$193+ Cheap flights from Quintana Roo to Chicago (CHI)
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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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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 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 August 22, 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 August 22, 2026.
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:35 pm -
1 stop11h 05m
Mon 9/287:35 am -
1 stop13h 28m
Deal found 8/17![Multiple Airlines logo]()
$291
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:24 pm -
2 stops18h 57m
Mon 11/27:30 am -
Nonstop3h 55m
Deal found 8/18![Frontier logo]()
$307
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:51 pm -
1 stop9h 53m
Mon 9/286:25 am -
1 stop6h 12m
Deal found 8/18![Frontier logo]()
$310
This Frontier deal was found by Cheapflights users on 8/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:51 pm -
1 stop9h 53m
Sun 9/276:25 am -
1 stop6h 12m
Deal found 8/20![Frontier logo]()
$311
This Expedia deal was found by Cheapflights users on 8/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:29 am -
Nonstop4h 01m
Sun 11/87:30 am -
Nonstop3h 55m
Deal found 8/18![Frontier logo]()
$313
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:20 pm -
1 stop7h 53m
Sun 11/86:29 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$315
This CheapOair deal was found by Cheapflights users on 8/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:50 pm -
1 stop8h 02m
Mon 9/287:35 am -
1 stop13h 28m
Deal found 8/19![Volaris logo]()
$319
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:49 pm -
1 stop12h 06m
Mon 10/57:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$321
This Super.com deal was found by Cheapflights users on 8/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/310:50 am -
1 stop12h 57m
Mon 9/77:35 am -
1 stop13h 28m
Deal found 8/17![Volaris logo]()
$322
This Kissandfly.com deal was found by Cheapflights users on 8/18. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:50 pm -
1 stop8h 02m
Sat 10/171:40 am -
1 stop12h 48m
Deal found 8/18![Volaris logo]()
$326
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:29 am -
Nonstop4h 01m
Sun 11/86:29 am -
1 stop13h 28m
Deal found 8/18![Multiple Airlines logo]()
$328
This Frontier deal was found by Cheapflights users on 8/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:51 pm -
1 stop9h 52m
Sun 10/186:15 am -
1 stop6h 26m
Deal found 8/20![Frontier logo]()
$336
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 August 22, 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 August 22, 2026.
This Volaris deal was found by Cheapflights users on 8/18. 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 9/259:50 pm -
1 stop8h 02m
Mon 9/281:40 am -
1 stop8h 23m
Deal found 8/18![Volaris logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:11 pm -
Nonstop3h 53m
Sun 10/49:29 am -
Nonstop3h 41m
Deal found 8/21![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 8/17. 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.
Fri 9/2511:30 am -
1 stop12h 29m
Tue 9/297:05 am -
2 stops12h 45m
Deal found 8/17![Delta logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/42:14 pm -
1 stop20h 46m
Sat 10/101:40 am -
1 stop30h 47m
Deal found 8/20![Multiple Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:40 am -
2 stops8h 55m
Mon 11/308:20 am -
Nonstop3h 45m
Deal found 8/19![Southwest logo]()
$472
This Volaris deal was found by Cheapflights users on 8/17. 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 10/14:32 pm -
1 stop8h 23m
Sat 10/31:40 am -
1 stop8h 23m
Deal found 8/17![Volaris logo]()
$359
This Aeromexico deal was found by Cheapflights users on 8/18. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:36 pm -
1 stop30h 23m
Mon 9/286:25 pm -
2 stops22h 20m
Deal found 8/18![Aeromexico logo]()
$787
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:11 pm -
Nonstop3h 53m
Mon 10/265:30 am -
1 stop8h 54m
Deal found 8/21![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 8/17. 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.
Wed 10/148:00 am -
1 stop8h 14m
Wed 10/289:29 am -
2 stops10h 26m
Deal found 8/17![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 9/2412:11 pm -
Nonstop3h 53m
Sun 9/279:29 am -
Nonstop3h 41m
Deal found 8/20![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/17. 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.
Wed 9/162:00 pm -
1 stop8h 44m
Tue 9/2210:48 am -
1 stop9h 02m
Deal found 8/17![Delta logo]()
$414
This Southwest deal was found by Cheapflights users on 8/21. 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.
Wed 2/1012:10 pm -
1 stop10h 10m
Tue 2/1610:20 am -
1 stop6h 05m
Deal found 8/21![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/2512:11 pm -
Nonstop3h 53m
Tue 9/299:29 am -
Nonstop3h 41m
Deal found 8/20![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/21. 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.
Tue 10/279:24 am -
2 stops13h 09m
Tue 11/39:29 am -
2 stops10h 26m
Deal found 8/21![Delta logo]()
$414
This Southwest deal was found by Cheapflights users on 8/21. 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.
Fri 10/231:45 pm -
2 stops10h 10m
Mon 10/265:00 am -
1 stop10h 00m
Deal found 8/21![Southwest logo]()
$481
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 10/112:40 pm -
2 stops11h 19m
Sat 10/31:54 am -
1 stop11h 46m
Deal found 8/21![Delta logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Mon 10/52:14 pm -
1 stop20h 46m
Mon 10/126:30 am -
2 stops25h 57m
Deal found 8/21![Multiple Airlines logo]()
$577
This Southwest deal was found by Cheapflights users on 8/21. 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.
Fri 9/253:10 pm -
2 stops8h 15m
Sun 10/45:10 am -
1 stop7h 50m
Deal found 8/21![Southwest logo]()
$492
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 2/1011:18 am -
2 stops11h 52m
Tue 2/166:00 am -
2 stops13h 00m
Deal found 8/20![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 8/17. 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.
Thu 9/173:20 pm -
1 stop7h 25m
Tue 9/221:00 pm -
1 stop6h 50m
Deal found 8/17![Delta logo]()
$452
This Aeromexico deal was found by Cheapflights users on 8/21. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:11 pm -
2 stops25h 34m
Mon 9/215:30 am -
2 stops11h 15m
Deal found 8/21![Aeromexico logo]()
$856
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Fri 10/303:50 pm -
1 stop28h 05m
Tue 11/39:35 pm -
1 stop17h 07m
Deal found 8/18![United Airlines logo]()
$677
This United Airlines deal was found by Cheapflights users on 8/19. 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 9/253:52 pm -
1 stop7h 34m
Tue 9/297:30 am -
1 stop7h 12m
Deal found 8/19![United Airlines logo]()
$677
This United Airlines deal was found by Cheapflights users on 8/19. 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 10/303:50 pm -
1 stop7h 36m
Mon 11/306:55 am -
1 stop7h 47m
Deal found 8/19![United Airlines logo]()
$677
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:52 pm -
1 stop7h 35m
Mon 10/267:29 am -
1 stop7h 13m
Deal found 8/21![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Fri 10/93:52 pm -
1 stop7h 35m
Wed 10/147:30 am -
1 stop7h 12m
Deal found 8/18![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/13:52 pm -
1 stop7h 35m
Sun 10/47:30 am -
1 stop7h 12m
Deal found 8/18![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 12/254:50 pm -
1 stop8h 54m
Sat 1/29:43 pm -
1 stop16h 59m
Deal found 8/17![United Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 9/173:52 pm -
1 stop7h 35m
Tue 9/227:30 am -
1 stop7h 12m
Deal found 8/17![United Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Fri 11/204:50 pm -
1 stop7h 36m
Mon 11/237:30 am -
1 stop7h 12m
Deal found 8/17![United Airlines logo]()
$679
Last-minute flights from Quintana Roo to ChicagoDiscover last-minute flight deals from Quintana Roo to Chicago. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Quintana Roo to Chicago. Data last updated August 22, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/19. 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.
Thu 8/2711:10 am -
1 stop9h 21m
Sun 8/306:05 am -
1 stop7h 49m
Deal found 8/19![Frontier logo]()
$378
This eDestinos deal was found by Cheapflights users on 8/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:10 am -
1 stop9h 05m
Sat 8/292:53 am -
1 stop9h 11m
Deal found 8/18![Volaris logo]()
$404
This Super.com deal was found by Cheapflights users on 8/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:50 am -
1 stop12h 57m
Thu 9/37:09 am -
1 stop10h 21m
Deal found 8/20![Volaris logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 8/294:32 pm -
1 stop12h 09m
Mon 8/317:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$426
This FlightHub deal was found by Cheapflights users on 8/18. 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.
Tue 9/110:50 am -
1 stop12h 57m
Wed 9/27:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$346
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:50 am -
1 stop12h 57m
Wed 9/27:11 am -
2 stops12h 59m
Deal found 8/18![Multiple Airlines logo]()
$427
This Kissandfly.com deal was found by Cheapflights users on 8/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:40 am -
1 stop8h 24m
Mon 9/78:23 pm -
1 stop13h 32m
Deal found 8/20![Volaris logo]()
$377
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:51 pm -
1 stop9h 53m
Mon 9/146:25 am -
1 stop6h 12m
Deal found 8/18![Frontier logo]()
$373
This Delta deal was found by Cheapflights users on 8/18. 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.
Wed 9/1612:35 pm -
1 stop10h 09m
Tue 9/229:29 am -
2 stops10h 21m
Deal found 8/18![Delta logo]()
$413
This Frontier deal was found by Cheapflights users on 8/17. 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 9/241:51 pm -
1 stop9h 53m
Sun 9/276:25 am -
1 stop6h 12m
Deal found 8/17![Frontier logo]()
$310
This FlightHub deal was found by Cheapflights users on 8/19. 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.
Thu 9/241:51 pm -
1 stop9h 53m
Mon 9/286:25 am -
1 stop6h 12m
Deal found 8/19![Frontier logo]()
$376
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:51 pm -
1 stop9h 53m
Sun 10/46:46 pm -
1 stop17h 51m
Deal found 8/18![Frontier logo]()
$366
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 August 22, 2026.
Search for one-way flight options from Quintana Roo to Chicago. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Viva deal was found by Cheapflights users on 8/19. 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.
Wed 9/22:14 pm -
1 stop20h 46m
Deal found 8/19![Viva logo]()
$193
This Expedia deal was found by Cheapflights users on 8/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:47 pm -
1 stop13h 05m
Deal found 8/17![Volaris logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sat 9/199:50 pm -
1 stop8h 02m
Deal found 8/19![Volaris logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sun 9/2011:16 am -
1 stop12h 50m
Deal found 8/19![Volaris logo]()
$206
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:30 pm -
1 stop11h 13m
Deal found 8/18![Volaris logo]()
$209
This FlightHub deal was found by Cheapflights users on 8/18. 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 9/1310:40 am -
1 stop8h 24m
Deal found 8/18![Volaris logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/1811:16 am -
1 stop12h 50m
Deal found 8/21![Volaris logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Fri 9/111:51 pm -
2 stops32h 11m
Deal found 8/20![Frontier logo]()
$212
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/812:35 pm -
1 stop11h 05m
Deal found 8/18![Arajet logo]()
$213
This Volaris deal was found by Cheapflights users on 8/20. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:21 pm -
1 stop13h 22m
Deal found 8/20![Volaris logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Wed 10/216:06 pm -
1 stop11h 32m
Deal found 8/19![Volaris logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Mon 9/2111:16 am -
1 stop12h 50m
Deal found 8/20![Volaris logo]()
$215
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (CheapOair) |
One-way from | $193 (Viva) |
Popular in | September |
Cheapest in | April |
Average price | $359 |
Good round-trip deal | $429 or less |
Good one-way deal | $298 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 August 22, 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
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Fri 9/25
9:50 pm-5:52 am
1 stop8h 02m
Chicago O'Hare Intl
Mon 9/28
1:40 am-10:03 am
1 stop8h 23m
$359
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Thu 10/1
4:32 pm-12:55 am
1 stop8h 23m
Chicago O'Hare Intl
Sat 10/3
1:40 am-10:03 am
1 stop8h 23m
$359
Quickest round-trip
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Thu 10/1
12:11 pm-4:04 pm
Nonstop3h 53m
Chicago O'Hare Intl
Sun 10/4
9:29 am-1:10 pm
Nonstop3h 41m
$408
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Fri 9/25
11:30 am-11:59 pm
1 stop12h 29m
Chicago O'Hare Intl
Tue 9/29
7:05 am-7:50 pm
2 stops12h 45m
$408
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Fri 10/23
12:11 pm-4:04 pm
Nonstop3h 53m
Chicago O'Hare Intl
Mon 10/26
5:30 am-2:24 pm
1 stop8h 54m
$408
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Thu 9/24
12:11 pm-4:04 pm
Nonstop3h 53m
Chicago O'Hare Intl
Sun 9/27
9:29 am-1:10 pm
Nonstop3h 41m
$409
CancúnChicago
CUN Cancun - ORD Chicago O'Hare Intl
CUNORD
Cancun
Fri 9/25
12:11 pm-4:04 pm
Nonstop3h 53m
Chicago O'Hare Intl
Tue 9/29
9:29 am-1:10 pm
Nonstop3h 41m
$409
CancúnChicago
CUN Cancun - MDW Chicago Midway
CUNMDW
Cancun
Wed 10/14
8:00 am-4:14 pm
1 stop8h 14m
Chicago Midway
Wed 10/28
9:29 am-7:55 pm
2 stops10h 26m
$414
CancúnChicago
CUN Cancun - MDW Chicago Midway
CUNMDW
Cancun
Wed 9/16
2:00 pm-10:44 pm
1 stop8h 44m
Chicago Midway
Tue 9/22
10:48 am-7:50 pm
1 stop9h 02m
$414
CancúnChicago
CUN Cancun - MDW Chicago Midway
CUNMDW
Cancun
Tue 10/27
9:24 am-10:33 pm
2 stops13h 09m
Chicago Midway
Tue 11/3
9:29 am-8:55 pm
2 stops10h 26m
$414
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.
CTM-ORD
CUN-ORD
CUN-MDW
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
CTM-ORD
CUN-ORD
CUN-MDW
CZM-ORD
What is the cheapest month to book a flight from Quintana Roo to Chicago?
Currently, January is the cheapest month in which you can book a flight from Quintana Roo to Chicago (average of $221). 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 August 22, 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 August 22, 2026.
The most flights from MXQR to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Quintana Roo to Chicago?
Airfare is typical for this route at the moment.
Quintana Roo to Chicago flights typically cost between $272 and $544 in September.The cheapest round-trip price found within the last 5 days was $297 on Multiple Airlines (Sep 24-Sep 28).
How far ahead should I book a flight from Quintana Roo to Chicago?
Booking 51 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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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 August 22, 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 August 22, 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 August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$315 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$306 | Average$466 | FlexibilityNo cancel fee | On-time79% |