:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/24![Volaris logo]()
$462
This Viva deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 7/261:30 am
ORD
- TLC
1 stop9h 30m
Viva
Fri 8/77:40 pm
TLC
- ORD
1 stop28h 00m
Viva
Deal found 4/24![Viva logo]()
$355
This Delta deal was found by Cheapflights users on 4/28. 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 5/3010:45 am
MDW
- CUN
1 stop9h 31m
Delta
Tue 6/28:00 am
CUN
- MDW
2 stops10h 33m
Delta
Deal found 4/28![Delta logo]()
$402
This Volaris deal was found by Cheapflights users on 4/27. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Mon 6/87:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/27![Volaris logo]()
$472
This Viva deal was found by Cheapflights users on 4/28. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:30 am
ORD
- MEX
1 stop21h 00m
Viva
Thu 6/257:25 am
MEX
- ORD
1 stop15h 30m
Viva
Deal found 4/28![Viva logo]()
$357
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 5/269:22 am
MDW
- CUN
2 stops10h 54m
Delta
Tue 6/28:00 am
CUN
- MDW
2 stops10h 33m
Delta
Deal found 4/28![Delta logo]()
$402
This Viva deal was found by Cheapflights users on 4/25. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:30 am
ORD
- TLC
1 stop23h 10m
Viva
Sat 8/16:00 am
TLC
- ORD
1 stop17h 40m
Viva
Deal found 4/25![Viva logo]()
$358
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 7/79:20 am
MDW
- CUN
2 stops10h 55m
Delta
Tue 7/148:00 am
CUN
- MDW
1 stop14h 15m
Delta
Deal found 4/24![Delta logo]()
$402
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated April 29, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 4/28. 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.
Fri 5/16:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Thu 5/710:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$257
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:40 am
ORD
- CUN
1 stop8h 23m
Multiple Airlines
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$259
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$260
This Frontier deal was found by Cheapflights users on 4/28. 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 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
Wed 5/610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Tue 5/56:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Sat 5/910:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/29![Frontier logo]()
$250
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Sun 5/1010:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Mon 5/1110:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$254
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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
Sun 5/1010:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/29![Frontier logo]()
$258
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Sat 5/1610:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$261
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Wed 5/2010:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/28![Frontier logo]()
$247
This Orbitz deal was found by Cheapflights users on 4/28. 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 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 4/28![Frontier logo]()
$243
This FlightHub deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/297:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Thu 6/410:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$251
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 29, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:35 am
ORD
- GDL
Nonstop4h 22m
Volaris
Deal found 4/25![Volaris logo]()
$105
This Super.com deal was found by Cheapflights users on 4/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 4/27![Viva logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/267:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 4/27![Volaris logo]()
$106
This Viva deal was found by Cheapflights users on 4/26. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:30 am
ORD
- TLC
1 stop9h 31m
Viva
Deal found 4/26![Viva logo]()
$107
This Viva deal was found by Cheapflights users on 4/28. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:30 am
ORD
- MLM
1 stop14h 31m
Viva
Deal found 4/28![Viva logo]()
$110
This Mytrip deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- GDL
1 stop17h 35m
Viva
Deal found 4/24![Viva logo]()
$110
This Viva deal was found by Cheapflights users on 4/26. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:30 am
ORD
- MEX
1 stop21h 00m
Viva
Deal found 4/26![Viva logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/112:35 am
ORD
- MEX
1 stop11h 50m
Volaris
Deal found 4/26![Volaris logo]()
$112
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 am
ORD
- MLM
1 stop13h 55m
Viva
Deal found 4/27![Viva logo]()
$112
This Booking.com deal was found by Cheapflights users on 4/28. 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.
Sun 5/1012:20 pm
ORD
- GDL
Nonstop4h 25m
Viva
Deal found 4/28![Viva logo]()
$112
This Viva deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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
- MLM
1 stop14h 35m
Viva
Deal found 4/24![Viva logo]()
$113
This Mytrip deal was found by Cheapflights users on 4/27. 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 Mytrip 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 4/27![Volaris logo]()
$113
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 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $243 (Orbitz) |
One-way from | $105 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $333 |
Good round-trip deal | $295 or less |
Good one-way deal | $74 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 29, 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
Sat 7/4
2:10 am-10:00 am
1 stop8h 50m
Guadalajara Miguel Hidal
Tue 9/22
6:50 pm-12:05 am
Nonstop4h 15m
$285
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 7/23
1:30 am-8:30 am
1 stop8h 00m
Mexico City Toluca Intl
Sat 8/8
6:00 am-12:40 am
1 stop17h 40m
$285
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Mon 7/6
1:30 am-8:30 am
1 stop8h 00m
Mexico City Toluca Intl
Tue 7/14
7:40 pm-11:55 pm
1 stop27h 15m
$308
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Wed 7/1
1:30 am-11:40 pm
1 stop23h 10m
Mexico City Toluca Intl
Tue 7/7
7:40 pm-11:55 pm
1 stop27h 15m
$325
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Fri 6/5
1:30 am-7:30 am
1 stop7h 00m
Guadalajara Miguel Hidal
Tue 6/9
7:35 pm-11:55 pm
1 stop27h 20m
$340
ChicagoMorelia
ORD - MLM
ORDMLM
Chicago O'Hare Intl
Sat 7/4
2:10 am-3:05 pm
1 stop13h 55m
Morelia
Wed 7/15
3:45 pm-11:55 pm
1 stop7h 10m
$352
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 7/2
1:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
Mon 7/20
6:00 am-11:55 pm
1 stop16h 55m
$353
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Sun 7/26
1:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
Fri 8/7
7:40 pm-12:40 am
1 stop28h 00m
$355
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Mon 6/1
1:30 am-9:30 pm
1 stop21h 00m
Mexico City Benito Juarez
Thu 6/25
7:25 am-11:55 pm
1 stop15h 30m
$357
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
Thu 7/23
1:30 am-11:40 pm
1 stop23h 10m
Mexico City Toluca Intl
Sat 8/1
6:00 am-12:40 am
1 stop17h 40m
$358
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-MEX
MDW-CUN
ORD-CUN
MDW-MEX
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-MEX
MDW-CUN
ORD-CUN
How far ahead should I book a flight from Chicago to Mexico?
The price you pay for your flight from Chicago to Mexico may vary depending on when you book. For the best chance of a lower fare, look to book 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 29, 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 29, 2026.
The most flights from CHI to MX0 are scheduled on a Tuesday (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 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 29, 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.
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Boarding
7.7
Food
6.6
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 29, 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$356 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$144 | Average$406 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$348 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$149 | Average$832 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$466 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$566 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$259 | Average$558 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% |