$141+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Aug 21 — Aug 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 July 22, 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 July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 8/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$348
This Super.com deal was found by Cheapflights users on 7/20. 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.
Sun 9/138:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 9/142:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/20![Volaris logo]()
$349
This Super.com deal was found by Cheapflights users on 7/17. 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 10/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 10/192:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$352
This Super.com deal was found by Cheapflights users on 7/18. 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.
Sun 8/238:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 8/312:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/18![Volaris logo]()
$354
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Sun 8/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/20![Volaris logo]()
$355
This Super.com deal was found by Cheapflights users on 7/18. 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.
Mon 8/178:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 8/242:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/18![Volaris logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$357
This Super.com deal was found by Cheapflights users on 7/17. 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.
Sat 8/158:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$358
This CheapOair deal was found by Cheapflights users on 7/21. 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 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
Fri 8/282:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/21![Volaris logo]()
$359
This Super.com deal was found by Cheapflights users on 7/20. 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.
Fri 9/48:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Wed 9/910:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/20![Volaris logo]()
$359
This Super.com deal was found by Cheapflights users on 7/20. 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 9/98:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 9/1310:00 am
MEX
- MDW
1 stop8h 04m
Volaris
Deal found 7/20![Volaris logo]()
$360
This Super.com deal was found by Cheapflights users on 7/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 9/1810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/16![Volaris logo]()
$362
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 July 22, 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 July 22, 2026.
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Mon 10/1210:00 am
MEX
- MDW
1 stop8h 04m
Volaris
Deal found 7/21![Volaris logo]()
$409
This Delta deal was found by Cheapflights users on 7/17. 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.
Wed 8/1912:46 pm
MDW
- MEX
1 stop10h 04m
Delta
Tue 9/17:05 am
MEX
- MDW
1 stop7h 39m
Delta
Deal found 7/17![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 7/19. 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.
Tue 9/228:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 9/291:10 pm
CUN
- MDW
1 stop7h 35m
Southwest
Deal found 7/19![Southwest logo]()
$472
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Thu 10/152:32 pm
MDW
- MLM
Nonstop3h 59m
Multiple Airlines
Mon 10/193:43 pm
MLM
- MDW
2 stops21h 21m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$563
This Justfly.com deal was found by Cheapflights users on 7/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:50 am
MDW
- MLM
2 stops33h 33m
Frontier
Tue 9/158:17 pm
MLM
- MDW
2 stops37h 41m
Frontier
Deal found 7/18![Frontier logo]()
$617
This Delta deal was found by Cheapflights users on 7/21. 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 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 stop6h 50m
Delta
Tue 9/297:05 am
MEX
- MDW
1 stop8h 10m
Delta
Deal found 7/21![Delta logo]()
$446
This Delta deal was found by Cheapflights users on 7/19. 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 9/256:05 am
MDW
- MEX
1 stop8h 50m
Delta
Sat 10/37:05 am
MEX
- MDW
1 stop7h 19m
Delta
Deal found 7/19![Delta logo]()
$446
This FlightHub deal was found by Cheapflights users on 7/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 9/78:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/21![Volaris logo]()
$495
This Southwest deal was found by Cheapflights users on 7/17. 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.
Sun 10/115:10 am
MDW
- CUN
1 stop8h 30m
Southwest
Tue 10/131:45 pm
CUN
- MDW
1 stop8h 10m
Southwest
Deal found 7/17![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 7/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:30 pm
MDW
- MEX
1 stop6h 20m
Delta
Sun 9/277:05 am
MEX
- MDW
1 stop8h 10m
Delta
Deal found 7/21![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 7/20. 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.
Sat 8/155:55 am
MDW
- CUN
1 stop7h 45m
Southwest
Fri 8/213:10 pm
CUN
- MDW
2 stops8h 10m
Southwest
Deal found 7/20![Southwest logo]()
$502
This CheapOair deal was found by Cheapflights users on 7/19. 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.
Fri 9/42:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 9/78:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/19![Volaris logo]()
$510
This Delta deal was found by Cheapflights users on 7/20. 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.
Tue 10/610:58 am
MDW
- MEX
1 stop9h 02m
Delta
Tue 10/2011:15 am
MEX
- MDW
1 stop10h 10m
Delta
Deal found 7/20![Delta logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:02 pm
MDW
- MLM
1 stop8h 07m
Multiple Airlines
Thu 10/158:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$596
This Super.com deal was found by Cheapflights users on 7/20. 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.
Sat 8/222:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sun 8/308:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/20![Volaris logo]()
$515
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sat 9/261:20 pm
CUN
- MDW
1 stop8h 50m
Southwest
Deal found 7/21![Southwest logo]()
$517
This Delta deal was found by Cheapflights users on 7/17. 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.
Sun 9/276:05 am
MDW
- MEX
1 stop8h 50m
Delta
Sat 10/101:10 pm
MEX
- MDW
1 stop8h 15m
Delta
Deal found 7/17![Delta logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Mon 8/108:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Sun 8/168:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$610
This Super.com deal was found by Cheapflights users on 7/17. 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 8/142:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Fri 8/218:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/17![Volaris logo]()
$520
This Southwest deal was found by Cheapflights users on 7/20. 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 10/47:00 am
MDW
- PVR
1 stop6h 00m
Southwest
Thu 10/82:45 pm
PVR
- MDW
1 stop9h 25m
Southwest
Deal found 7/20![Southwest logo]()
$542
This Delta deal was found by Cheapflights users on 7/17. 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.
Wed 8/129:24 am
MDW
- MEX
2 stops13h 46m
Delta
Thu 8/208:15 am
MEX
- MDW
2 stops13h 21m
Delta
Deal found 7/17![Delta logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:32 pm
MDW
- MLM
Nonstop3h 59m
Multiple Airlines
Mon 8/176:40 am
MLM
- MDW
1 stop9h 42m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$625
This Jetabroad deal was found by Cheapflights users on 7/17. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/72:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 9/218:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 7/17![Volaris logo]()
$523
This Southwest deal was found by Cheapflights users on 7/19. 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 9/185:25 am
MDW
- CUN
1 stop9h 35m
Southwest
Mon 9/2112:50 pm
CUN
- MDW
2 stops9h 30m
Southwest
Deal found 7/19![Southwest logo]()
$551
This Delta deal was found by Cheapflights users on 7/17. 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 8/146:05 am
MDW
- MEX
1 stop8h 50m
Delta
Fri 8/211:20 pm
MEX
- MDW
1 stop8h 16m
Delta
Deal found 7/17![Delta logo]()
$476
This Volaris deal was found by Cheapflights users on 7/21. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:23 pm
MDW
- CUN
1 stop14h 32m
Volaris
Sun 8/1610:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/21![Volaris logo]()
$567
This Southwest deal was found by Cheapflights users on 7/17. 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 8/145:30 am
MDW
- PVR
2 stops9h 45m
Southwest
Fri 8/213:10 pm
PVR
- MDW
2 stops13h 30m
Southwest
Deal found 7/17![Southwest logo]()
$577
This Delta deal was found by Cheapflights users on 7/18. 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 9/266:05 am
MDW
- CUN
1 stop5h 10m
Delta
Wed 9/308:05 am
CUN
- MDW
1 stop8h 10m
Delta
Deal found 7/18![Delta logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:23 pm
MDW
- CUN
1 stop15h 41m
Volaris
Fri 10/165:25 am
CUN
- MDW
2 stops13h 39m
Volaris
Deal found 7/21![Volaris logo]()
$582
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:15 am
MDW
- PVR
1 stop6h 50m
Southwest
Tue 11/32:40 pm
PVR
- MDW
1 stop8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$586
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated July 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated July 22, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 7/20. 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 8/88:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/20![Volaris logo]()
$362
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Sun 8/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/20![Volaris logo]()
$355
This Super.com deal was found by Cheapflights users on 7/17. 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.
Sat 8/158:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$358
This Super.com deal was found by Cheapflights users on 7/18. 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.
Mon 8/178:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 8/242:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/18![Volaris logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 8/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$348
This CheapOair deal was found by Cheapflights users on 7/21. 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 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
Fri 8/282:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/21![Volaris logo]()
$359
This Super.com deal was found by Cheapflights users on 7/18. 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.
Sun 8/238:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 8/312:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/18![Volaris logo]()
$354
This Super.com deal was found by Cheapflights users on 7/19. 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.
Sun 8/238:23 pm
MDW
- MEX
1 stop12h 02m
Volaris
Sun 9/68:10 am
MEX
- MDW
1 stop9h 54m
Volaris
Deal found 7/19![Volaris logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Wed 8/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 8/302:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/17![Volaris logo]()
$357
This Super.com deal was found by Cheapflights users on 7/20. 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 8/268:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 8/3110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/20![Volaris logo]()
$366
This Super.com deal was found by Cheapflights users on 7/18. 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.
Fri 8/288:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 8/312:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 7/18![Volaris logo]()
$363
This Super.com deal was found by Cheapflights users on 7/20. 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.
Fri 8/288:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 8/3110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 7/20![Volaris logo]()
$364
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 July 22, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
This Super.com deal was found by Cheapflights users on 7/17. 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 9/118:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/17![Volaris logo]()
$141
This Super.com deal was found by Cheapflights users on 7/18. 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.
Wed 9/28:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/18![Volaris logo]()
$142
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com 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
Deal found 7/21![Volaris logo]()
$143
This BestDay deal was found by Cheapflights users on 7/21. 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 BestDay is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:11 am
MDW
- MEX
1 stop13h 54m
Delta
Deal found 7/21![Delta logo]()
$144
This Super.com deal was found by Cheapflights users on 7/18. 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 8/118:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/18![Volaris logo]()
$145
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/21![Volaris logo]()
$147
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Wed 8/58:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/17![Volaris logo]()
$151
This oojo deal was found by Cheapflights users on 7/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:49 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/20![Volaris logo]()
$152
This Super.com deal was found by Cheapflights users on 7/19. 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.
Wed 8/198:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/19![Volaris logo]()
$153
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/21![Volaris logo]()
$154
This Super.com deal was found by Cheapflights users on 7/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 7/21![Volaris logo]()
$155
This Super.com deal was found by Cheapflights users on 7/18. 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.
Wed 9/28:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Deal found 7/18![Volaris logo]()
$165
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 July 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $348 (Kiwi.com) |
One-way from | $141 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $442 |
Good round-trip deal | $337 or less |
Good one-way deal | $150 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 July 22, 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
Fri 10/9
8:23 pm-7:25 am
1 stop12h 02m
Mexico City Benito Juarez
Mon 10/12
10:00 am-7:04 pm
1 stop8h 04m
$409
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 8/19
12:46 pm-9:50 pm
1 stop10h 04m
Mexico City Benito Juarez
Tue 9/1
7:05 am-3:44 pm
1 stop7h 39m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Mon 9/14
6:05 am-11:55 am
1 stop6h 50m
Mexico City Benito Juarez
Tue 9/29
7:05 am-4:15 pm
1 stop8h 10m
$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
Sat 9/12
4:30 pm-9:50 pm
1 stop6h 20m
Mexico City Benito Juarez
Sun 9/27
7:05 am-4:15 pm
1 stop8h 10m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Tue 10/6
10:58 am-7:00 pm
1 stop9h 02m
Mexico City Benito Juarez
Tue 10/20
11:15 am-10:25 pm
1 stop10h 10m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sun 9/27
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Sat 10/10
1:10 pm-10:25 pm
1 stop8h 15m
$446
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 8/12
9:24 am-10:10 pm
2 stops13h 46m
Mexico City Benito Juarez
Thu 8/20
8:15 am-10:36 pm
2 stops13h 21m
$450
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 9/22
8:35 am-12:10 pm
Nonstop3h 35m
Cancun
Tue 9/29
1:10 pm-8:45 pm
1 stop7h 35m
$472
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 8/14
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Fri 8/21
1:20 pm-10:36 pm
1 stop8h 16m
$476
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-GDL
MDW-CUN
MDW-MEX
MDW-MTY
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-GDL
MDW-CUN
MDW-MEX
MDW-MTY
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 $824). 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 July 22, 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 15% 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 141 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?
Tuesday 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 18% 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 July 22, 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.
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
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 July 22, 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 July 22, 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$416 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$312 | Average$635 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$410 | FlexibilityNo cancel fee | On-timeN/A |