$129+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Jul 21 — Jul 281
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Mexico with Cheapflights
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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 June 21, 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 June 21, 2026.
This Gotogate deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Tue 9/291:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/19![Volaris logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Sun 9/201:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/18![Volaris logo]()
$339
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Sun 8/301:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/18![Volaris logo]()
$356
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/2610:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/18![Volaris logo]()
$357
This FlightHub deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/188:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Tue 7/2110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/19![Volaris logo]()
$363
This Gotogate deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Sun 10/181:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/18![Volaris logo]()
$369
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Sat 6/2710:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/16![Volaris logo]()
$370
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 7/911:10 am
CUN
- MDW
1 stop9h 22m
Volaris
Deal found 6/16![Volaris logo]()
$371
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Sun 6/2810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/16![Volaris logo]()
$372
This Justfly.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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.
Fri 8/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 8/3110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/20![Volaris logo]()
$373
This FlightHub deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/18![Volaris logo]()
$376
This FlightHub deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/18:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 7/610:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/20![Volaris logo]()
$377
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 June 21, 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 June 21, 2026.
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 10/69:30 am
MDW
- CUN
2 stops10h 45m
Delta
Fri 10/162:00 pm
CUN
- MDW
1 stop8h 10m
Delta
Deal found 6/18![Delta logo]()
$452
This FlightHub deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
Tue 6/307:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Thu 8/201:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/16![Volaris logo]()
$454
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/107:30 am
MDW
- CUN
1 stop6h 40m
Southwest
Fri 9/111:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/19![Southwest logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/141:02 pm
MDW
- MLM
1 stop8h 07m
Multiple Airlines
Mon 9/288:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$574
This CheapOair deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 9/46:05 am
MDW
- MLM
2 stops39h 18m
Frontier
Mon 9/78:14 am
MLM
- MDW
Nonstop4h 01m
Frontier
Deal found 6/20![Frontier logo]()
$597
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 10/162:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Tue 10/208:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/17![Volaris logo]()
$456
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 9/146:05 am
MDW
- MEX
1 stop8h 50m
Delta
Tue 9/291:10 pm
MEX
- MDW
1 stop8h 15m
Delta
Deal found 6/16![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 9/188:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 9/251:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/18![Southwest logo]()
$487
This CheapOair deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:49 pm
MDW
- MEX
1 stop11h 36m
Volaris
Sat 8/17:00 am
MEX
- MDW
1 stop9h 26m
Volaris
Deal found 6/20![Volaris logo]()
$474
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/266:05 am
MDW
- MEX
2 stops13h 00m
Delta
Tue 9/87:00 am
MEX
- MDW
2 stops14h 45m
Delta
Deal found 6/15![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 10/259:30 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 10/312:05 pm
CUN
- MDW
1 stop10h 00m
Southwest
Deal found 6/16![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 06m
Delta
Deal found 6/18![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:35 pm
MDW
- CUN
1 stop15h 30m
Southwest
Tue 7/1412:40 pm
CUN
- MDW
1 stop6h 25m
Southwest
Deal found 6/17![Southwest logo]()
$502
This FlightHub deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/112:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 10/38:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/17![Volaris logo]()
$509
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/228:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Wed 7/298:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$633
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/226:05 am
MDW
- MEX
1 stop6h 50m
Delta
Wed 8/261:20 pm
MEX
- MDW
1 stop8h 16m
Delta
Deal found 6/18![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:05 am
MDW
- CUN
1 stop8h 05m
Southwest
Mon 7/204:10 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/20![Southwest logo]()
$515
This Volaris deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Sun 7/121:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/19![Volaris logo]()
$524
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/228:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Wed 8/58:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/1211:35 am
MDW
- MEX
1 stop11h 15m
Delta
Thu 9/1711:15 am
MEX
- MDW
1 stop10h 10m
Delta
Deal found 6/17![Delta logo]()
$486
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/2110:54 am
MDW
- MEX
1 stop9h 11m
Delta
Mon 8/241:20 pm
MEX
- MDW
1 stop8h 16m
Delta
Deal found 6/17![Delta logo]()
$486
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 8/248:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/17![Volaris logo]()
$547
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:50 am
MDW
- PVR
1 stop8h 15m
Southwest
Sun 7/2612:55 pm
PVR
- MDW
1 stop10h 25m
Southwest
Deal found 6/19![Southwest logo]()
$556
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/296:05 am
MDW
- MEX
1 stop14h 00m
Delta
Sat 9/57:05 am
MEX
- MDW
1 stop7h 39m
Delta
Deal found 6/20![Delta logo]()
$486
This Volaris deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/127:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Thu 7/231:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/20![Volaris logo]()
$552
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/86:50 am
MDW
- PVR
1 stop7h 40m
Southwest
Wed 8/122:15 pm
PVR
- MDW
1 stop7h 55m
Southwest
Deal found 6/19![Southwest logo]()
$556
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 6/306:58 pm
MDW
- MEX
1 stop17h 32m
Delta
Thu 7/91:55 pm
MEX
- MDW
1 stop17h 42m
Delta
Deal found 6/19![Delta logo]()
$486
This Volaris deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 9/98:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Mon 9/148:09 am
MTY
- MDW
1 stop9h 55m
Volaris
Deal found 6/20![Volaris logo]()
$558
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/247:10 am
MDW
- PVR
1 stop8h 05m
Southwest
Sun 9/2711:50 am
PVR
- MDW
1 stop11h 20m
Southwest
Deal found 6/17![Southwest logo]()
$566
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/1412:46 pm
MDW
- MEX
1 stop7h 19m
Delta
Tue 8/188:35 am
MEX
- MDW
2 stops13h 01m
Delta
Deal found 6/19![Delta logo]()
$490
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated June 21, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated June 21, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Sat 6/2710:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/16![Volaris logo]()
$370
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Sun 6/2810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/16![Volaris logo]()
$372
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/2610:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/18![Volaris logo]()
$357
This FlightHub deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Wed 7/110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/19![Volaris logo]()
$380
This Super.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 6/298:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/310:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/19![Volaris logo]()
$382
This Trip.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Thu 8/271:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/17![Volaris logo]()
$381
This FlightHub deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/18:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 7/610:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/20![Volaris logo]()
$377
This Super.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/18:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Wed 7/810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/20![Volaris logo]()
$383
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 7/911:10 am
CUN
- MDW
1 stop9h 22m
Volaris
Deal found 6/16![Volaris logo]()
$371
This FlightHub deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/18![Volaris logo]()
$376
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/108:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 7/1310:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/18![Volaris logo]()
$385
This FlightHub deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/188:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Tue 7/2110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/19![Volaris logo]()
$363
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 June 21, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
This Gotogate deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/19![Volaris logo]()
$129
This Justfly.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/188:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Deal found 6/19![Volaris logo]()
$130
This Super.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/38:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/19![Volaris logo]()
$134
This Super.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/168:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/19![Volaris logo]()
$135
This CheapOair deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/16![Volaris logo]()
$137
This Gotogate deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Deal found 6/20![Volaris logo]()
$138
This Mytrip deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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.
Thu 7/238:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/21![Volaris logo]()
$140
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/17![Volaris logo]()
$142
This Super.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/218:49 pm
MDW
- MEX
1 stop11h 36m
Volaris
Deal found 6/18![Volaris logo]()
$145
This Super.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/68:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Deal found 6/19![Volaris logo]()
$154
This Super.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/208:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Deal found 6/20![Volaris logo]()
$156
This CheapOair deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Deal found 6/19![Volaris logo]()
$157
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 June 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Gotogate) |
One-way from | $129 (Gotogate) |
Popular in | December |
Cheapest in | January |
Average price | $400 |
Good round-trip deal | $341 or less |
Good one-way deal | $124 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 June 21, 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
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 10/6
9:30 am-8:15 pm
2 stops10h 45m
Cancun
Fri 10/16
2:00 pm-10:10 pm
1 stop8h 10m
$452
ChicagoSan Luis Potosí
MDW - SLP
MDWSLP
Chicago Midway
Tue 6/30
7:30 pm-10:15 pm
Nonstop3h 45m
San Luis Potosi
Thu 8/20
1:29 pm-6:05 pm
Nonstop3h 36m
$454
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Fri 10/16
2:32 pm-5:31 pm
Nonstop3h 59m
Morelia
Tue 10/20
8:14 am-1:15 pm
Nonstop4h 01m
$456
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sat 6/27
8:49 pm-7:25 am
1 stop11h 36m
Mexico City Benito Juarez
Sat 8/1
7:00 am-5:26 pm
1 stop9h 26m
$474
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Mon 9/14
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Tue 9/29
1:10 pm-10:25 pm
1 stop8h 15m
$476
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 8/26
6:05 am-6:05 pm
2 stops13h 00m
Mexico City Benito Juarez
Tue 9/8
7:00 am-10:45 pm
2 stops14h 45m
$476
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-4:11 pm
1 stop8h 06m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sat 8/22
6:05 am-11:55 am
1 stop6h 50m
Mexico City Benito Juarez
Wed 8/26
1:20 pm-10:36 pm
1 stop8h 16m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sat 9/12
11:35 am-9:50 pm
1 stop11h 15m
Mexico City Benito Juarez
Thu 9/17
11:15 am-10:25 pm
1 stop10h 10m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 8/21
10:54 am-7:05 pm
1 stop9h 11m
Mexico City Benito Juarez
Mon 8/24
1:20 pm-10:36 pm
1 stop8h 16m
$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-CUN
MDW-SLP
MDW-MLM
MDW-MEX
MDW-PVR
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-CUN
MDW-SLP
MDW-MLM
MDW-MEX
What is the cheapest month to book a flight from Chicago Midway Airport to Mexico?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Mexico (average of $101). Flying from Chicago Midway Airport to Mexico in May is currently the most expensive (average of $216). 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 June 21, 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 19% of weekly flights between Chicago and Mexico have experienced delays in the past year, with the average delay time being 150 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 in the early afternoon 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 16% 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 June 21, 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.
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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 June 21, 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 June 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$464 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$194 | Average$610 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$468 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$448 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$301 | Average$627 | FlexibilityNo cancel fee | On-time63% |