$139+ 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 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Jul 15 — Jul 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Midway to Mexico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Mexico
Cheapest
Best
Last-minute
One-way
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 15, 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 15, 2026.
This CheapOair deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
Thu 9/247:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Tue 9/291:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/14![Volaris logo]()
$322
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Wed 8/267:50 am
MDW
- CUN
1 stop7h 10m
Southwest
Wed 9/212:40 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/10![Southwest logo]()
$341
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/1910:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/11![Volaris logo]()
$361
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/57:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Sat 9/121:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/12![Volaris logo]()
$367
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/11![Volaris logo]()
$369
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/12![Volaris logo]()
$371
This CheapOair deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/14![Volaris logo]()
$372
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/12![Volaris logo]()
$376
This Super.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 6/188:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Sun 6/2110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/13![Volaris logo]()
$378
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/188:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Sat 6/2010:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/11![Volaris logo]()
$379
This Super.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/178:58 pm
MDW
- CUN
1 stop12h 57m
Volaris
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/14![Volaris logo]()
$380
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Sat 6/137:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Tue 6/161:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/10![Volaris logo]()
$383
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 15, 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 15, 2026.
This Volaris deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/247:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Tue 9/291:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/10![Volaris logo]()
$354
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 11/127:50 am
MDW
- CUN
2 stops9h 05m
Southwest
Wed 11/181:45 pm
CUN
- MDW
1 stop10h 20m
Southwest
Deal found 6/10![Southwest logo]()
$444
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
MDW
- CUN
2 stops12h 29m
Delta
Wed 7/228:00 am
CUN
- MDW
1 stop14h 15m
Delta
Deal found 6/12![Delta logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:02 pm
MDW
- AGU
3 stops50h 43m
Multiple Airlines
Mon 9/711:40 am
AGU
- MDW
Nonstop3h 50m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$524
This Aeromexico deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
MDW
- AGU
2 stops26h 55m
Aeromexico
Mon 7/68:10 pm
AGU
- MDW
2 stops19h 05m
Aeromexico
Deal found 6/12![Aeromexico logo]()
$666
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/55:05 am
MDW
- CUN
1 stop8h 05m
Southwest
Thu 7/912:00 pm
CUN
- MDW
2 stops9h 20m
Southwest
Deal found 6/14![Southwest logo]()
$459
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/1110:35 am
MDW
- MEX
1 stop11h 35m
Delta
Tue 9/157:05 am
MEX
- MDW
1 stop8h 06m
Delta
Deal found 6/12![Delta logo]()
$476
This Volaris deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Tue 7/288:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Tue 8/410:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/11![Volaris logo]()
$521
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 9/911:35 am
MDW
- MEX
1 stop8h 40m
Delta
Sat 9/267:05 am
MEX
- MDW
1 stop7h 30m
Delta
Deal found 6/13![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:30 am
MDW
- CUN
1 stop8h 25m
Southwest
Wed 7/153:25 pm
CUN
- MDW
Nonstop3h 30m
Southwest
Deal found 6/10![Southwest logo]()
$494
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/78:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Fri 8/288:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$564
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/126:00 am
MDW
- MEX
1 stop8h 55m
Delta
Sun 9/207:05 am
MEX
- MDW
1 stop8h 06m
Delta
Deal found 6/12![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/115:15 am
MDW
- CUN
2 stops7h 25m
Southwest
Fri 9/181:00 pm
CUN
- MDW
2 stops9h 20m
Southwest
Deal found 6/11![Southwest logo]()
$502
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/14![Delta logo]()
$476
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 6/202:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 6/278:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/10![Volaris logo]()
$601
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 6/3010:05 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 7/712:40 pm
CUN
- MDW
1 stop6h 25m
Southwest
Deal found 6/10![Southwest logo]()
$502
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/87:30 pm
MDW
- MLM
2 stops20h 26m
Multiple Airlines
Mon 9/148:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$627
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/14![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Wed 11/1810:20 am
MDW
- CUN
1 stop8h 25m
Southwest
Tue 11/2412:35 pm
CUN
- MDW
2 stops8h 35m
Southwest
Deal found 6/11![Southwest logo]()
$515
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/242:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Mon 7/278:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/11![Volaris logo]()
$633
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/196:05 am
MDW
- MEX
1 stop8h 50m
Delta
Fri 8/216:01 am
MEX
- MDW
2 stops15h 35m
Delta
Deal found 6/14![Delta logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/309:27 pm
MDW
- SLP
2 stops26h 04m
Multiple Airlines
Sun 8/231:51 pm
SLP
- MDW
1 stop23h 16m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$653
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Wed 7/296:30 am
MDW
- CUN
2 stops9h 40m
Southwest
Sun 8/29:35 am
CUN
- MDW
2 stops8h 05m
Southwest
Deal found 6/12![Southwest logo]()
$521
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:00 am
MDW
- MEX
1 stop16h 50m
Delta
Tue 6/2311:10 am
MEX
- MDW
2 stops24h 36m
Delta
Deal found 6/12![Delta logo]()
$480
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/298:23 pm
MDW
- SLP
3 stops37h 19m
Volaris
Sun 8/161:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/14![Volaris logo]()
$676
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 11/137:50 am
MDW
- CUN
2 stops9h 05m
Southwest
Wed 11/181:45 pm
CUN
- MDW
2 stops8h 45m
Southwest
Deal found 6/13![Southwest logo]()
$521
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/316:00 am
MDW
- MEX
2 stops12h 30m
Delta
Mon 8/241:20 pm
MEX
- MDW
1 stop8h 16m
Delta
Deal found 6/14![Delta logo]()
$480
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/108:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Sat 7/188:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$720
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/268:23 pm
MDW
- MLM
2 stops23h 12m
Volaris
Sun 8/28:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/11![Volaris logo]()
$679
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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
- AGU
2 stops26h 40m
Delta
Wed 10/76:17 am
AGU
- MDW
2 stops14h 53m
Delta
Deal found 6/14![Delta logo]()
$484
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated June 15, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Sat 6/137:30 pm
MDW
- SLP
Nonstop3h 45m
Volaris
Tue 6/161:29 pm
SLP
- MDW
Nonstop3h 36m
Volaris
Deal found 6/10![Volaris logo]()
$383
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 6/1910:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/11![Volaris logo]()
$361
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/12![Volaris logo]()
$376
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 6/2210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/12![Volaris logo]()
$387
This Super.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/178:58 pm
MDW
- CUN
1 stop12h 57m
Volaris
Wed 6/2410:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/14![Volaris logo]()
$380
This Super.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 6/188:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Sun 6/2110:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/13![Volaris logo]()
$378
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/188:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Sat 6/2010:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/11![Volaris logo]()
$379
This CheapOair deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/14![Volaris logo]()
$372
This CheapOair deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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
Sat 6/2710:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/13![Volaris logo]()
$389
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/11![Volaris logo]()
$369
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/12![Volaris logo]()
$371
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/88:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Wed 7/1510:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/10![Volaris logo]()
$388
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 15, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/208:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/12![Volaris logo]()
$139
This CheapOair deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 6/13![Volaris logo]()
$140
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/188:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Deal found 6/11![Volaris logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:02 pm
MDW
- GDL
2 stops28h 20m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/243:02 pm
MDW
- MTY
1 stop26h 23m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$154
This Super.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 6/14![Volaris logo]()
$154
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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
Deal found 6/12![Volaris logo]()
$156
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/108:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/12![Volaris logo]()
$156
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/178:58 pm
MDW
- MTY
1 stop11h 33m
Volaris
Deal found 6/12![Volaris logo]()
$157
This CheapOair deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/128:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/14![Volaris logo]()
$159
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/218:49 pm
MDW
- MEX
1 stop11h 36m
Volaris
Deal found 6/10![Volaris logo]()
$160
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 6/248:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Deal found 6/10![Volaris logo]()
$160
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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $322 (CheapOair) |
One-way from | $139 (CheapOair) |
Popular in | December |
Cheapest in | January |
Average price | $403 |
Good round-trip deal | $352 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 15, 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
Quickest round-trip
ChicagoSan Luis Potosí
MDW - SLP
MDWSLP
Chicago Midway
Thu 9/24
7:30 pm-10:15 pm
Nonstop3h 45m
San Luis Potosi
Tue 9/29
1:29 pm-6:05 pm
Nonstop3h 36m
$354
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 11/12
7:50 am-5:55 pm
2 stops9h 05m
Cancun
Wed 11/18
1:45 pm-11:05 pm
1 stop10h 20m
$444
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 7/14
6:00 am-6:29 pm
2 stops12h 29m
Cancun
Wed 7/22
8:00 am-10:15 pm
1 stop14h 15m
$447
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 7/5
5:05 am-1:10 pm
1 stop8h 05m
Cancun
Thu 7/9
12:00 pm-9:20 pm
2 stops9h 20m
$459
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 9/11
10:35 am-9:10 pm
1 stop11h 35m
Mexico City Benito Juarez
Tue 9/15
7:05 am-4:11 pm
1 stop8h 06m
$476
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 9/9
11:35 am-7:15 pm
1 stop8h 40m
Mexico City Benito Juarez
Sat 9/26
7:05 am-3:35 pm
1 stop7h 30m
$476
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sat 9/12
6:00 am-1:55 pm
1 stop8h 55m
Mexico City Benito Juarez
Sun 9/20
7:05 am-4:11 pm
1 stop8h 06m
$476
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
$476
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
$476
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 8/19
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Fri 8/21
6:01 am-10:36 pm
2 stops15h 35m
$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-CUN
MDW-SLP
MDW-GDL
MDW-MTY
MDW-MEX
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-GDL
MDW-MTY
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 15, 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 15, 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.
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Top regions
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 15, 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$415 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$194 | Average$610 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$468 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$280 | Average$627 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$377 | Average$3,633 | FlexibilityNo cancel fee | On-timeN/A |