$130+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Jun 30 — Jul 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 May 31, 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 May 31, 2026.
This Super.com deal was found by Cheapflights users on 5/27. 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 10/168:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Mon 10/1910:00 am
MEX
- MDW
1 stop8h 04m
Volaris
Deal found 5/27![Volaris logo]()
$288
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Mon 10/196:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/27![Volaris logo]()
$297
This Super.com deal was found by Cheapflights users on 5/30. 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.
Sat 10/102:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 10/248:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/30![Volaris logo]()
$298
This Super.com deal was found by Cheapflights users on 5/29. 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 9/188:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 9/276:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/29![Volaris logo]()
$319
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 10/256:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/27![Volaris logo]()
$323
This Super.com deal was found by Cheapflights users on 5/27. 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 10/238:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Mon 10/266:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/27![Volaris logo]()
$333
This Justfly.com deal was found by Cheapflights users on 5/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 10/262:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/27![Volaris logo]()
$339
This Super.com deal was found by Cheapflights users on 5/27. 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 6/88:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/1110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 5/27![Volaris logo]()
$342
This Super.com deal was found by Cheapflights users on 5/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 10/112:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/26![Volaris logo]()
$343
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 10/122:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/27![Volaris logo]()
$344
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Mon 9/2110:00 am
MEX
- MDW
1 stop8h 04m
Volaris
Deal found 5/27![Volaris logo]()
$345
This Super.com deal was found by Cheapflights users on 5/29. 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 9/238:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Wed 9/306:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/29![Volaris logo]()
$346
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 May 31, 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 May 31, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Wed 10/78:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/26![Volaris logo]()
$359
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:55 am
MDW
- CUN
1 stop9h 30m
Delta
Wed 7/812:35 pm
CUN
- MDW
1 stop9h 40m
Delta
Deal found 5/26![Delta logo]()
$408
This Southwest deal was found by Cheapflights users on 5/29. 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 6/288:05 am
MDW
- CUN
1 stop5h 55m
Southwest
Tue 6/303:05 pm
CUN
- MDW
Nonstop3h 30m
Southwest
Deal found 5/29![Southwest logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Tue 9/157:30 pm
MDW
- MLM
2 stops20h 26m
Multiple Airlines
Mon 10/128:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 8/1312:46 pm
MDW
- CUN
1 stop7h 19m
Delta
Mon 8/178:05 am
CUN
- MDW
1 stop8h 10m
Delta
Deal found 5/27![Delta logo]()
$408
This FlightHub deal was found by Cheapflights users on 5/30. 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.
Sun 6/288:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 7/57:00 am
MEX
- MDW
1 stop12h 32m
Volaris
Deal found 5/30![Volaris logo]()
$418
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:58 pm
MDW
- CUN
1 stop16h 38m
Delta
Wed 6/178:00 am
CUN
- MDW
1 stop8h 16m
Delta
Deal found 5/25![Delta logo]()
$438
This Southwest deal was found by Cheapflights users on 5/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:00 am
MDW
- CUN
2 stops8h 40m
Southwest
Fri 7/104:10 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/27![Southwest logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:32 pm
MDW
- MLM
Nonstop3h 59m
Multiple Airlines
Fri 10/26:40 am
MLM
- MDW
1 stop28h 27m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:23 am
MDW
- CUN
1 stop13h 53m
Delta
Wed 6/178:00 am
CUN
- MDW
1 stop8h 16m
Delta
Deal found 5/25![Delta logo]()
$438
This Super.com deal was found by Cheapflights users on 5/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 10/128:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/26![Volaris logo]()
$484
This Southwest deal was found by Cheapflights users on 5/29. 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 6/219:40 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 6/272:15 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/29![Southwest logo]()
$499
This Southwest deal was found by Cheapflights users on 5/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 7/314:10 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 5/27![Southwest logo]()
$501
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:22 am
MDW
- CUN
2 stops10h 54m
Delta
Fri 6/128:00 am
CUN
- MDW
2 stops25h 14m
Delta
Deal found 5/25![Delta logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 9/148:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/25![Volaris logo]()
$563
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:23 am
MDW
- CUN
1 stop13h 53m
Delta
Fri 6/128:00 am
CUN
- MDW
2 stops25h 14m
Delta
Deal found 5/25![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:58 pm
MDW
- CUN
1 stop16h 38m
Delta
Fri 6/128:00 am
CUN
- MDW
2 stops25h 14m
Delta
Deal found 5/25![Delta logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Fri 7/34:10 pm
MDW
- MLM
3 stops23h 55m
Multiple Airlines
Mon 7/68:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$696
This Mytrip deal was found by Cheapflights users on 5/26. 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.
Tue 9/297:30 pm
MDW
- MLM
3 stops19h 45m
Volaris
Tue 10/68:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/26![Volaris logo]()
$585
This Southwest deal was found by Cheapflights users on 5/30. 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.
Fri 6/265:15 am
MDW
- PVR
1 stop9h 50m
Southwest
Sat 7/41:55 pm
PVR
- MDW
2 stops14h 30m
Southwest
Deal found 5/30![Southwest logo]()
$590
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:50 pm
MDW
- MEX
1 stop7h 10m
Delta
Wed 8/198:40 am
MEX
- MDW
1 stop12h 56m
Delta
Deal found 5/28![Delta logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 5/29. 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 6/208:49 pm
MDW
- OAX
1 stop12h 47m
Multiple Airlines
Wed 6/248:56 am
OAX
- MDW
2 stops12h 15m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$742
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MDW
- MEX
1 stop8h 55m
Delta
Wed 8/197:05 am
MEX
- MDW
1 stop8h 10m
Delta
Deal found 5/28![Delta logo]()
$477
This Super.com deal was found by Cheapflights users on 5/29. 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 6/122:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 6/158:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/29![Volaris logo]()
$639
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 6/296:40 am
MDW
- SJD
1 stop9h 45m
Southwest
Tue 7/73:15 pm
SJD
- MDW
1 stop6h 55m
Southwest
Deal found 5/30![Southwest logo]()
$643
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:23 pm
MDW
- MLM
2 stops18h 40m
Volaris
Fri 7/108:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/25![Volaris logo]()
$645
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:05 am
MDW
- MEX
1 stop6h 50m
Delta
Sun 9/207:05 am
MEX
- MDW
1 stop8h 06m
Delta
Deal found 5/26![Delta logo]()
$485
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 6/277:05 am
MDW
- SJD
1 stop6h 30m
Southwest
Wed 7/111:35 am
SJD
- MDW
1 stop9h 30m
Southwest
Deal found 5/30![Southwest logo]()
$668
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:05 am
MDW
- MEX
1 stop6h 50m
Delta
Tue 9/221:10 pm
MEX
- MDW
1 stop8h 15m
Delta
Deal found 5/26![Delta logo]()
$485
This Super.com deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 7/278:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 5/28![Volaris logo]()
$660
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated May 31, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated May 31, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 5/26. 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 Super.com 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
Fri 6/52:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/26![Volaris logo]()
$388
This FlightHub deal was found by Cheapflights users on 5/27. 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 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
Thu 6/112:31 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 5/27![Volaris logo]()
$394
This Super.com deal was found by Cheapflights users on 5/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/298:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Fri 6/56:00 am
MEX
- MDW
1 stop12h 04m
Volaris
Deal found 5/26![Volaris logo]()
$402
This Super.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/1210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 5/25![Volaris logo]()
$361
This Justfly.com deal was found by Cheapflights users on 5/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Thu 6/1110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 5/29![Volaris logo]()
$353
This Super.com deal was found by Cheapflights users on 5/27. 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 6/88:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/1110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 5/27![Volaris logo]()
$342
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/1210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 5/26![Volaris logo]()
$366
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Wed 6/1710:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 5/26![Volaris logo]()
$363
This FlightHub deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Wed 6/1710:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 5/25![Volaris logo]()
$349
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/1810:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 5/26![Volaris logo]()
$360
This Super.com deal was found by Cheapflights users on 5/27. 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 6/228:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 5/27![Volaris logo]()
$357
This Super.com deal was found by Cheapflights users on 5/27. 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.
Sat 6/278:49 pm
MDW
- MEX
1 stop11h 36m
Volaris
Fri 9/48:10 am
MEX
- MDW
1 stop9h 54m
Volaris
Deal found 5/27![Volaris logo]()
$380
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 May 31, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
This Super.com deal was found by Cheapflights users on 5/30. 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 8/38:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 5/30![Volaris logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Thu 7/308:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 5/29![Volaris logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 5/27![Volaris logo]()
$136
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 5/27![Volaris logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 5/27![Volaris logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/27. 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.
Sun 8/238:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 5/27![Volaris logo]()
$144
This FlightHub deal was found by Cheapflights users on 5/30. 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 7/168:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 5/30![Volaris logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:30 pm
MDW
- GDL
2 stops15h 09m
Volaris
Deal found 5/26![Volaris logo]()
$145
This CheapOair deal was found by Cheapflights users on 5/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:15 pm
MDW
- DGO
Nonstop3h 40m
Volaris
Deal found 5/26![Volaris logo]()
$145
This Super.com deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 5/28![Volaris logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Thu 9/177:30 pm
MDW
- GDL
1 stop15h 57m
Volaris
Deal found 5/30![Volaris logo]()
$153
This Super.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com 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
Deal found 5/25![Volaris logo]()
$153
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 May 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $298 (Super.com) |
One-way from | $130 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $382 |
Good round-trip deal | $352 or less |
Good one-way deal | $184 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 May 31, 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
ChicagoMorelia
MDW - MLM
MDWMLM
Chicago Midway
Thu 10/1
2:32 pm-5:31 pm
Nonstop3h 59m
Morelia
Wed 10/7
8:14 am-1:15 pm
Nonstop4h 01m
$359
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 7/4
10:55 am-8:25 pm
1 stop9h 30m
Cancun
Wed 7/8
12:35 pm-10:15 pm
1 stop9h 40m
$408
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 8/13
12:46 pm-8:05 pm
1 stop7h 19m
Cancun
Mon 8/17
8:05 am-4:15 pm
1 stop8h 10m
$408
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sun 6/28
8:23 pm-7:25 am
1 stop12h 02m
Mexico City Benito Juarez
Sun 7/5
7:00 am-8:32 pm
1 stop12h 32m
$418
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 6/7
6:58 pm-11:36 am
1 stop16h 38m
Cancun
Wed 6/17
8:00 am-4:16 pm
1 stop8h 16m
$438
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 6/6
6:23 am-8:16 pm
1 stop13h 53m
Cancun
Wed 6/17
8:00 am-4:16 pm
1 stop8h 16m
$438
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 6/28
8:05 am-2:00 pm
1 stop5h 55m
Cancun
Tue 6/30
3:05 pm-6:35 pm
Nonstop3h 30m
$463
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 6/2
9:22 am-8:16 pm
2 stops10h 54m
Cancun
Fri 6/12
8:00 am-9:14 am
2 stops25h 14m
$473
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 6/4
6:23 am-8:16 pm
1 stop13h 53m
Cancun
Fri 6/12
8:00 am-9:14 am
2 stops25h 14m
$473
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 6/7
6:58 pm-11:36 am
1 stop16h 38m
Cancun
Fri 6/12
8:00 am-9:14 am
2 stops25h 14m
$473
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-MEX
MDW-GDL
MDW-DGO
MDW-MLM
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-MEX
MDW-GDL
MDW-DGO
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 June is currently the most expensive (average of $664). 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 May 31, 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 23% 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 151 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 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 May 31, 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.
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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
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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 May 31, 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 May 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$417 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$193 | Average$2,056 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$300 | Average$622 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$309 | Average$452 | FlexibilityNo cancel fee | On-timeN/A |