$200+ Cheap flights from Quintana Roo to Chicago (CHI)
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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from Quintana Roo to Chicago 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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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 Quintana Roo to Chicago
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Cheapest flights from Quintana Roo to ChicagoExplore the most affordable flight options available from Quintana Roo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
Explore the most affordable flight options available from Quintana Roo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:44 am -
Nonstop4h 01m
Mon 11/307:59 am -
Nonstop3h 56m
Deal found 10/14![Frontier logo]()
$308
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Thu 11/511:44 am -
Nonstop4h 01m
Tue 11/106:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$312
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/211:44 am -
Nonstop4h 01m
Mon 11/96:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2311:24 am -
Nonstop4h 01m
Mon 11/307:59 am -
Nonstop3h 56m
Deal found 10/15![Frontier logo]()
$340
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.
Fri 11/132:51 pm -
1 stop9h 56m
Mon 11/166:08 am -
1 stop6h 33m
Deal found 10/19![Frontier logo]()
$345
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:49 am -
Nonstop4h 01m
Mon 2/157:29 am -
Nonstop4h 23m
Deal found 10/14![Frontier logo]()
$345
This Frontier deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Thu 12/1011:28 am -
1 stop11h 14m
Sun 12/139:34 pm -
1 stop13h 10m
Deal found 10/16![Frontier logo]()
$347
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:49 am -
Nonstop4h 01m
Mon 10/196:10 am -
Nonstop3h 48m
Deal found 10/14![Frontier logo]()
$353
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Wed 10/2810:44 am -
Nonstop4h 01m
Mon 11/26:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$354
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:29 am -
Nonstop4h 01m
Tue 12/17:35 am -
Nonstop3h 56m
Deal found 10/14![Frontier logo]()
$358
This Travelocity deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:24 am -
Nonstop4h 01m
Tue 11/245:25 am -
1 stop10h 43m
Deal found 10/14![Frontier logo]()
$359
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:56 pm -
1 stop9h 10m
Sun 2/1412:04 am -
1 stop13h 13m
Deal found 10/14![Volaris logo]()
$362
Best flights from Quintana Roo to ChicagoDiscover carefully curated flight deals from Quintana Roo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from Quintana Roo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This Travelocity deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:24 am -
Nonstop4h 01m
Tue 11/245:25 am -
1 stop10h 43m
Deal found 10/14![Frontier logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/264:45 pm -
1 stop8h 59m
Sat 1/25:30 am -
1 stop9h 05m
Deal found 10/15![United Airlines logo]()
$417
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 12/253:50 pm -
1 stop8h 54m
Tue 1/51:24 am -
1 stop12h 46m
Deal found 10/17![Volaris logo]()
$424
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/124:06 pm -
1 stop7h 48m
Tue 11/176:00 am -
1 stop6h 47m
Deal found 10/15![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Mon 11/2312:30 pm -
1 stop6h 20m
Mon 11/308:05 am -
Nonstop3h 45m
Deal found 10/15![Southwest logo]()
$476
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.
Thu 12/34:45 pm -
1 stop28h 10m
Mon 12/76:50 am -
1 stop7h 45m
Deal found 10/18![United Airlines logo]()
$418
This Frontier deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:51 pm -
1 stop9h 56m
Sun 11/16:16 am -
1 stop6h 25m
Deal found 10/14![Frontier logo]()
$426
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/2512:10 pm -
1 stop9h 08m
Wed 1/67:10 am -
1 stop8h 20m
Deal found 10/15![Delta logo]()
$429
This Volaris 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/233:50 pm -
1 stop8h 54m
Tue 1/51:24 am -
1 stop12h 46m
Deal found 10/19![Volaris logo]()
$432
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:45 pm -
1 stop22h 58m
Thu 12/102:22 pm -
1 stop24h 13m
Deal found 10/19![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/202:40 pm -
1 stop8h 56m
Sun 11/295:30 am -
1 stop6h 00m
Deal found 10/15![Delta logo]()
$429
This Aeromexico deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:31 pm -
1 stop10h 08m
Sat 11/71:30 am -
1 stop11h 12m
Deal found 10/14![Aeromexico logo]()
$959
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Mon 11/232:15 pm -
1 stop10h 55m
Sun 11/2911:00 pm -
1 stop16h 00m
Deal found 10/15![Southwest logo]()
$480
This Volaris deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Mon 11/23:50 pm -
1 stop8h 54m
Sun 11/81:24 am -
1 stop12h 46m
Deal found 10/16![Volaris logo]()
$446
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/234:45 pm -
1 stop9h 00m
Sun 11/299:35 pm -
1 stop17h 00m
Deal found 10/15![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/283:00 pm -
1 stop8h 00m
Thu 1/1411:10 am -
1 stop9h 05m
Deal found 10/16![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/263:15 pm -
1 stop8h 40m
Sat 1/23:45 pm -
Nonstop3h 40m
Deal found 10/15![Southwest logo]()
$497
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.
Wed 12/234:45 pm -
1 stop19h 30m
Mon 12/288:12 pm -
1 stop18h 23m
Deal found 10/17![United Airlines logo]()
$419
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:05 am -
1 stop7h 59m
Fri 12/1111:28 am -
1 stop8h 40m
Deal found 10/17![Delta logo]()
$430
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:13 pm -
1 stop11h 41m
Mon 12/76:00 am -
1 stop6h 50m
Deal found 10/18![Delta logo]()
$430
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:45 pm -
1 stop17h 26m
Thu 11/127:55 pm -
1 stop18h 40m
Deal found 10/19![United Airlines logo]()
$439
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.
Thu 11/121:40 pm -
1 stop8h 09m
Tue 11/175:30 am -
1 stop7h 17m
Deal found 10/19![Delta logo]()
$430
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:05 am -
2 stops13h 10m
Fri 12/111:34 pm -
1 stop6h 34m
Deal found 10/17![Delta logo]()
$430
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 10/308:00 am -
1 stop8h 14m
Sat 11/76:04 am -
1 stop13h 51m
Deal found 10/16![Delta logo]()
$470
This Delta deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/2612:20 pm -
1 stop11h 02m
Sat 1/29:30 am -
2 stops10h 50m
Deal found 10/15![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Fri 12/254:50 pm -
1 stop8h 54m
Wed 1/67:25 am -
1 stop7h 17m
Deal found 10/15![United Airlines logo]()
$698
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:50 pm -
1 stop28h 05m
Sun 12/66:50 am -
1 stop7h 52m
Deal found 10/14![United Airlines logo]()
$698
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.
Thu 12/34:50 pm -
1 stop7h 05m
Mon 12/76:50 am -
1 stop7h 52m
Deal found 10/18![United Airlines logo]()
$702
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.
Tue 12/294:50 pm -
1 stop8h 54m
Tue 1/55:30 am -
1 stop9h 12m
Deal found 10/18![United Airlines logo]()
$702
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:50 pm -
1 stop7h 06m
Tue 12/157:30 am -
1 stop7h 12m
Deal found 10/19![United Airlines logo]()
$703
Last-minute flights from Quintana Roo to ChicagoDiscover last-minute flight deals from Quintana Roo to Chicago. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Quintana Roo to Chicago. Data last updated October 19, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:49 am -
Nonstop4h 01m
Mon 2/157:29 am -
Nonstop4h 23m
Deal found 10/14![Frontier logo]()
$345
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:05 pm -
1 stop11h 55m
Wed 10/287:05 am -
1 stop9h 55m
Deal found 10/18![Air Canada logo]()
$366
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:56 pm -
1 stop9h 10m
Sun 2/1412:04 am -
1 stop13h 13m
Deal found 10/14![Volaris logo]()
$362
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:20 pm -
1 stop15h 23m
Sun 2/286:29 am -
1 stop13h 28m
Deal found 10/17![Volaris logo]()
$367
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Wed 10/2810:44 am -
Nonstop4h 01m
Mon 11/26:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$354
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/211:44 am -
Nonstop4h 01m
Mon 11/96:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$333
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Thu 11/511:44 am -
Nonstop4h 01m
Tue 11/106:10 am -
Nonstop3h 58m
Deal found 10/15![Frontier logo]()
$312
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:44 am -
Nonstop4h 01m
Mon 11/307:59 am -
Nonstop3h 56m
Deal found 10/14![Frontier logo]()
$308
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.
Fri 11/132:51 pm -
1 stop9h 56m
Mon 11/166:08 am -
1 stop6h 33m
Deal found 10/19![Frontier logo]()
$345
This Travelocity deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:24 am -
Nonstop4h 01m
Tue 11/245:25 am -
1 stop10h 43m
Deal found 10/14![Frontier logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2311:24 am -
Nonstop4h 01m
Mon 11/307:59 am -
Nonstop3h 56m
Deal found 10/15![Frontier logo]()
$340
This Cheapflightsfares deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:29 am -
Nonstop4h 01m
Tue 12/17:35 am -
Nonstop3h 56m
Deal found 10/14![Frontier logo]()
$358
One-way flights from Quintana Roo to ChicagoSearch for one-way flight options from Quintana Roo to Chicago. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from Quintana Roo to Chicago. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Volaris 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/253:50 pm -
1 stop8h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Volaris logo]()
$200
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:30 am -
2 stops12h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Viva logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:30 am -
1 stop25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Viva logo]()
$211
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.
Sat 10/3110:35 am -
1 stop23h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Air Canada logo]()
$212
This Volaris deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/133:50 pm -
1 stop8h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Volaris logo]()
$212
This Super.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:51 pm -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 10/276:30 pm -
1 stop11h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Volaris logo]()
$213
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/214:57 pm -
1 stop7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 12/110:05 pm -
1 stop25h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Viva logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Thu 11/122:51 pm -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/710:25 am -
1 stop14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Viva logo]()
$216
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:20 am -
1 stop13h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Viva logo]()
$217
Find flight deals from Quintana Roo to Chicago
Keep the following information in mind while searching for Quintana Roo to Chicago flight deals. Data was last updated October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $308 (Cheapflightsfares) |
One-way from | $200 (Volaris) |
Popular in | August |
Cheapest in | April |
Average price | $390 |
Good round-trip deal | $433 or less |
Good one-way deal | $286 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Quintana Roo to Chicago 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 19, 2026.
Use the filters below to find and compare flights from Quintana Roo to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TulumChicago
TQO Tulum Intl - ORD Chicago O'Hare Intl
TQOORD
Tulum Intl
Fri 12/25
3:50 pm-11:44 pm
1 stop8h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
TulumChicago
TQO Tulum Intl - ORD Chicago O'Hare Intl
TQOORD
Tulum Intl
Fri 11/13
3:50 pm-11:44 pm
1 stop8h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$212
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Mon 3/29
3:18 pm-11:06 pm
1 stop7h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$225
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Mon 12/21
3:07 pm-11:33 pm
1 stop9h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$232
CancúnChicago
CUN Cancun - MDW Chicago Midway
CUNMDW
Cancun
Fri 11/27
6:18 pm-7:37 am
1 stop14h 19m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
TulumChicago
TQO Tulum Intl - ORD Chicago O'Hare Intl
TQOORD
Tulum Intl
Mon 11/9
4:45 pm-12:45 am
1 stop9h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$240
TulumChicago
TQO Tulum Intl - ORD Chicago O'Hare Intl
TQOORD
Tulum Intl
Sun 11/8
4:45 pm-9:11 am
1 stop17h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$240
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Tue 1/12
8:15 am-8:37 pm
2 stops13h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$241
TulumChicago
TQO Tulum Intl - ORD Chicago O'Hare Intl
TQOORD
Tulum Intl
Sat 12/26
4:45 pm-12:44 am
1 stop8h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$248
Quickest round-trip
CancúnChicago
CUN Cancun - MDW Chicago Midway
CUNMDW
Cancun
Mon 11/23
2:10 pm-4:50 pm
Nonstop3h 40m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$250
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Quintana Roo to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Quintana Roo with our price prediction graph.
CUN-ORD
CUN-MDW
TQO-ORD
CTM-ORD
CZM-ORD
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 Quintana Roo to Chicago
MXQR-CHI
CUN-ORD
CUN-MDW
TQO-ORD
CTM-ORD
What is the cheapest month to book a flight from Quintana Roo to Chicago?
Currently, February is the cheapest month in which you can book a flight from Quintana Roo to Chicago (average of $217). Flying from Quintana Roo to Chicago in July is currently the most expensive (average of $435). 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 QR to CHI?
Find hourly flight availability from Quintana Roo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 19, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Quintana Roo to Chicago as you normally would.
Weekly flight availability from Quintana Roo to Chicago
Explore weekly flight availability from Quintana Roo to Chicago. 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 19, 2026.
The most flights from MXQR to CHI are scheduled on a Saturday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Quintana Roo to Chicago?
Airfare is below average for this route at the moment.
Quintana Roo to Chicago flights typically cost between $376 and $441 in November.The cheapest round-trip price found within the last 5 days was $308 on Frontier (Nov 12-Nov 17).
How far ahead should I book a flight from Quintana Roo to Chicago?
Booking 52 days in advance of your planned departure date is, on average, the best time to get cheap flights from Quintana Roo to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Related info for your journey
Find useful and relevant information for your journey from Quintana Roo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes
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Alternative routes for Quintana Roo to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Quintana Roo to Chicago by cabin class
Find flights from Quintana Roo to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Quintana Roo and Chicago flights
Browse other Quintana Roo and Chicago flight options. Last updated on October 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Quintana Roo to Chicago
Discover the top 3 airlines that operate flights from Quintana Roo to Chicago. 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 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$209 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$319 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$306 | Average$466 | FlexibilityNo cancel fee | On-time79% |