$107+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MEX
Jun 9 — Jun 161
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
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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 May 10, 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 May 10, 2026.
This Viva deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/5![Viva logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 5/186:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Fri 5/2210:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/7![Frontier logo]()
$246
This Viva deal was found by Cheapflights users on 5/6. 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 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 stop7h 56m
Viva
Mon 10/129:05 am
TLC
- ORD
1 stop13h 40m
Viva
Deal found 5/6![Viva logo]()
$246
This Justfly.com deal was found by Cheapflights users on 5/6. 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.
Sat 6/132:53 am
ORD
- CUN
1 stop9h 01m
Multiple Airlines
Wed 6/1711:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$248
This Viva deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:30 am
ORD
- TLC
1 stop23h 11m
Viva
Sun 9/276:00 am
TLC
- ORD
1 stop16h 45m
Viva
Deal found 5/5![Viva logo]()
$248
This FlightHub deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sun 6/141:59 am
ORD
- CUN
1 stop12h 07m
Multiple Airlines
Thu 6/1811:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$249
This Justfly.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:59 am
ORD
- CUN
1 stop12h 07m
Multiple Airlines
Wed 6/1711:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$250
This Viva deal was found by Cheapflights users on 5/6. 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 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 stop7h 55m
Viva
Mon 11/166:01 am
TLC
- ORD
1 stop16h 44m
Viva
Deal found 5/6![Viva logo]()
$251
This Super.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Sat 7/1111:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/5![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 5/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
ORD
- CUN
Nonstop3h 49m
Frontier
Sun 7/1211:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/6![Frontier logo]()
$254
This Viva deal was found by Cheapflights users on 5/7. 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.
Mon 9/71:30 am
ORD
- TLC
1 stop8h 00m
Viva
Thu 2/253:05 pm
TLC
- ORD
1 stop7h 45m
Viva
Deal found 5/7![Viva logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Sat 7/46:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Thu 7/911:00 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 5/6![Frontier logo]()
$257
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 May 10, 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 May 10, 2026.
This Viva deal was found by Cheapflights users on 5/6. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:30 pm
ORD
- GDL
Nonstop4h 10m
Viva
Sat 10/36:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 5/6![Viva logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Wed 5/277:35 am
ORD
- GDL
1 stop11h 18m
Multiple Airlines
Sat 6/66:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 5/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:22 am
MDW
- CUN
2 stops10h 54m
Delta
Fri 5/228:00 am
CUN
- MDW
2 stops10h 33m
Delta
Deal found 5/7![Delta logo]()
$390
This FlightHub deal was found by Cheapflights users on 5/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:23 pm
MDW
- GDL
Nonstop4h 24m
Volaris
Sat 6/62:31 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/9![Volaris logo]()
$406
This Southwest deal was found by Cheapflights users on 5/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
- CUN
1 stop6h 20m
Southwest
Sat 6/132:15 pm
CUN
- MDW
1 stop7h 40m
Southwest
Deal found 5/9![Southwest logo]()
$449
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 6/2010:33 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Tue 6/233:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Deal found 5/8![United Airlines logo]()
$460
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
ORD
- SJD
1 stop9h 32m
Alaska Airlines
Fri 5/2911:20 am
SJD
- ORD
1 stop17h 00m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$486
This Viva deal was found by Cheapflights users on 5/9. 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.
Wed 9/231:30 am
ORD
- MEX
1 stop19h 55m
Viva
Wed 9/305:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/9![Viva logo]()
$274
This Viva deal was found by Cheapflights users on 5/8. 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.
Tue 10/612:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
Tue 10/206:50 pm
GDL
- ORD
Nonstop4h 15m
Viva
Deal found 5/8![Viva logo]()
$280
This Viva deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:30 am
ORD
- MEX
1 stop21h 30m
Viva
Wed 9/235:45 am
MEX
- ORD
Nonstop4h 15m
Viva
Deal found 5/5![Viva logo]()
$300
This Viva deal was found by Cheapflights users on 5/9. 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.
Wed 9/231:30 am
ORD
- GDL
1 stop20h 30m
Viva
Sun 9/276:10 am
GDL
- ORD
1 stop16h 45m
Viva
Deal found 5/9![Viva logo]()
$300
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/261:26 pm
MDW
- CUN
2 stops19h 29m
Delta
Wed 7/18:00 am
CUN
- MDW
1 stop7h 40m
Delta
Deal found 5/5![Delta logo]()
$403
This Volaris deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 10/3112:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/5![Volaris logo]()
$412
This Viva deal was found by Cheapflights users on 5/6. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Sun 9/67:25 am
MEX
- ORD
1 stop15h 30m
Viva
Deal found 5/6![Viva logo]()
$301
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/1411:30 am
ORD
- CUN
2 stops8h 45m
Delta
Tue 7/218:00 am
CUN
- ORD
1 stop10h 45m
Delta
Deal found 5/5![Delta logo]()
$403
This Volaris deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 10/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 10/2112:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/4![Volaris logo]()
$412
This Southwest deal was found by Cheapflights users on 5/8. 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.
Sat 5/166:10 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 5/1711:55 am
CUN
- MDW
1 stop8h 40m
Southwest
Deal found 5/8![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 5/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
ORD
- CUN
2 stops13h 16m
Delta
Sat 6/612:50 pm
CUN
- ORD
1 stop9h 06m
Delta
Deal found 5/8![Delta logo]()
$403
This Viva deal was found by Cheapflights users on 5/6. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:30 pm
ORD
- GDL
Nonstop4h 10m
Viva
Fri 9/188:29 am
GDL
- ORD
1 stop14h 26m
Viva
Deal found 5/6![Viva logo]()
$313
This Volaris deal was found by Cheapflights users on 5/7. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 10/2512:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 5/7![Volaris logo]()
$421
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Tue 5/199:17 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Tue 5/263:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Deal found 5/9![United Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/297:00 am
ORD
- CUN
2 stops13h 16m
Delta
Tue 6/28:09 am
CUN
- ORD
2 stops12h 17m
Delta
Deal found 5/5![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 5/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:15 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 8/81:30 pm
CUN
- MDW
1 stop5h 50m
Southwest
Deal found 5/6![Southwest logo]()
$504
This Viva deal was found by Cheapflights users on 5/7. 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.
Sun 10/1112:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
Mon 10/1911:00 am
GDL
- ORD
1 stop11h 45m
Viva
Deal found 5/7![Viva logo]()
$322
This Delta deal was found by Cheapflights users on 5/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:01 am
ORD
- CUN
2 stops13h 24m
Delta
Fri 7/102:10 pm
CUN
- ORD
1 stop7h 42m
Delta
Deal found 5/7![Delta logo]()
$403
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:00 am
ORD
- SJD
2 stops13h 38m
Alaska Airlines
Fri 8/710:45 am
SJD
- ORD
1 stop10h 51m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$608
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:30 am
ORD
- PVR
1 stop6h 40m
United Airlines
Sat 6/612:19 pm
PVR
- ORD
Nonstop4h 16m
United Airlines
Deal found 5/6![United Airlines logo]()
$555
This Southwest deal was found by Cheapflights users on 5/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:30 am
MDW
- CUN
1 stop8h 25m
Southwest
Sat 8/110:05 am
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/9![Southwest logo]()
$516
This Volaris deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 8/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Fri 8/77:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 5/4![Volaris logo]()
$478
This Viva deal was found by Cheapflights users on 5/7. 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.
Wed 9/231:30 am
ORD
- MEX
1 stop8h 05m
Viva
Mon 10/54:00 pm
MEX
- ORD
1 stop7h 05m
Viva
Deal found 5/7![Viva logo]()
$327
Last-minute flights from Chicago to MexicoDiscover last-minute flight deals from Chicago to Mexico. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mexico. Data last updated May 10, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 5/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Wed 5/1310:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/6![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Sun 5/106:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Fri 5/2210:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/6![Frontier logo]()
$274
This Frontier deal was found by Cheapflights users on 5/6. 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 Frontier 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
Tue 5/1910:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/6![Frontier logo]()
$259
This Super.com deal was found by Cheapflights users on 5/7. 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.
Mon 5/116:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Fri 5/2210:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/7![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Tue 5/126:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Thu 5/1410:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/6![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Tue 5/127:35 am
ORD
- GDL
1 stop13h 43m
Multiple Airlines
Thu 6/46:50 pm
GDL
- ORD
Nonstop4h 05m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 5/186:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Fri 5/2210:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 5/7![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/181:40 am
ORD
- MEX
Nonstop4h 10m
Multiple Airlines
Thu 6/115:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:49 pm
ORD
- MEX
1 stop7h 11m
Multiple Airlines
Wed 6/105:45 am
MEX
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$307
This Justfly.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:59 am
ORD
- CUN
1 stop12h 07m
Multiple Airlines
Wed 6/1711:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$250
This Justfly.com deal was found by Cheapflights users on 5/6. 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.
Sat 6/132:53 am
ORD
- CUN
1 stop9h 01m
Multiple Airlines
Wed 6/1711:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$248
This FlightHub deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sun 6/141:59 am
ORD
- CUN
1 stop12h 07m
Multiple Airlines
Thu 6/1811:00 am
CUN
- ORD
Nonstop4h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$249
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 May 10, 2026.
Search for one-way flight options from Chicago to Mexico. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:25 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/8![Viva logo]()
$107
This Super.com deal was found by Cheapflights users on 5/9. 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.
Wed 9/3012:30 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/9![Viva logo]()
$109
This Viva deal was found by Cheapflights users on 5/7. 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.
Fri 9/1812:30 pm
ORD
- GDL
Nonstop4h 10m
Viva
Deal found 5/7![Viva logo]()
$111
This Mytrip deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Wed 9/21:30 am
ORD
- MEX
Nonstop4h 10m
Viva
Deal found 5/5![Viva logo]()
$112
This Jetabroad deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 pm
ORD
- GDL
Nonstop4h 05m
Viva
Deal found 5/5![Viva logo]()
$114
This Super.com deal was found by Cheapflights users on 5/9. 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.
Mon 10/122:53 am
ORD
- GDL
Nonstop4h 04m
Volaris
Deal found 5/9![Volaris logo]()
$115
This Viva deal was found by Cheapflights users on 5/7. 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.
Mon 11/212:30 am
ORD
- TLC
1 stop7h 55m
Viva
Deal found 5/7![Viva logo]()
$115
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:49 pm
ORD
- GDL
Nonstop4h 04m
Volaris
Deal found 5/8![Volaris logo]()
$116
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:53 am
ORD
- GDL
Nonstop4h 04m
Volaris
Deal found 5/8![Volaris logo]()
$117
This FlightHub deal was found by Cheapflights users on 5/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 5/8![Volaris logo]()
$117
This eDestinos deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sun 5/176:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Deal found 5/5![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 5/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:21 am
ORD
- SJD
1 stop10h 30m
Volaris
Deal found 5/8![Volaris logo]()
$118
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $246 (Viva) |
One-way from | $107 (Mytrip) |
Popular in | December |
Cheapest in | January |
Average price | $371 |
Good round-trip deal | $307 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 May 10, 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
Wed 9/30
12:30 pm-3:40 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Sat 10/3
6:50 pm-12:05 am
Nonstop4h 15m
$272
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Wed 9/23
1:30 am-8:25 pm
1 stop19h 55m
Mexico City Benito Juarez
Wed 9/30
5:45 am-11:00 am
Nonstop4h 15m
$274
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Tue 10/6
12:30 pm-3:35 pm
Nonstop4h 05m
Guadalajara Miguel Hidal
Tue 10/20
6:50 pm-12:05 am
Nonstop4h 15m
$280
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Wed 9/16
1:30 am-10:00 pm
1 stop21h 30m
Mexico City Benito Juarez
Wed 9/23
5:45 am-11:00 am
Nonstop4h 15m
$300
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Wed 9/23
1:30 am-9:00 pm
1 stop20h 30m
Guadalajara Miguel Hidal
Sun 9/27
6:10 am-11:55 pm
1 stop16h 45m
$300
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Wed 9/2
1:30 am-4:40 am
Nonstop4h 10m
Mexico City Benito Juarez
Sun 9/6
7:25 am-11:55 pm
1 stop15h 30m
$301
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Sun 9/13
12:30 pm-3:40 pm
Nonstop4h 10m
Guadalajara Miguel Hidal
Fri 9/18
8:29 am-11:55 pm
1 stop14h 26m
$313
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Wed 5/27
7:35 am-5:53 pm
1 stop11h 18m
Guadalajara Miguel Hidal
Sat 6/6
6:50 pm-11:55 pm
Nonstop4h 05m
$320
ChicagoGuadalajara
ORD - GDL
ORDGDL
Chicago O'Hare Intl
Sun 10/11
12:30 pm-3:35 pm
Nonstop4h 05m
Guadalajara Miguel Hidal
Mon 10/19
11:00 am-11:45 pm
1 stop11h 45m
$322
ChicagoMexico City
ORD - MEX
ORDMEX
Chicago O'Hare Intl
Wed 9/23
1:30 am-8:35 am
1 stop8h 05m
Mexico City Benito Juarez
Mon 10/5
4:00 pm-12:05 am
1 stop7h 05m
$327
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-CUN
ORD-MEX
ORD-GDL
ORD-TLC
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-CUN
ORD-MEX
ORD-GDL
ORD-TLC
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 May 10, 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 1% 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 May 10, 2026.
The most flights from CHI to MX0 are scheduled on a Saturday (16 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 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 May 10, 2026.
See what other customers who have flown with United Airlines,American Airlines, andViva from Chicago to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Mexico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 May 10, 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 May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$109 | Average$378 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$129 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$145 | Average$351 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$146 | Average$466 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$828 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$572 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$260 | Average$561 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% |