$124+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MEX
Jul 6 — Jul 131
Round-trip
1 adult, Economy
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Cheapest flights from Midway to MexicoExplore the most affordable flight options available from Midway to Mexico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 6, 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 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/92:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Fri 10/238:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/2![Volaris logo]()
$291
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/52:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sat 10/178:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/2![Volaris logo]()
$299
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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
- GDL
Nonstop4h 07m
Volaris
Mon 10/262:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/2![Volaris logo]()
$311
This FlightHub deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/198:10 am
MEX
- MDW
1 stop9h 54m
Volaris
Deal found 6/2![Volaris logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 10/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 10/252:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/3![Volaris logo]()
$323
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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
- MEX
1 stop12h 02m
Volaris
Mon 9/218:10 am
MEX
- MDW
1 stop9h 54m
Volaris
Deal found 6/3![Volaris logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Fri 9/252:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/2![Volaris logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 10/238:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Sun 10/252:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/3![Volaris logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 10/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Mon 10/262:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/3![Volaris logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/224:45 pm
MDW
- MEX
1 stop7h 00m
Multiple Airlines
Mon 8/311:05 am
MEX
- MDW
2 stops23h 02m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$339
This FlightHub deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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
- GDL
Nonstop4h 07m
Volaris
Mon 9/282:01 pm
GDL
- MDW
Nonstop4h 03m
Volaris
Deal found 6/3![Volaris logo]()
$342
This Mytrip deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/102:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Fri 10/238:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/2![Volaris logo]()
$343
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 6, 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 6, 2026.
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/2912:41 pm
MDW
- CUN
1 stop7h 42m
Delta
Wed 8/53:22 pm
CUN
- MDW
1 stop7h 14m
Delta
Deal found 6/3![Delta logo]()
$409
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/27:30 am
MDW
- CUN
Nonstop3h 35m
Southwest
Thu 8/61:00 pm
CUN
- MDW
1 stop9h 40m
Southwest
Deal found 6/5![Southwest logo]()
$511
This Mytrip deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:23 pm
MDW
- MLM
2 stops23h 12m
Volaris
Fri 9/118:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/4![Volaris logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 9/138:23 pm
MDW
- MLM
2 stops19h 33m
Multiple Airlines
Sun 10/48:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 stop14h 31m
Delta
Deal found 6/2![Delta logo]()
$409
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/2710:05 am
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/5![Southwest logo]()
$514
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/126:05 am
MDW
- GDL
2 stops12h 56m
Delta
Fri 8/145:30 pm
GDL
- MDW
2 stops14h 47m
Delta
Deal found 6/5![Delta logo]()
$479
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/186:30 am
MDW
- CUN
1 stop8h 25m
Southwest
Sat 7/2510:45 am
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/5![Southwest logo]()
$514
This Mytrip deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:23 pm
MDW
- MLM
2 stops23h 12m
Volaris
Tue 10/132:50 pm
MLM
- MDW
3 stops27h 14m
Volaris
Deal found 6/1![Volaris logo]()
$585
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/226:58 pm
MDW
- MEX
1 stop17h 32m
Delta
Tue 6/301:55 pm
MEX
- MDW
1 stop17h 42m
Delta
Deal found 6/5![Delta logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/138:49 pm
MDW
- MLM
2 stops19h 16m
Multiple Airlines
Sun 8/236:40 am
MLM
- MDW
1 stop6h 27m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$614
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:54 am
MDW
- MEX
1 stop11h 56m
Delta
Tue 9/221:10 pm
MEX
- MDW
1 stop8h 15m
Delta
Deal found 6/2![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/78:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Wed 8/122:10 pm
CUN
- MDW
1 stop9h 00m
Southwest
Deal found 6/3![Southwest logo]()
$542
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 9/132:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Sun 9/208:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/5![Volaris logo]()
$608
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am
MDW
- MEX
1 stop8h 50m
Delta
Tue 9/17:05 am
MEX
- MDW
1 stop7h 33m
Delta
Deal found 6/5![Delta logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/208:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Tue 7/288:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$650
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/96:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 7/143:05 pm
CUN
- MDW
1 stop7h 35m
Southwest
Deal found 6/4![Southwest logo]()
$550
This Justfly.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:32 pm
MDW
- MLM
Nonstop4h 16m
Volaris
Tue 12/228:15 am
MLM
- MDW
Nonstop3h 49m
Volaris
Deal found 6/5![Volaris logo]()
$633
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/1711:05 am
MDW
- MEX
2 stops12h 50m
Delta
Fri 7/313:45 pm
MEX
- MDW
2 stops15h 52m
Delta
Deal found 6/5![Delta logo]()
$490
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 9/98:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Mon 9/141:05 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/1![Southwest logo]()
$551
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/198:23 pm
MDW
- MLM
2 stops19h 42m
Multiple Airlines
Sun 7/268:14 am
MLM
- MDW
Nonstop4h 01m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$676
This CheapOair deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/202:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Tue 7/288:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/4![Volaris logo]()
$639
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
MDW
- MEX
1 stop8h 55m
Delta
Mon 7/67:10 pm
MEX
- MDW
2 stops12h 27m
Delta
Deal found 6/5![Delta logo]()
$490
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/166:50 am
MDW
- PVR
1 stop8h 15m
Southwest
Mon 7/2012:00 pm
PVR
- MDW
1 stop11h 15m
Southwest
Deal found 6/5![Southwest logo]()
$556
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 6/206:00 am
MDW
- MEX
1 stop14h 00m
Delta
Tue 6/306:45 am
MEX
- MDW
2 stops14h 32m
Delta
Deal found 6/2![Delta logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/172:32 pm
MDW
- MLM
Nonstop3h 59m
Volaris
Wed 6/248:14 am
MLM
- MDW
Nonstop4h 01m
Volaris
Deal found 6/4![Volaris logo]()
$661
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/277:20 am
MDW
- PVR
1 stop6h 40m
Southwest
Tue 6/302:00 pm
PVR
- MDW
1 stop8h 50m
Southwest
Deal found 6/1![Southwest logo]()
$561
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 9/310:54 am
MDW
- BJX
2 stops13h 18m
Delta
Wed 9/168:12 am
BJX
- MDW
2 stops13h 13m
Delta
Deal found 6/3![Delta logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 8/48:49 pm
MDW
- OAX
1 stop12h 44m
Multiple Airlines
Sat 8/88:56 am
OAX
- MDW
2 stops12h 07m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$825
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/117:20 am
MDW
- PVR
1 stop6h 40m
Southwest
Wed 7/153:00 pm
PVR
- MDW
1 stop8h 10m
Southwest
Deal found 6/5![Southwest logo]()
$566
Last-minute flights from Midway to MexicoDiscover last-minute flight deals from Midway to Mexico. Data last updated June 6, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Mexico. Data last updated June 6, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 6/68:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Thu 6/1110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/2![Volaris logo]()
$355
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/68:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Sat 6/1310:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/3![Volaris logo]()
$358
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 6/68:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Mon 6/810:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/2![Volaris logo]()
$367
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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
Fri 6/1210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/2![Volaris logo]()
$369
This FlightHub deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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
Thu 6/1110:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/1![Volaris logo]()
$374
This CheapOair deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/128:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Wed 6/1710:40 am
CUN
- MDW
1 stop9h 03m
Volaris
Deal found 6/5![Volaris logo]()
$366
This CheapOair deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/188:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Thu 6/2510:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/5![Volaris logo]()
$377
This CheapOair deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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
Sat 6/2710:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/4![Volaris logo]()
$378
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/208:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Wed 6/2410:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/5![Volaris logo]()
$379
This Super.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Mon 7/1310:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/1![Volaris logo]()
$359
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Fri 7/1010:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/2![Volaris logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/224:45 pm
MDW
- MEX
1 stop7h 00m
Multiple Airlines
Mon 8/311:05 am
MEX
- MDW
2 stops23h 02m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$339
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 6, 2026.
Search for one-way flight options from Midway to Mexico. Find affordable one-way fares based on user searches. Data last updated June 6, 2026.
This Kissandfly.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:23 pm
MDW
- MTY
1 stop12h 08m
Volaris
Deal found 6/3![Volaris logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 10/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 6/3![Volaris logo]()
$127
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 6/208:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/4![Volaris logo]()
$136
This Super.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 8/218:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 6/1![Volaris logo]()
$138
This Super.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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
- GDL
Nonstop4h 07m
Volaris
Deal found 6/1![Volaris logo]()
$139
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 10/48:23 pm
MDW
- QRO
1 stop11h 34m
Volaris
Deal found 6/2![Volaris logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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
- MEX
1 stop12h 02m
Volaris
Deal found 6/3![Volaris logo]()
$140
This Super.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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
- GDL
Nonstop4h 07m
Volaris
Deal found 6/1![Volaris logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 9/37:30 pm
MDW
- MTY
1 stop12h 38m
Volaris
Deal found 6/2![Volaris logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:23 pm
MDW
- GDL
Nonstop4h 07m
Volaris
Deal found 6/1![Volaris logo]()
$144
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 8/308:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/3![Volaris logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/1![Volaris logo]()
$152
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 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $291 (Kiwi.com) |
One-way from | $124 (Kissandfly.com) |
Popular in | December |
Cheapest in | January |
Average price | $400 |
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 June 6, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Mexico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Wed 7/29
12:41 pm-8:23 pm
1 stop7h 42m
Cancun
Wed 8/5
3:22 pm-10:36 pm
1 stop7h 14m
$409
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-10:36 pm
1 stop14h 31m
$409
ChicagoGuadalajara
MDW - GDL
MDWGDL
Chicago Midway
Wed 8/12
6:05 am-6:01 pm
2 stops12h 56m
Guadalajara Miguel Hidal
Fri 8/14
5:30 pm-9:17 am
2 stops14h 47m
$479
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Mon 6/22
6:58 pm-11:30 am
1 stop17h 32m
Mexico City Benito Juarez
Tue 6/30
1:55 pm-8:37 am
1 stop17h 42m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Wed 9/2
10:54 am-9:50 pm
1 stop11h 56m
Mexico City Benito Juarez
Tue 9/22
1:10 pm-10:25 pm
1 stop8h 15m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Tue 8/25
6:05 am-1:55 pm
1 stop8h 50m
Mexico City Benito Juarez
Tue 9/1
7:05 am-3:38 pm
1 stop7h 33m
$486
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Fri 7/17
11:05 am-10:55 pm
2 stops12h 50m
Mexico City Benito Juarez
Fri 7/31
3:45 pm-8:37 am
2 stops15h 52m
$490
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Tue 6/30
6:00 am-1:55 pm
1 stop8h 55m
Mexico City Benito Juarez
Mon 7/6
7:10 pm-8:37 am
2 stops12h 27m
$490
ChicagoMexico City
MDW - MEX
MDWMEX
Chicago Midway
Sat 6/20
6:00 am-7:00 pm
1 stop14h 00m
Mexico City Benito Juarez
Tue 6/30
6:45 am-10:17 pm
2 stops14h 32m
$490
ChicagoLeón
MDW - BJX
MDWBJX
Chicago Midway
Thu 9/3
10:54 am-11:12 pm
2 stops13h 18m
León Del Bajio
Wed 9/16
8:12 am-10:25 pm
2 stops13h 13m
$492
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to Mexico
Have a flexible travel schedule? Discover the best time to fly to Mexico from Midway with our price prediction graph.
MDW-MEX
MDW-CUN
MDW-MLM
MDW-GDL
MDW-PVR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Mexico
MDW-MX0
MDW-MEX
MDW-CUN
MDW-MLM
MDW-GDL
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 June 6, 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 afternoon could potentially save you up to 13% 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 June 6, 2026.
See what other customers who have flown with Southwest,Delta, andAeromexico from Chicago Midway Airport to Mexico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
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.
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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 June 6, 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$418 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$193 | Average$2,056 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$468 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$218 | Average$425 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$627 | FlexibilityNo cancel fee | On-time63% |