$141+ Cheap flights from Chicago (CHI) to Quintana Roo
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Nov 21 — Nov 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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
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Cheapest flights from Chicago to Quintana RooExplore the most affordable flight options available from Chicago to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2026.
Explore the most affordable flight options available from Chicago to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2026.
This Viva deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:35 am -
1 stop15h 55m
Sun 11/2210:20 am -
1 stop13h 35m
Deal found 10/19![Viva logo]()
$412
This Justfly.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/281:05 am -
1 stop11h 25m
Sun 12/62:10 pm -
1 stop10h 25m
Deal found 10/19![Viva logo]()
$416
This flugladen.de deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/294:30 pm -
1 stop22h 00m
Mon 12/74:35 pm -
1 stop26h 08m
Deal found 10/17![Air Canada logo]()
$417
This Volaris deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/81:24 am -
1 stop12h 46m
Fri 11/133:50 pm -
1 stop8h 54m
Deal found 10/21![Volaris logo]()
$422
This Trip.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:40 pm -
1 stop20h 40m
Thu 12/311:30 am -
2 stops12h 20m
Deal found 10/18![Multiple Airlines logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/139:34 pm -
1 stop13h 10m
Thu 12/244:25 pm -
1 stop7h 35m
Deal found 10/21![Multiple Airlines logo]()
$425
This Trip.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:40 pm -
1 stop20h 40m
Thu 12/32:20 pm -
1 stop30h 32m
Deal found 10/18![Air Canada logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops15h 07m
Tue 12/811:38 am -
Nonstop4h 00m
Deal found 10/21![Multiple Airlines logo]()
$426
This FlightHub deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:09 am -
1 stop24h 25m
Thu 11/2611:44 am -
1 stop21h 28m
Deal found 10/19![Frontier logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1310:37 pm -
1 stop10h 41m
Tue 12/153:40 pm -
1 stop8h 10m
Deal found 10/20![Multiple Airlines logo]()
$427
This Trip.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:05 am -
1 stop28h 25m
Thu 12/1011:30 am -
2 stops12h 20m
Deal found 10/19![Multiple Airlines logo]()
$428
This FlightHub deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:16 pm -
1 stop20h 18m
Wed 11/2511:44 am -
1 stop25h 37m
Deal found 10/19![Frontier logo]()
$428
Best flights from Chicago to Quintana RooDiscover carefully curated flight deals from Chicago to Quintana Roo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 22, 2026.
Discover carefully curated flight deals from Chicago to Quintana Roo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 22, 2026.
This Viva deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/201:10 am -
1 stop11h 12m
Sun 2/282:08 pm -
1 stop10h 27m
Deal found 10/21![Viva logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:04 am -
1 stop12h 19m
Wed 1/202:10 pm -
1 stop10h 25m
Deal found 10/19![Multiple Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/316:00 am -
1 stop7h 00m
Thu 2/43:25 pm -
1 stop7h 45m
Deal found 10/21![Delta logo]()
$478
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:00 am -
1 stop10h 00m
Fri 1/155:25 pm -
1 stop6h 20m
Deal found 10/20![Southwest logo]()
$483
This Volaris deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:24 am -
1 stop12h 46m
Fri 11/203:50 pm -
1 stop8h 54m
Deal found 10/17![Volaris logo]()
$488
This Aeromexico deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/301:04 pm -
2 stops22h 30m
Wed 2/31:42 pm -
1 stop10h 18m
Deal found 10/19![Aeromexico logo]()
$557
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/135:45 am -
1 stop8h 50m
Thu 12/174:45 pm -
1 stop8h 59m
Deal found 10/20![United Airlines logo]()
$606
This JetBlue deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/67:00 am -
1 stop8h 15m
Sat 1/95:20 pm -
1 stop7h 22m
Deal found 10/17![JetBlue logo]()
$687
This Justfly.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/281:05 am -
1 stop11h 25m
Sun 12/62:10 pm -
1 stop10h 25m
Deal found 10/19![Viva logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:00 am -
2 stops26h 23m
Sat 12/122:10 pm -
1 stop10h 25m
Deal found 10/19![Multiple Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/305:45 pm -
2 stops19h 15m
Thu 2/43:25 pm -
1 stop9h 25m
Deal found 10/21![Delta logo]()
$482
This Southwest deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:50 am -
2 stops9h 05m
Fri 11/203:30 pm -
1 stop9h 25m
Deal found 10/18![Southwest logo]()
$490
This Volaris deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:24 am -
1 stop12h 46m
Wed 12/233:50 pm -
1 stop8h 54m
Deal found 10/21![Volaris logo]()
$507
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:41 pm -
2 stops18h 19m
Mon 12/213:20 pm -
2 stops18h 30m
Deal found 10/20![Delta logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops29h 23m
Wed 12/92:10 pm -
1 stop10h 25m
Deal found 10/18![Multiple Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:05 am -
1 stop12h 40m
Thu 12/172:10 pm -
Nonstop3h 40m
Deal found 10/17![Southwest logo]()
$500
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:05 am -
2 stops12h 50m
Mon 12/74:46 pm -
1 stop7h 53m
Deal found 10/21![Delta logo]()
$484
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:35 pm -
1 stop17h 00m
Mon 11/164:45 pm -
1 stop16h 07m
Deal found 10/17![United Airlines logo]()
$618
This Volaris deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1212:04 am -
1 stop14h 10m
Sat 2/204:21 pm -
1 stop13h 22m
Deal found 10/17![Volaris logo]()
$562
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/29:00 am -
Nonstop3h 45m
Tue 3/99:40 am -
1 stop12h 20m
Deal found 10/20![Southwest logo]()
$519
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/185:25 pm -
1 stop15h 35m
Thu 2/254:30 pm -
1 stop6h 40m
Deal found 10/20![Delta logo]()
$490
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:30 am -
1 stop7h 05m
Sat 12/194:45 pm -
1 stop7h 39m
Deal found 10/18![United Airlines logo]()
$618
This Volaris deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/312:04 am -
1 stop14h 10m
Sun 2/74:21 pm -
1 stop13h 22m
Deal found 10/21![Volaris logo]()
$563
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:55 am -
Nonstop3h 45m
Sat 11/2110:55 am -
Nonstop3h 30m
Deal found 10/21![Southwest logo]()
$522
This Viva deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2212:35 am -
1 stop15h 55m
Thu 11/2611:30 am -
1 stop12h 30m
Deal found 10/18![Viva logo]()
$651
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/610:35 am -
1 stop9h 40m
Tue 1/128:15 am -
1 stop9h 10m
Deal found 10/19![Delta logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:04 am -
1 stop12h 26m
Sun 11/152:14 pm -
2 stops21h 59m
Deal found 10/21![Multiple Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/18:00 am -
1 stop6h 35m
Mon 3/84:45 pm -
1 stop8h 55m
Deal found 10/20![United Airlines logo]()
$621
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/78:50 am -
Nonstop3h 55m
Mon 1/1112:10 pm -
1 stop9h 35m
Deal found 10/21![Southwest logo]()
$531
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:28 am -
1 stop8h 40m
Sat 1/94:30 pm -
1 stop6h 40m
Deal found 10/19![Delta logo]()
$490
Last-minute flights from Chicago to Quintana RooDiscover last-minute flight deals from Chicago to Quintana Roo. Data last updated October 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Quintana Roo. Data last updated October 22, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2612:50 pm -
1 stop23h 05m
Fri 10/3010:26 am -
1 stop26h 44m
Deal found 10/21![Multiple Airlines logo]()
$426
This Expedia deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:37 am -
1 stop25h 23m
Tue 12/18:55 pm -
1 stop27h 40m
Deal found 10/19![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:10 am -
Nonstop3h 58m
Sat 11/76:20 am -
1 stop18h 15m
Deal found 10/20![Multiple Airlines logo]()
$428
This Volaris deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/81:24 am -
1 stop12h 46m
Fri 11/133:50 pm -
1 stop8h 54m
Deal found 10/21![Volaris logo]()
$422
This Frontier deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:08 am -
1 stop6h 33m
Sat 1/164:57 pm -
1 stop7h 49m
Deal found 10/19![Frontier logo]()
$429
This Viva deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:35 am -
1 stop15h 55m
Sun 11/2210:20 am -
1 stop13h 35m
Deal found 10/19![Viva logo]()
$412
This FlightHub deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:09 am -
1 stop24h 25m
Thu 11/2611:44 am -
1 stop21h 28m
Deal found 10/19![Frontier logo]()
$427
This FlightHub deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:16 pm -
1 stop20h 18m
Wed 11/2511:44 am -
1 stop25h 37m
Deal found 10/19![Frontier logo]()
$428
This Trip.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:40 pm -
1 stop20h 40m
Thu 12/311:30 am -
2 stops12h 20m
Deal found 10/18![Multiple Airlines logo]()
$424
This Trip.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:40 pm -
1 stop20h 40m
Thu 12/32:20 pm -
1 stop30h 32m
Deal found 10/18![Air Canada logo]()
$426
This Justfly.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/281:05 am -
1 stop11h 25m
Sun 12/62:10 pm -
1 stop10h 25m
Deal found 10/19![Viva logo]()
$416
This flugladen.de deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/294:30 pm -
1 stop22h 00m
Mon 12/74:35 pm -
1 stop26h 08m
Deal found 10/17![Air Canada logo]()
$417
One-way flights from Chicago to Quintana RooSearch for one-way flight options from Chicago to Quintana Roo. Find affordable one-way fares based on user searches. Data last updated October 22, 2026.
Search for one-way flight options from Chicago to Quintana Roo. Find affordable one-way fares based on user searches. Data last updated October 22, 2026.
This Viva deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/252:40 pm -
1 stop27h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Viva logo]()
$141
This Viva deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/182:40 pm -
1 stop27h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Viva logo]()
$170
This Super.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:10 am -
Nonstop3h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:29 am -
Nonstop4h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$175
This Booking.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:10 am -
Nonstop3h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/257:29 am -
Nonstop4h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:59 am -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2112:53 pm -
2 stops45h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Volaris logo]()
$179
This Viva deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:05 am -
1 stop22h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Viva logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/182:00 pm -
2 stops26h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$181
This Super.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:25 am -
1 stop10h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/217:29 am -
Nonstop4h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$183
Find flight deals from Chicago to Quintana Roo
Keep the following information in mind while searching for Chicago to Quintana Roo flight deals. Data was last updated October 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $378 (Kiwi.com) |
One-way from | $141 (Viva) |
Popular in | November |
Cheapest in | January |
Average price | $556 |
Good round-trip deal | $527 or less |
Good one-way deal | $239 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 7,457,451 searches. Data last updated October 22, 2026.
Use the filters below to find and compare flights from Chicago to Quintana Roo that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoTulum
ORD Chicago O'Hare Intl - TQO Tulum Intl
ORDTQO
Chicago O'Hare Intl
Thu 3/25
2:40 pm-6:15 pm
1 stop27h 35m
Tulum Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Wed 1/6
12:35 am-9:45 pm
1 stop20h 10m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$180
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Wed 12/30
12:49 pm-2:50 pm
1 stop25h 01m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$220
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Tue 12/29
4:18 pm-11:11 am
1 stop17h 53m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$224
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Sun 11/29
5:40 am-12:40 pm
1 stop6h 00m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Mon 12/28
5:05 pm-10:18 am
1 stop16h 13m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$231
ChicagoTulum
ORD Chicago O'Hare Intl - TQO Tulum Intl
ORDTQO
Chicago O'Hare Intl
Mon 11/23
5:30 am-3:35 pm
1 stop9h 05m
Tulum Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$236
ChicagoTulum
MDW Chicago Midway - TQO Tulum Intl
MDWTQO
Chicago Midway
Sat 12/5
6:00 am-2:02 pm
1 stop7h 02m
Tulum Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$236
ChicagoTulum
MDW Chicago Midway - TQO Tulum Intl
MDWTQO
Chicago Midway
Sat 11/28
6:00 am-2:00 pm
1 stop7h 00m
Tulum Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$236
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Mon 11/9
5:05 am-12:45 pm
1 stop6h 40m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$236
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Quintana Roo
Have a flexible travel schedule? Discover the best time to fly to Quintana Roo from Chicago with our price prediction graph.
ORD-TQO
ORD-CUN
MDW-CUN
MDW-TQO
ORD-CTM
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 to Quintana Roo
CHI-MXQR
ORD-TQO
ORD-CUN
MDW-CUN
MDW-TQO
What is the cheapest month to book a flight from Chicago to Quintana Roo?
Currently, January is the cheapest month in which you can book a flight from Chicago to Quintana Roo (average of $381). Flying from Chicago to Quintana Roo in December is currently the most expensive (average of $586). 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 CHI to QR?
Find hourly flight availability from Chicago 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 October 22, 2026.
When flying from Chicago to Quintana Roo, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 18% versus a flight at noon.
Weekly flight availability from Chicago to Quintana Roo
Explore weekly flight availability from Chicago to Quintana Roo. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 22, 2026.
The most flights from CHI to MXQR are scheduled on a Wednesday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Quintana Roo?
Airfare is below average for this route at the moment.
Chicago to Quintana Roo flights typically cost between $449 and $702 in December.The cheapest round-trip price found within the last 5 days was $425 on Multiple Airlines (Dec 13-Dec 23).
How far ahead should I book a flight from Chicago to Quintana Roo?
The best time to book flights from Chicago to Quintana Roo is 77 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 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 October 22, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Quintana Roo to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago 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 Chicago to Quintana Roo
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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 Chicago to Quintana Roo by cabin class
Find flights from Chicago to Quintana Roo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Quintana Roo flights
Browse other Chicago and Quintana Roo flight options. Last updated on October 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Quintana Roo
Discover the top 10 airlines that operate flights from Chicago 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 7,457,451 searches. Data last updated October 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$134 | Average$423 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$158 | Average$483 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$194 | Average$459 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$253 | Average$420 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$519 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$304 | Average$493 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$304 | Average$617 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$582 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$360 | Average$538 | FlexibilityNo cancel fee | On-time67% |