$111+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
jul. 11 — jul. 181
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 junio 11, 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 junio 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
mar. 8/2512:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
vie. 10/26:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 6/8![Viva logo]()
$274
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
mié. 12/212:30 am
ORD
- TLC
1 stop7h 59m
Viva
lun. 12/79:05 am
TLC
- ORD
1 stop13h 45m
Viva
Deal found 6/7![Viva logo]()
$274
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
dom. 11/812:31 am
ORD
- MEX
Nonstop4h 14m
Viva
mar. 11/175:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/7![Viva logo]()
$276
This Booking.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/1112:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
mié. 10/216:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 6/10![Viva logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
dom. 8/232:53 am
ORD
- GDL
Nonstop4h 04m
Multiple Airlines
vie. 10/26:50 pm
GDL
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mié. 9/237:35 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
mar. 9/295:45 am
MEX
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
lun. 8/2412:25 pm
ORD
- GDL
Nonstop4h 10m
Multiple Airlines
dom. 9/67:03 am
GDL
- ORD
Nonstop4h 06m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$283
This Viva deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/512:30 am
ORD
- TLC
1 stop9h 30m
Viva
dom. 11/87:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/10![Viva logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 8/2512:25 pm
ORD
- GDL
Nonstop4h 10m
Multiple Airlines
vie. 9/47:03 am
GDL
- ORD
Nonstop4h 06m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$284
This Viva deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
jue. 10/11:35 am
ORD
- MEX
Nonstop4h 10m
Viva
lun. 10/125:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/8![Viva logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
mié. 8/261:49 pm
ORD
- GDL
Nonstop4h 04m
Multiple Airlines
vie. 10/26:50 pm
GDL
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/81:49 pm
ORD
- MEX
1 stop7h 11m
Multiple Airlines
mar. 10/135:45 am
MEX
- ORD
Nonstop4h 15m
Multiple Airlines
Deal found 6/10![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 junio 11, 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 junio 11, 2026.
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
dom. 11/812:31 am
ORD
- MEX
Nonstop4h 14m
Viva
mar. 11/175:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/7![Viva logo]()
$276
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/710:35 am
MDW
- CUN
1 stop9h 40m
Delta
mié. 10/146:04 am
CUN
- MDW
2 stops10h 21m
Delta
Deal found 6/10![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
mar. 6/238:00 pm
ORD
- GDL
Nonstop4h 31m
United Airlines
vie. 6/265:00 am
GDL
- ORD
Nonstop4h 12m
United Airlines
Deal found 6/9![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/126:10 am
MDW
- CUN
1 stop7h 55m
Southwest
jue. 7/1611:45 am
CUN
- MDW
1 stop8h 40m
Southwest
Deal found 6/10![Southwest logo]()
$447
This Volaris deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/187:35 am
ORD
- SJD
1 stop13h 29m
Volaris
lun. 6/223:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/10![Volaris logo]()
$512
This Alaska Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
sáb. 6/276:20 am
ORD
- SJD
1 stop10h 19m
Alaska Airlines
vie. 7/310:45 am
SJD
- ORD
1 stop10h 51m
Alaska Airlines
Deal found 6/6![Alaska Airlines logo]()
$589
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
vie. 10/161:30 am
ORD
- TLC
1 stop7h 56m
Viva
dom. 10/257:40 pm
TLC
- ORD
1 stop27h 05m
Viva
Deal found 6/7![Viva logo]()
$296
This Viva deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/2212:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
sáb. 8/297:50 pm
GDL
- ORD
1 stop18h 00m
Viva
Deal found 6/10![Viva logo]()
$300
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
mié. 8/1912:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
jue. 9/36:52 pm
GDL
- ORD
Nonstop4h 07m
Viva
Deal found 6/7![Viva logo]()
$304
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/77:10 am
ORD
- CUN
1 stop13h 05m
Delta
mié. 10/149:11 am
CUN
- ORD
2 stops11h 09m
Delta
Deal found 6/10![Delta logo]()
$399
This Viva deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
mié. 11/2512:30 am
ORD
- TLC
1 stop9h 30m
Viva
lun. 12/79:05 am
TLC
- ORD
1 stop13h 45m
Viva
Deal found 6/8![Viva logo]()
$308
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/115:30 am
ORD
- CUN
1 stop8h 52m
Delta
mar. 8/188:05 am
CUN
- ORD
1 stop8h 46m
Delta
Deal found 6/10![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/65:05 am
MDW
- CUN
1 stop5h 50m
Southwest
vie. 7/1012:00 pm
CUN
- MDW
2 stops9h 20m
Southwest
Deal found 6/10![Southwest logo]()
$447
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
vie. 6/198:00 pm
ORD
- GDL
Nonstop4h 31m
United Airlines
dom. 6/285:00 am
GDL
- ORD
Nonstop4h 12m
United Airlines
Deal found 6/8![United Airlines logo]()
$449
This Viva deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/231:30 am
ORD
- MEX
Nonstop4h 10m
Viva
lun. 9/285:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/10![Viva logo]()
$311
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 8/111:55 pm
ORD
- GDL
Nonstop4h 29m
Delta
sáb. 8/1510:23 am
GDL
- ORD
2 stops21h 21m
Delta
Deal found 6/6![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/267:55 am
MDW
- CUN
1 stop6h 10m
Southwest
jue. 7/301:20 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/10![Southwest logo]()
$449
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
sáb. 6/208:00 pm
ORD
- GDL
Nonstop4h 31m
United Airlines
sáb. 6/275:00 am
GDL
- ORD
Nonstop4h 12m
United Airlines
Deal found 6/7![United Airlines logo]()
$454
This Viva deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
sáb. 9/51:30 am
ORD
- MEX
Nonstop4h 10m
Viva
vie. 9/185:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 6/7![Viva logo]()
$311
This Volaris deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
mar. 6/232:53 am
ORD
- SJD
1 stop10h 36m
Volaris
dom. 6/287:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 6/9![Volaris logo]()
$512
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
lun. 8/105:55 am
MDW
- CUN
1 stop9h 05m
Southwest
vie. 8/1411:35 am
CUN
- MDW
1 stop8h 35m
Southwest
Deal found 6/8![Southwest logo]()
$457
This Volaris deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/157:35 am
ORD
- SJD
1 stop13h 29m
Volaris
lun. 6/223:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 6/10![Volaris logo]()
$512
This Viva deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
jue. 10/81:30 am
ORD
- TLC
1 stop23h 11m
Viva
lun. 10/129:05 am
TLC
- ORD
1 stop13h 40m
Viva
Deal found 6/9![Viva logo]()
$318
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/47:35 am
ORD
- GDL
1 stop14h 59m
United Airlines
dom. 8/96:40 am
GDL
- ORD
1 stop15h 35m
United Airlines
Deal found 6/11![United Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
dom. 10/46:15 am
ORD
- MEX
1 stop7h 30m
Delta
sáb. 10/178:35 am
MEX
- ORD
Nonstop4h 41m
Delta
Deal found 6/6![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/17:00 am
MDW
- CUN
1 stop8h 25m
Southwest
mié. 7/83:25 pm
CUN
- MDW
Nonstop3h 30m
Southwest
Deal found 6/10![Southwest logo]()
$461
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/52:18 pm
ORD
- PVR
3 stops25h 48m
Alaska Airlines
vie. 9/114:16 pm
PVR
- ORD
3 stops26h 05m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$615
This Volaris deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 8/112:53 am
ORD
- SJD
1 stop7h 23m
Volaris
dom. 8/1612:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 6/6![Volaris logo]()
$518
This Viva deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
mié. 10/211:30 am
ORD
- TLC
1 stop18h 26m
Viva
dom. 10/256:00 am
TLC
- ORD
1 stop16h 45m
Viva
Deal found 6/8![Viva logo]()
$330
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/175:30 am
ORD
- GDL
1 stop6h 55m
United Airlines
vie. 7/316:40 am
GDL
- ORD
1 stop9h 42m
United Airlines
Deal found 6/10![United Airlines logo]()
$487
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated junio 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated junio 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
mar. 6/167:35 am
ORD
- CUN
1 stop13h 28m
Volaris
vie. 6/269:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/9![Volaris logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
jue. 6/187:35 am
ORD
- CUN
1 stop13h 28m
Volaris
mié. 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/9![Volaris logo]()
$300
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/222:53 am
ORD
- CUN
1 stop9h 11m
Volaris
mié. 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/10![Volaris logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
jue. 7/94:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/7![Volaris logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
mié. 7/84:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/6![Volaris logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
lun. 7/69:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/8![Volaris logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
sáb. 7/44:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/7![Volaris logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
mié. 7/19:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/9![Volaris logo]()
$306
This Justfly.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- GDL
1 stop8h 48m
Volaris
mié. 7/159:22 pm
GDL
- ORD
1 stop7h 30m
Volaris
Deal found 6/6![Volaris logo]()
$317
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/36:21 am
ORD
- TLC
1 stop8h 10m
Volaris
jue. 7/97:52 pm
TLC
- ORD
1 stop7h 49m
Volaris
Deal found 6/11![Volaris logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
sáb. 7/47:35 am
ORD
- CUN
1 stop13h 28m
Volaris
jue. 7/912:49 pm
CUN
- ORD
1 stop12h 06m
Volaris
Deal found 6/6![Volaris logo]()
$295
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
dom. 7/52:53 am
ORD
- CUN
1 stop9h 11m
Volaris
mié. 7/84:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/6![Volaris logo]()
$297
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 junio 11, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated junio 11, 2026.
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
dom. 7/126:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 6/7![Volaris logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
vie. 8/217:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/6![Volaris logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
sáb. 7/47:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/7![Volaris logo]()
$115
This CheapOair deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mié. 8/197:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/6![Volaris logo]()
$116
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 6/10![Volaris logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
sáb. 8/227:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/6![Volaris logo]()
$117
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
mié. 7/81:40 am
ORD
- PVR
1 stop11h 55m
Volaris
Deal found 6/9![Volaris logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 6/6![Volaris logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
mié. 9/27:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/7![Volaris logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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.
mar. 6/301:40 am
ORD
- PVR
1 stop11h 55m
Volaris
Deal found 6/6![Volaris logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/106:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 6/10![Volaris logo]()
$118
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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.
lun. 8/317:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/7![Volaris logo]()
$119
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 junio 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $274 (Kiwi.com) |
One-way from | $111 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $400 |
Good round-trip deal | $319 or less |
Good one-way deal | $103 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mexico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 11, 2026.
Use the filters below to find and compare flights from Chicago to Mexico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
dom. 11/8
12:31 am-4:45 am
Nonstop4h 14m
Mexico City Benito Juarez
mar. 11/17
5:45 am-10:00 am
Nonstop4h 15m
$276
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
vie. 10/16
1:30 am-8:26 am
1 stop7h 56m
Mexico City Toluca Intl
dom. 10/25
7:40 pm-11:45 pm
1 stop27h 05m
$296
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
sáb. 8/22
12:25 pm-3:35 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
sáb. 8/29
7:50 pm-2:50 pm
1 stop18h 00m
$300
Quickest round-trip
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
mié. 8/19
12:25 pm-3:35 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
jue. 9/3
6:52 pm-11:59 pm
Nonstop4h 07m
$304
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
mié. 11/25
12:30 am-10:00 am
1 stop9h 30m
Mexico City Toluca Intl
lun. 12/7
9:05 am-10:50 pm
1 stop13h 45m
$308
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
mié. 9/23
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
lun. 9/28
5:45 am-11:00 am
Nonstop4h 15m
$311
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
sáb. 9/5
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
vie. 9/18
5:45 am-11:00 am
Nonstop4h 15m
$311
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
jue. 10/8
1:30 am-11:41 pm
1 stop23h 11m
Mexico City Toluca Intl
lun. 10/12
9:05 am-11:45 pm
1 stop13h 40m
$318
ChicagoMexico City
ORD - TLC
ORDTLC
Chicago O'Hare Intl
mié. 10/21
1:30 am-6:56 pm
1 stop18h 26m
Mexico City Toluca Intl
dom. 10/25
6:00 am-11:45 pm
1 stop16h 45m
$330
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
mié. 10/7
10:35 am-8:15 pm
1 stop9h 40m
Cancun
mié. 10/14
6:04 am-4:25 pm
2 stops10h 21m
$399
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-SJD
ORD-CUN
ORD-PVR
MDW-CUN
ORD-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-SJD
ORD-CUN
ORD-PVR
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 $618). 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 junio 11, 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 junio 11, 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 (10 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 junio 11, 2026.
See what other customers who have flown with United Airlines,American Airlines, andViva from Chicago to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.6
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Mexico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Mexico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Mexico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Mexico by cabin class
Find flights from Chicago to Mexico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Mexico flights
Browse other Chicago and Mexico flight options. Last updated on junio 11, 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 junio 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$109 | Average$382 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$194 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$146 | Average$477 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$940 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$394 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$222 | Average$576 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$280 | Average$591 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$319 | Average$577 | FlexibilityNo cancel fee | On-time71% |