$102+ Cheap flights from Midway (MDW) to Riviera Maya
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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Apr 2 — Apr 91
1 adult, Economy
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Find cheap flights from Midway to Riviera Maya 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
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Cheapest flights from Midway to Riviera MayaExplore the most affordable flight options available from Midway to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2026.
Explore the most affordable flight options available from Midway to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2026.
This Trip.com deal was found by Cheapflights users on 3/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$272
This FlightHub deal was found by Cheapflights users on 3/2. 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.
Sun 3/157:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Thu 3/1910:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 3/2![Volaris logo]()
$278
This CheapOair deal was found by Cheapflights users on 3/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Fri 3/1310:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 3/2![Volaris logo]()
$282
This Frontier deal was found by Cheapflights users on 3/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:30 am
MDW
- CUN
Nonstop3h 50m
Frontier
Thu 4/231:01 pm
CUN
- MDW
1 stop9h 21m
Frontier
Deal found 3/2![Frontier logo]()
$285
This Frontier deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Tue 3/171:47 pm
CUN
- MDW
1 stop7h 07m
Frontier
Deal found 2/26![Frontier logo]()
$288
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Tue 3/1010:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 2/26![Volaris logo]()
$291
This Aeromexico deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Tue 4/72:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 2/26![Aeromexico logo]()
$592
This Aeromexico deal was found by Cheapflights users on 3/1. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Thu 4/22:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 3/1![Aeromexico logo]()
$593
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
MDW
- CZM
1 stop7h 45m
Delta
Sat 4/113:30 pm
CZM
- MDW
1 stop16h 20m
Delta
Deal found 2/26![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 3/2. 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 4/16:00 am
MDW
- CZM
1 stop7h 45m
Delta
Wed 4/83:15 pm
CZM
- MDW
1 stop16h 35m
Delta
Deal found 3/2![Delta logo]()
$613
Best flights from Midway to Riviera MayaDiscover carefully curated flight deals from Midway to Riviera Maya that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 3, 2026.
Discover carefully curated flight deals from Midway to Riviera Maya that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 3, 2026.
This Southwest deal was found by Cheapflights users on 3/1. 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.
Tue 3/108:05 am
MDW
- CUN
Nonstop3h 45m
Southwest
Tue 3/248:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 3/1![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
MDW
- CUN
1 stop9h 45m
Delta
Sun 3/1510:50 am
CUN
- MDW
1 stop7h 04m
Delta
Deal found 2/27![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:23 am
MDW
- CUN
1 stop7h 39m
Delta
Tue 5/1210:10 am
CUN
- MDW
1 stop6h 02m
Delta
Deal found 3/1![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:10 am
MDW
- CUN
Nonstop3h 35m
Southwest
Wed 4/291:20 pm
CUN
- MDW
1 stop8h 05m
Southwest
Deal found 2/26![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:35 am
MDW
- CUN
2 stops10h 39m
Delta
Wed 4/1512:40 pm
CUN
- MDW
1 stop9h 48m
Delta
Deal found 2/28![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:34 am
MDW
- CUN
2 stops10h 37m
Delta
Sat 3/148:00 am
CUN
- MDW
2 stops9h 54m
Delta
Deal found 3/1![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 3/1. 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.
Fri 5/89:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 5/123:15 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 3/1![Southwest logo]()
$389
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:52 pm
MDW
- CUN
1 stop7h 23m
Delta
Tue 4/281:50 pm
CUN
- MDW
1 stop8h 38m
Delta
Deal found 3/1![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:10 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 5/33:10 pm
CUN
- MDW
2 stops9h 10m
Southwest
Deal found 2/27![Southwest logo]()
$443
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:00 am
MDW
- CUN
1 stop9h 45m
Delta
Sat 3/218:00 am
CUN
- MDW
2 stops9h 54m
Delta
Deal found 3/1![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/56:00 am
MDW
- CZM
1 stop7h 45m
Delta
Sun 4/122:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/27![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:00 am
MDW
- CZM
1 stop7h 45m
Delta
Sun 4/122:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/26![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:00 am
MDW
- CZM
1 stop7h 45m
Delta
Sat 4/113:30 pm
CZM
- MDW
1 stop16h 20m
Delta
Deal found 2/26![Delta logo]()
$630
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Sat 4/113:30 pm
CZM
- MDW
1 stop16h 20m
Delta
Deal found 2/26![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:34 pm
MDW
- CZM
2 stops20h 36m
Delta
Sun 4/122:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/26![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 3/2. 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.
Sun 4/56:00 am
MDW
- CZM
1 stop7h 45m
Delta
Sat 4/113:30 pm
CZM
- MDW
1 stop16h 20m
Delta
Deal found 3/2![Delta logo]()
$638
Last-minute flights from Midway to Riviera MayaDiscover last-minute flight deals from Midway to Riviera Maya. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Riviera Maya. Data last updated March 3, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$272
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Tue 3/1010:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 2/26![Volaris logo]()
$291
This Trip.com deal was found by Cheapflights users on 3/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 3/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Fri 3/1310:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 3/2![Volaris logo]()
$282
This Frontier deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Tue 3/171:47 pm
CUN
- MDW
1 stop7h 07m
Frontier
Deal found 2/26![Frontier logo]()
$288
This Aeromexico deal was found by Cheapflights users on 3/1. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Tue 3/242:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 3/1![Aeromexico logo]()
$832
This Aeromexico deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Sun 3/152:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 2/26![Aeromexico logo]()
$810
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
MDW
- CZM
1 stop7h 45m
Delta
Mon 3/162:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/27![Delta logo]()
$820
This Aeromexico deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Wed 3/182:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 2/26![Aeromexico logo]()
$827
This FlightHub deal was found by Cheapflights users on 3/2. 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.
Sun 3/157:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Thu 3/1910:39 am
CUN
- MDW
1 stop7h 55m
Volaris
Deal found 3/2![Volaris logo]()
$278
This Frontier deal was found by Cheapflights users on 3/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:30 am
MDW
- CUN
Nonstop3h 50m
Frontier
Thu 4/231:01 pm
CUN
- MDW
1 stop9h 21m
Frontier
Deal found 3/2![Frontier logo]()
$285
One-way flights from Midway to Riviera MayaSearch for one-way flight options from Midway to Riviera Maya. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
Search for one-way flight options from Midway to Riviera Maya. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This FlightHub deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/28![Volaris logo]()
$102
This Frontier deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Deal found 2/26![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 3/66:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 3/2![Volaris logo]()
$106
This CheapOair deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/27![Volaris logo]()
$108
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/26![Volaris logo]()
$114
This CheapOair deal was found by Cheapflights users on 3/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:23 pm
MDW
- CUN
1 stop13h 15m
Volaris
Deal found 3/2![Volaris logo]()
$119
This Trip.com deal was found by Cheapflights users on 3/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 3/2![Volaris logo]()
$125
This Mytrip deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/208:09 pm
MDW
- CZM
2 stops20h 48m
Volaris
Deal found 2/27![Volaris logo]()
$299
This Aeromexico deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:40 am
MDW
- CZM
1 stop8h 17m
Aeromexico
Deal found 2/26![Aeromexico logo]()
$326
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:00 am
MDW
- CZM
1 stop7h 45m
Delta
Deal found 2/26![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Deal found 2/28![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 3/2. 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.
Fri 4/36:00 am
MDW
- CZM
1 stop7h 45m
Delta
Deal found 3/2![Delta logo]()
$345
Find flight deals from Midway to Riviera Maya
Keep the following information in mind while searching for Midway to Riviera Maya flight deals. Data was last updated March 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $278 (FlightHub) |
One-way from | $102 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $516 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Riviera Maya 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 March 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Riviera Maya that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/10
8:05 am-11:50 am
Nonstop3h 45m
Cancun
Tue 3/24
8:30 am-12:10 pm
Nonstop3h 40m
$315
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 3/12
6:00 am-3:45 pm
1 stop9h 45m
Cancun
Sun 3/15
10:50 am-5:54 pm
1 stop7h 04m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 5/9
6:23 am-2:02 pm
1 stop7h 39m
Cancun
Tue 5/12
10:10 am-4:12 pm
1 stop6h 02m
$339
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 4/11
9:35 am-8:14 pm
2 stops10h 39m
Cancun
Wed 4/15
12:40 pm-10:28 pm
1 stop9h 48m
$342
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 3/7
9:34 am-9:11 pm
2 stops10h 37m
Cancun
Sat 3/14
8:00 am-5:54 pm
2 stops9h 54m
$344
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 4/24
12:52 pm-8:15 pm
1 stop7h 23m
Cancun
Tue 4/28
1:50 pm-10:28 pm
1 stop8h 38m
$349
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 4/25
6:10 am-9:45 am
Nonstop3h 35m
Cancun
Wed 4/29
1:20 pm-9:25 pm
1 stop8h 05m
$371
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 5/8
9:35 am-1:10 pm
Nonstop3h 35m
Cancun
Tue 5/12
3:15 pm-6:55 pm
Nonstop3h 40m
$389
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/17
6:00 am-3:45 pm
1 stop9h 45m
Cancun
Sat 3/21
8:00 am-5:54 pm
2 stops9h 54m
$437
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 4/25
6:10 am-9:45 am
Nonstop3h 35m
Cancun
Sun 5/3
3:10 pm-12:20 am
2 stops9h 10m
$443
Showing 1-10 of 39 resultsSorted by cheapest first
Best time to book a flight from Midway to Riviera Maya
Have a flexible travel schedule? Discover the best time to fly to Riviera Maya from Midway with our price prediction graph.
MDW-CUN
MDW-CZM
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 Riviera Maya
MDW-zzETW
MDW-CUN
MDW-CZM
What is the cheapest month to book a flight from Chicago Midway Airport to Riviera Maya?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Riviera Maya (average of $198). Flying from Chicago Midway Airport to Riviera Maya in March is currently the most expensive (average of $391). 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 ETW?
Find hourly flight availability from Midway to Riviera Maya. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 3, 2026.
When flying from Chicago Midway Airport to Riviera Maya, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Riviera Maya
Get insights into the airlines that provide service to Riviera Maya. 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 Riviera Maya. Reviews last updated March 3, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and Aeromexico from Chicago Midway Airport to Riviera Maya by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Related info for your journey
Find useful and relevant information for your journey from Midway to Riviera Maya. 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 Riviera Maya
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Complete your trip
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Search flights from Midway to Riviera Maya by cabin class
Find flights from Midway to Riviera Maya, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Riviera Maya flights
Browse other Midway and Riviera Maya flight options. Last updated on March 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Midway to Riviera Maya
Discover the top 4 airlines that operate flights from Midway to Riviera Maya. 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 March 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$198 | Average$489 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$294 | Average$519 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$309 | Average$398 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$358 | Average$3,633 | FlexibilityNo cancel fee | On-timeN/A |