$144+ Cheap flights from Midway (MDW) 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Aug 31 — Sep 71
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Mexico with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Midway to MexicoExplore the most affordable flight options available from Midway to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from Midway to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
This Super.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 8/3110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/27![Volaris logo]()
$348
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 8/2810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/31![Volaris logo]()
$351
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$361
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Fri 8/282:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$363
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 9/1110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/29![Volaris logo]()
$363
This Super.com deal was found by Cheapflights users on 7/28. 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.
Wed 9/98:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 9/1310:00 am
MEX
- MDW
1 stop8h 04m
Volaris
Deal found 7/28![Volaris logo]()
$365
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Wed 8/266:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 7/30![Volaris logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Wed 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Multiple Airlines
Mon 8/317:57 am
GDL
- MDW
2 stops13h 50m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$366
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 9/410:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/29![Volaris logo]()
$367
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/29![Volaris logo]()
$368
Best flights from Midway to MexicoDiscover carefully curated flight deals from Midway to Mexico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from Midway to Mexico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:05 am
MDW
- MEX
1 stop6h 50m
Delta
Sat 9/128:00 am
MEX
- MDW
2 stops13h 44m
Delta
Deal found 7/31![Delta logo]()
$446
This Volaris deal was found by Cheapflights users on 7/29. 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.
Fri 8/218:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Fri 9/48:09 am
MTY
- MDW
1 stop9h 55m
Volaris
Deal found 7/29![Volaris logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/121:06 pm
MDW
- MLM
3 stops26h 50m
Multiple Airlines
Sat 9/268:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am
MDW
- CUN
2 stops9h 15m
Southwest
Sun 11/18:20 am
CUN
- MDW
2 stops9h 40m
Southwest
Deal found 7/29![Southwest logo]()
$506
This FlightHub deal was found by Cheapflights users on 7/29. 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.
Thu 8/209:26 pm
MDW
- MLM
1 stop23h 43m
Frontier
Thu 9/177:58 am
MLM
- MDW
2 stops32h 53m
Frontier
Deal found 7/29![Frontier logo]()
$523
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/114:30 pm
MDW
- MEX
1 stop6h 20m
Delta
Tue 9/227:05 am
MEX
- MDW
1 stop8h 10m
Delta
Deal found 7/31![Delta logo]()
$446
This Volaris deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/198:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Mon 8/248:09 am
MTY
- MDW
1 stop9h 55m
Volaris
Deal found 7/30![Volaris logo]()
$486
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/116:05 am
MDW
- MEX
1 stop8h 50m
Delta
Tue 9/291:20 pm
MEX
- MDW
1 stop8h 24m
Delta
Deal found 7/31![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 11/179:55 am
MDW
- CUN
2 stops8h 50m
Southwest
Sat 11/212:35 pm
CUN
- MDW
2 stops9h 30m
Southwest
Deal found 7/31![Southwest logo]()
$533
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/256:05 am
MDW
- MEX
1 stop8h 50m
Delta
Sat 10/37:05 am
MEX
- MDW
1 stop7h 19m
Delta
Deal found 7/30![Delta logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:30 pm
MDW
- MLM
3 stops19h 58m
Multiple Airlines
Sat 9/198:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/127:30 pm
MDW
- MLM
2 stops24h 05m
Volaris
Sat 9/268:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/30![Volaris logo]()
$497
This FlightHub deal was found by Cheapflights users on 7/28. 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 9/511:45 am
MDW
- MLM
2 stops18h 10m
Frontier
Sat 9/1210:25 am
MLM
- MDW
2 stops24h 34m
Frontier
Deal found 7/28![Frontier logo]()
$550
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:10 am
MDW
- SJD
1 stop7h 00m
Southwest
Tue 10/271:30 pm
SJD
- MDW
1 stop7h 40m
Southwest
Deal found 7/29![Southwest logo]()
$543
This Delta deal was found by Cheapflights users on 7/27. 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 9/210:54 am
MDW
- MEX
1 stop9h 11m
Delta
Tue 9/227:05 am
MEX
- MDW
1 stop8h 10m
Delta
Deal found 7/27![Delta logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Fri 9/118:23 pm
MDW
- MLM
2 stops26h 26m
Volaris
Fri 9/188:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/28![Volaris logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/57:30 pm
MDW
- MLM
2 stops20h 26m
Multiple Airlines
Sat 9/128:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$575
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/276:05 am
MDW
- MLM
2 stops23h 50m
Frontier
Thu 9/38:14 am
MLM
- MDW
Nonstop4h 01m
Frontier
Deal found 7/30![Frontier logo]()
$586
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 am
MDW
- CUN
2 stops9h 30m
Southwest
Wed 8/192:10 pm
CUN
- MDW
1 stop9h 00m
Southwest
Deal found 7/29![Southwest logo]()
$545
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am
MDW
- CUN
1 stop5h 20m
Delta
Wed 9/28:05 am
CUN
- MDW
1 stop7h 39m
Delta
Deal found 7/30![Delta logo]()
$457
This Mytrip deal was found by Cheapflights users on 7/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sun 8/307:07 pm
MLM
- MDW
2 stops22h 57m
Volaris
Deal found 7/26![Volaris logo]()
$529
This Justfly.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Wed 10/2812:03 pm
MDW
- MLM
2 stops33h 20m
Frontier
Wed 11/410:25 am
MLM
- MDW
2 stops24h 33m
Frontier
Deal found 7/31![Frontier logo]()
$589
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 12/21:00 pm
MDW
- CUN
1 stop7h 10m
Delta
Wed 12/91:40 pm
CUN
- MDW
1 stop10h 16m
Delta
Deal found 7/30![Delta logo]()
$457
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 11/18:55 am
MDW
- CUN
Nonstop3h 45m
Southwest
Mon 11/911:20 am
CUN
- MDW
1 stop9h 50m
Southwest
Deal found 7/30![Southwest logo]()
$559
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:54 am
MDW
- CUN
1 stop9h 11m
Delta
Wed 9/22:10 pm
CUN
- MDW
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$457
This Super.com deal was found by Cheapflights users on 7/27. 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.
Fri 9/42:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 9/128:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/27![Volaris logo]()
$558
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:40 am
MDW
- PVR
1 stop7h 50m
Southwest
Tue 8/252:15 pm
PVR
- MDW
1 stop7h 55m
Southwest
Deal found 7/28![Southwest logo]()
$573
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/122:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 9/198:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/28![Volaris logo]()
$565
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:25 am
MDW
- PVR
1 stop5h 55m
Southwest
Sun 9/2011:50 am
PVR
- MDW
1 stop11h 25m
Southwest
Deal found 7/29![Southwest logo]()
$576
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/2010:59 am
MDW
- MEX
1 stop11h 51m
Delta
Sat 10/2411:10 am
MEX
- MDW
1 stop10h 23m
Delta
Deal found 7/31![Delta logo]()
$490
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated August 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Wed 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Multiple Airlines
Mon 8/317:57 am
GDL
- MDW
2 stops13h 50m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$366
This Super.com deal was found by Cheapflights users on 7/28. 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.
Wed 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 8/262:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/28![Volaris logo]()
$369
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/29![Volaris logo]()
$368
This Super.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 8/3110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/27![Volaris logo]()
$348
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 8/2810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/31![Volaris logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$360
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Wed 8/266:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 7/30![Volaris logo]()
$366
This Super.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Wed 8/266:00 am
MTY
- MDW
1 stop12h 04m
Volaris
Deal found 7/27![Volaris logo]()
$368
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Wed 9/22:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$359
This CheapOair deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Fri 8/282:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/27![Volaris logo]()
$363
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 9/410:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/29![Volaris logo]()
$367
One-way flights from Midway to MexicoSearch for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This Super.com deal was found by Cheapflights users on 7/27. 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.
Fri 8/148:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/27![Volaris logo]()
$144
This Super.com deal was found by Cheapflights users on 7/27. 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 8/138:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/27![Volaris logo]()
$148
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/29![Volaris logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/29![Volaris logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/27![Volaris logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Wed 9/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/28![Volaris logo]()
$158
This Super.com deal was found by Cheapflights users on 7/27. 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.
Fri 11/66:07 pm
MDW
- GDL
Nonstop4h 30m
Volaris
Deal found 7/27![Volaris logo]()
$159
This Frontier deal was found by Cheapflights users on 7/29. 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 10/131:02 pm
MDW
- MEX
1 stop10h 43m
Frontier
Deal found 7/29![Frontier logo]()
$161
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Deal found 7/29![Volaris logo]()
$164
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/158:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Deal found 7/31![Volaris logo]()
$164
This Super.com deal was found by Cheapflights users on 7/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:49 pm
MDW
- QRO
1 stop11h 08m
Volaris
Deal found 7/29![Volaris logo]()
$164
This Travelocity deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:06 pm
MDW
- MEX
1 stop10h 39m
Frontier
Deal found 7/30![Frontier logo]()
$166
Find flight deals from Midway to Mexico
Keep the following information in mind while searching for Midway to Mexico flight deals. Data was last updated August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $348 (Super.com) |
One-way from | $144 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $411 |
Good round-trip deal | $361 or less |
Good one-way deal | $144 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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 August 1, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Mexico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sun 9/6
6:05 am-11:55 am
1 stop6h 50m
Mexico City Benito Juarez
Sat 9/12
8:00 am-10:44 pm
2 stops13h 44m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 9/11
4:30 pm-9:50 pm
1 stop6h 20m
Mexico City Benito Juarez
Tue 9/22
7:05 am-4:15 pm
1 stop8h 10m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 9/11
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Tue 9/29
1:20 pm-10:44 pm
1 stop8h 24m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 9/25
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Sat 10/3
7:05 am-3:24 pm
1 stop7h 19m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 9/2
10:54 am-7:05 pm
1 stop9h 11m
Mexico City Benito Juarez
Tue 9/22
7:05 am-4:15 pm
1 stop8h 10m
$456
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 8/25
6:05 am-11:25 am
1 stop5h 20m
Cancun
Wed 9/2
8:05 am-3:44 pm
1 stop7h 39m
$457
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Wed 12/2
1:00 pm-9:10 pm
1 stop7h 10m
Cancun
Wed 12/9
1:40 pm-10:56 pm
1 stop10h 16m
$457
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Wed 8/26
10:54 am-8:05 pm
1 stop9h 11m
Cancun
Wed 9/2
2:10 pm-10:36 pm
1 stop8h 26m
$457
ChicagoMonterrey
MDW - MTY
MDWMTY
Chicago Midway
Fri 8/21
8:23 pm-7:31 am
1 stop12h 08m
Monterrey Gen Mariano Escobedo
Fri 9/4
8:09 am-7:04 pm
1 stop9h 55m
$484
ChicagoMonterrey
MDW - MTY
MDWMTY
Chicago Midway
Wed 8/19
8:23 pm-7:31 am
1 stop12h 08m
Monterrey Gen Mariano Escobedo
Mon 8/24
8:09 am-7:04 pm
1 stop9h 55m
$486
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to Mexico
Have a flexible travel schedule? Discover the best time to fly to Mexico from Midway with our price prediction graph.
MDW-MEX
MDW-MTY
MDW-MLM
MDW-CUN
MDW-SJD
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 Midway Airport to Mexico
MDW-MX0
MDW-MEX
MDW-MTY
MDW-MLM
MDW-CUN
What is the cheapest month to book a flight from Chicago Midway Airport to Mexico?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $361). Flying from Chicago Midway Airport to Mexico in December is currently the most expensive (average of $818). 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 MDW to MX?
Find hourly flight availability from Midway 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 August 1, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to Mexico is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 14% on airfare.
How often are flights from Chicago to Mexico delayed?
About 21% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 139 minutes.
What is the most punctual flight time for Chicago to Mexico flights?
Historically, flights departing in the evening 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?
Wednesday 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, Volaris have had the lowest number of delays on this route, with just 17% of flights being delayed.
How far ahead should I book a flight from Chicago Midway Airport to Mexico?
The best time to book flights from Chicago Midway Airport to Mexico is 57 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 August 1, 2026.
See what other customers who have flown with Southwest,Delta, andAeromexico from Chicago Midway Airport 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.
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway 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 Midway 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 Midway to Mexico by cabin class
Find flights from Midway to Mexico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Mexico flights
Browse other Midway and Mexico flight options. Last updated on August 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Mexico flights
Consider these flights traveling from Midway to Mexico.
Fly to Mexico regions
Consider these flights traveling to Mexico regions.
Top 5 airlines flying from Midway to Mexico
Discover the top 5 airlines that operate flights from Midway 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$408 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$425 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$206 | Average$432 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$312 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$410 | FlexibilityNo cancel fee | On-timeN/A |