$105+ Cheap flights from Midway (MDW) to Quintana Roo
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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Midway to Quintana Roo 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 Quintana Roo
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Cheapest flights from Midway to Quintana RooExplore the most affordable flight options available from Midway to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Midway to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Mytrip deal was found by Cheapflights users on 2/2. 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 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$255
This Super.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 1/31![Frontier logo]()
$256
This Frontier deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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
Mon 4/139:04 am
CUN
- MDW
1 stop11h 03m
Frontier
Deal found 1/31![Frontier logo]()
$277
This Frontier deal was found by Cheapflights users on 2/2. 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
Sat 4/181:25 pm
CUN
- MDW
1 stop8h 54m
Frontier
Deal found 2/2![Frontier logo]()
$278
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:15 am
MDW
- CUN
1 stop24h 36m
Frontier
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/1![Frontier logo]()
$279
This eDestinos deal was found by Cheapflights users on 2/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
MDW
- CUN
1 stop8h 54m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/2![Frontier logo]()
$282
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Mon 2/236:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 2/2810:16 am
CUN
- MDW
1 stop12h 23m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$283
This WAYA deal was found by Cheapflights users on 2/3. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:00 am
MDW
- CUN
1 stop9h 36m
Frontier
Thu 2/262:49 pm
CUN
- MDW
1 stop8h 40m
Frontier
Deal found 2/3![Frontier logo]()
$287
This Frontier deal was found by Cheapflights users on 2/2. 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 2/286:25 am
MDW
- CUN
1 stop7h 57m
Frontier
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/2![Frontier logo]()
$288
This Aeromexico deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/236:00 am
MDW
- CZM
1 stop7h 55m
Aeromexico
Thu 2/263:10 pm
CZM
- MDW
1 stop7h 21m
Aeromexico
Deal found 1/31![Aeromexico logo]()
$466
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/236:17 pm
MDW
- CZM
2 stops19h 38m
Delta
Fri 2/273:10 pm
CZM
- MDW
1 stop7h 21m
Delta
Deal found 2/2![Delta logo]()
$472
This Aeromexico deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sun 3/86:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Wed 3/112:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 1/31![Aeromexico logo]()
$498
Best flights from Midway to Quintana RooDiscover carefully curated flight deals from Midway to Quintana Roo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Midway to Quintana Roo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/84:35 pm
MDW
- CUN
Nonstop3h 40m
Southwest
Thu 3/128:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 2/2![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 3/2310:45 am
MDW
- CUN
1 stop9h 35m
Delta
Wed 3/2510:50 am
CUN
- MDW
1 stop7h 04m
Delta
Deal found 2/2![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:05 pm
MDW
- CUN
Nonstop3h 40m
Southwest
Mon 3/98:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 2/2![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 2/2. 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 2/76:25 am
MDW
- CUN
1 stop13h 55m
Delta
Tue 2/108:00 am
CUN
- MDW
1 stop10h 29m
Delta
Deal found 2/2![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 2/226:00 am
MDW
- CUN
1 stop9h 45m
Delta
Wed 2/258:00 am
CUN
- MDW
1 stop10h 45m
Delta
Deal found 2/1![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/86:05 am
MDW
- CUN
1 stop6h 30m
Southwest
Wed 3/118:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 1/31![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 2/1. 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 2/216:00 am
MDW
- CUN
1 stop9h 45m
Delta
Wed 2/254:45 pm
CUN
- MDW
1 stop6h 46m
Delta
Deal found 2/1![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/2. 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 2/2610:49 am
MDW
- CUN
1 stop9h 22m
Delta
Tue 3/33:13 pm
CUN
- MDW
1 stop8h 20m
Delta
Deal found 2/2![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/1. 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 3/74:13 pm
MDW
- CUN
2 stops18h 37m
Delta
Wed 3/1111:15 am
CUN
- MDW
1 stop6h 07m
Delta
Deal found 2/1![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/2. 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 2/2811:06 am
MDW
- CUN
1 stop9h 05m
Delta
Sat 3/712:05 pm
CUN
- MDW
2 stops11h 26m
Delta
Deal found 2/2![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/1. 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 4/116:00 am
MDW
- CUN
1 stop7h 00m
Delta
Wed 4/1510:00 am
CUN
- MDW
1 stop6h 29m
Delta
Deal found 2/1![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/96:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Tue 3/172:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 3/86:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops17h 53m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 3/166:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Wed 3/182:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/2![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 3/86:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Wed 3/182:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/2. 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 3/146:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops21h 29m
Delta
Deal found 2/2![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/26:20 pm
MDW
- CZM
2 stops19h 35m
Delta
Tue 3/102:00 pm
CZM
- MDW
1 stop7h 31m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 3/176:00 am
MDW
- CZM
1 stop7h 45m
Delta
Wed 3/182:00 pm
CZM
- MDW
2 stops17h 53m
Delta
Deal found 2/2![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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.
Mon 3/96:00 am
MDW
- CZM
1 stop7h 45m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops17h 53m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 3/116:00 am
MDW
- CZM
1 stop7h 45m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops21h 29m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 3/176:00 am
MDW
- CZM
1 stop7h 45m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops17h 53m
Delta
Deal found 2/2![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/1. 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 3/106:00 am
MDW
- CZM
1 stop7h 45m
Delta
Thu 3/192:00 pm
CZM
- MDW
2 stops21h 29m
Delta
Deal found 2/1![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 3/236:34 pm
MDW
- CZM
2 stops19h 11m
Delta
Wed 3/253:15 pm
CZM
- MDW
1 stop16h 35m
Delta
Deal found 2/2![Delta logo]()
$504
Last-minute flights from Midway to Quintana RooDiscover last-minute flight deals from Midway to Quintana Roo. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Quintana Roo. Data last updated February 3, 2026 and is based on user searches.
This WAYA deal was found by Cheapflights users on 2/3. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:00 am
MDW
- CUN
1 stop9h 36m
Frontier
Thu 2/262:49 pm
CUN
- MDW
1 stop8h 40m
Frontier
Deal found 2/3![Frontier logo]()
$287
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Mon 2/236:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 2/2810:16 am
CUN
- MDW
1 stop12h 23m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$283
This Aeromexico deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/236:00 am
MDW
- CZM
1 stop7h 55m
Aeromexico
Thu 2/263:10 pm
CZM
- MDW
1 stop7h 21m
Aeromexico
Deal found 1/31![Aeromexico logo]()
$466
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/236:17 pm
MDW
- CZM
2 stops19h 38m
Delta
Fri 2/273:10 pm
CZM
- MDW
1 stop7h 21m
Delta
Deal found 2/2![Delta logo]()
$472
This Frontier deal was found by Cheapflights users on 2/2. 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 2/286:25 am
MDW
- CUN
1 stop7h 57m
Frontier
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/2![Frontier logo]()
$288
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:15 am
MDW
- CUN
1 stop24h 36m
Frontier
Sat 3/73:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/1![Frontier logo]()
$279
This Mytrip deal was found by Cheapflights users on 2/2. 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 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Multiple Airlines
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$255
This Super.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 1/31![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/84:35 pm
MDW
- CUN
Nonstop3h 40m
Southwest
Wed 3/118:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 1/31![Southwest logo]()
$291
This Aeromexico deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sun 3/86:00 am
MDW
- CZM
1 stop7h 45m
Aeromexico
Wed 3/112:00 pm
CZM
- MDW
1 stop7h 31m
Aeromexico
Deal found 1/31![Aeromexico logo]()
$498
This eDestinos deal was found by Cheapflights users on 2/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
MDW
- CUN
1 stop8h 54m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/2![Frontier logo]()
$282
This Delta deal was found by Cheapflights users on 2/1. 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
- CZM
1 stop7h 45m
Delta
Wed 3/253:15 pm
CZM
- MDW
1 stop16h 35m
Delta
Deal found 2/1![Delta logo]()
$500
One-way flights from Midway to Quintana RooSearch for one-way flight options from Midway to Quintana Roo. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Midway to Quintana Roo. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kissandfly.com deal was found by Cheapflights users on 2/2. 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 Kissandfly.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 2/2![Volaris logo]()
$105
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Fri 2/206:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/1![Volaris logo]()
$107
This FlightHub deal was found by Cheapflights users on 2/3. 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.
Mon 2/236:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/3![Volaris logo]()
$108
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Fri 2/66:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/1![Volaris logo]()
$113
This FlightHub deal was found by Cheapflights users on 2/2. 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.
Sat 3/217:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/2![Volaris logo]()
$114
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Fri 4/248:09 pm
MDW
- CUN
1 stop13h 39m
Volaris
Deal found 2/1![Volaris logo]()
$116
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Sat 3/76:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/1![Volaris logo]()
$123
This FlightHub deal was found by Cheapflights users on 2/2. 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 3/26:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/2![Volaris logo]()
$124
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Wed 2/256:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/1![Volaris logo]()
$125
This Trip.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/116:05 am
MDW
- CUN
1 stop8h 54m
Frontier
Deal found 2/2![Frontier logo]()
$126
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Wed 3/187:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 2/1![Volaris logo]()
$127
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 1/31![Delta logo]()
$288
Find flight deals from Midway to Quintana Roo
Keep the following information in mind while searching for Midway to Quintana Roo flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $255 (Mytrip) |
One-way from | $105 (Kissandfly.com) |
Popular in | December |
Cheapest in | September |
Average price | $437 |
Good round-trip deal | $441 or less |
Good one-way deal | $263 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Quintana Roo 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 February 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Quintana Roo that are best for you.
Fly from
Midway
Fly to
Quintana Roo
Route
Depart
Return
Price
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 3/8
4:35 pm-8:15 pm
Nonstop3h 40m
Cancun
Thu 3/12
8:30 am-12:10 pm
Nonstop3h 40m
$293
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 3/5
4:05 pm-8:45 pm
Nonstop3h 40m
Cancun
Mon 3/9
8:30 am-12:10 pm
Nonstop3h 40m
$303
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 3/23
10:45 am-8:20 pm
1 stop9h 35m
Cancun
Wed 3/25
10:50 am-5:54 pm
1 stop7h 04m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/7
6:25 am-9:20 pm
1 stop13h 55m
Cancun
Tue 2/10
8:00 am-5:29 pm
1 stop10h 29m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 2/22
6:00 am-4:45 pm
1 stop9h 45m
Cancun
Wed 2/25
8:00 am-5:45 pm
1 stop10h 45m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/21
6:00 am-4:45 pm
1 stop9h 45m
Cancun
Wed 2/25
4:45 pm-10:31 pm
1 stop6h 46m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 2/26
10:49 am-9:11 pm
1 stop9h 22m
Cancun
Tue 3/3
3:13 pm-10:33 pm
1 stop8h 20m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 3/8
6:05 am-12:35 pm
1 stop6h 30m
Cancun
Wed 3/11
8:30 am-12:10 pm
Nonstop3h 40m
$340
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 3/7
4:13 pm-11:50 am
2 stops18h 37m
Cancun
Wed 3/11
11:15 am-5:22 pm
1 stop6h 07m
$342
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/28
11:06 am-9:11 pm
1 stop9h 05m
Cancun
Sat 3/7
12:05 pm-10:31 pm
2 stops11h 26m
$342
Showing 1-10 of 45 results
Best time to book a flight from Midway to Quintana Roo
Have a flexible travel schedule? Discover the best time to fly to Quintana Roo 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 Quintana Roo
MDW-MXQR
MDW-CUN
MDW-CZM
What is the cheapest month to book a flight from Chicago Midway Airport to Quintana Roo?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Quintana Roo (average of $198). Flying from Chicago Midway Airport to Quintana Roo in January 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 QR?
Find hourly flight availability from Midway to Quintana Roo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Quintana Roo as you normally would.
Reviews of airlines servicing Quintana Roo
Get insights into the airlines that provide service to Quintana Roo. 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 Quintana Roo. Reviews last updated February 3, 2026.
See what other customers who have flown with Southwest, Delta, and Aeromexico from Chicago Midway Airport to Quintana Roo have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Midway to Quintana Roo. 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 Quintana Roo
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Quintana Roo by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Quintana Roo by cabin class
Find flights from Midway to Quintana Roo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Quintana Roo flights
Browse other Midway and Quintana Roo flight options. Last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Midway to Quintana Roo
Discover the top 4 airlines that operate flights from Midway to Quintana Roo. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$293 | Average$476 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$295 | Average$524 | 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 |