$133+ Cheap flights from Chicago (CHI) to Quintana Roo
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Sep 21 — Sep 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Quintana Roo
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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 August 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 August 22, 2026.
This Booking.com deal was found by Cheapflights users on 8/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:30 am -
1 stop12h 00m
Tue 10/132:14 pm -
1 stop20h 46m
Deal found 8/22![Viva logo]()
$322
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.
Mon 10/51:40 am -
1 stop8h 23m
Wed 10/216:06 pm -
1 stop11h 32m
Deal found 8/19![Volaris logo]()
$332
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.
Fri 10/91:40 am -
1 stop12h 48m
Wed 10/1410:50 am -
1 stop12h 57m
Deal found 8/18![Volaris logo]()
$333
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 10/17:35 am -
1 stop13h 28m
Sun 10/49:50 pm -
1 stop8h 02m
Deal found 8/17![Volaris logo]()
$334
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:35 am -
1 stop13h 28m
Fri 10/99:50 pm -
1 stop8h 02m
Deal found 8/21![Volaris logo]()
$335
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:29 am -
1 stop13h 28m
Tue 12/159:55 pm -
1 stop7h 48m
Deal found 8/21![Volaris logo]()
$336
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 10/31:40 am -
1 stop8h 23m
Mon 10/199:50 pm -
1 stop8h 02m
Deal found 8/19![Volaris logo]()
$337
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 10/77:35 am -
1 stop13h 28m
Thu 10/2210:49 am -
Nonstop4h 01m
Deal found 8/19![Multiple Airlines logo]()
$338
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 10/107:35 am -
1 stop13h 28m
Thu 10/1510:50 am -
1 stop12h 57m
Deal found 8/18![Volaris logo]()
$339
This Super.com deal was found by Cheapflights users on 8/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:40 am -
1 stop8h 23m
Wed 9/2310:50 am -
1 stop12h 57m
Deal found 8/22![Volaris logo]()
$340
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 10/31:40 am -
1 stop8h 23m
Fri 10/910:49 am -
Nonstop4h 01m
Deal found 8/18![Multiple Airlines logo]()
$341
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.
Mon 10/51:40 am -
1 stop8h 23m
Sun 10/1110:50 am -
1 stop12h 57m
Deal found 8/18![Volaris logo]()
$342
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 August 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 August 22, 2026.
This Viva deal was found by Cheapflights users on 8/22. 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.
Mon 10/51:30 am -
1 stop12h 00m
Tue 10/132:14 pm -
1 stop20h 46m
Deal found 8/22![Viva logo]()
$325
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/52:53 am -
2 stops14h 16m
Tue 10/132:14 pm -
1 stop20h 46m
Deal found 8/22![Multiple Airlines logo]()
$451
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 10/148:29 am -
2 stops11h 26m
Wed 10/2112:40 pm -
1 stop11h 21m
Deal found 8/17![Delta logo]()
$461
This Volaris 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:40 am -
1 stop14h 17m
Tue 10/204:47 pm -
1 stop13h 05m
Deal found 8/19![Volaris logo]()
$481
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:30 am -
1 stop7h 07m
Tue 9/2912:11 pm -
Nonstop3h 53m
Deal found 8/22![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 8/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:00 am -
1 stop10h 00m
Wed 10/281:05 pm -
1 stop7h 55m
Deal found 8/22![Southwest logo]()
$511
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.
Mon 10/265:20 pm -
1 stop29h 25m
Thu 10/2910:15 am -
1 stop26h 55m
Deal found 8/19![Viva logo]()
$449
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.
Tue 10/278:05 am -
1 stop11h 50m
Tue 11/38:00 am -
2 stops13h 30m
Deal found 8/20![Delta logo]()
$471
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.
Tue 9/159:29 am -
Nonstop3h 41m
Tue 9/221:43 pm -
1 stop9h 44m
Deal found 8/18![United Airlines logo]()
$513
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.
Fri 10/306:30 am -
1 stop13h 25m
Wed 11/48:00 am -
1 stop10h 47m
Deal found 8/21![Delta logo]()
$475
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/235:05 am -
Nonstop3h 45m
Tue 2/21:20 pm -
1 stop10h 30m
Deal found 8/18![Southwest logo]()
$524
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.
Sat 10/247:35 am -
1 stop24h 49m
Wed 10/282:14 pm -
1 stop20h 46m
Deal found 8/20![Multiple Airlines logo]()
$526
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 10/3112:25 am -
2 stops13h 05m
Sat 11/72:14 pm -
1 stop10h 21m
Deal found 8/19![Viva logo]()
$506
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.
Sun 11/157:00 am -
2 stops13h 10m
Sun 11/226:04 am -
1 stop8h 08m
Deal found 8/18![Delta logo]()
$477
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.
Sun 11/17:50 am -
2 stops9h 05m
Tue 12/112:35 pm -
1 stop7h 20m
Deal found 8/19![Southwest logo]()
$544
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.
Fri 11/66:30 am -
1 stop7h 55m
Tue 11/101:37 pm -
2 stops11h 22m
Deal found 8/21![Delta logo]()
$482
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/28:55 pm -
2 stops15h 35m
Thu 1/79:40 am -
2 stops11h 15m
Deal found 8/20![Southwest logo]()
$549
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.
Wed 11/1812:04 am -
1 stop14h 10m
Tue 11/244:21 pm -
1 stop13h 22m
Deal found 8/18![Volaris logo]()
$685
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/41:02 pm -
1 stop7h 06m
Mon 12/712:13 pm -
1 stop11h 42m
Deal found 8/22![Delta logo]()
$498
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/307:55 am -
2 stops10h 50m
Sat 2/68:30 am -
1 stop8h 30m
Deal found 8/20![Southwest logo]()
$556
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/52:53 am -
3 stops29h 34m
Tue 10/139:09 am -
3 stops27h 00m
Deal found 8/22![Volaris logo]()
$714
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:35 am -
2 stops9h 30m
Sat 10/2410:50 am -
1 stop6h 55m
Deal found 8/18![Southwest logo]()
$561
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.
Tue 9/16:00 am -
2 stops12h 49m
Fri 9/1111:30 am -
2 stops12h 29m
Deal found 8/17![Delta logo]()
$512
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:30 am -
1 stop12h 00m
Tue 9/89:09 am -
3 stops27h 00m
Deal found 8/21![Multiple Airlines logo]()
$765
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.
Sat 11/149:19 am -
Nonstop4h 01m
Sat 11/214:50 pm -
1 stop8h 55m
Deal found 8/18![United Airlines logo]()
$766
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.
Sat 1/167:55 am -
2 stops10h 50m
Sat 1/238:30 am -
1 stop8h 30m
Deal found 8/19![Southwest logo]()
$567
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.
Mon 9/141:40 am -
1 stop14h 17m
Tue 9/224:47 pm -
1 stop13h 05m
Deal found 8/20![Volaris logo]()
$759
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:55 am -
2 stops10h 55m
Wed 9/3011:30 am -
2 stops12h 29m
Deal found 8/22![Delta logo]()
$532
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:50 am -
1 stop7h 50m
Sat 9/2610:10 am -
2 stops9h 05m
Deal found 8/20![Southwest logo]()
$572
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.
Tue 10/205:30 am -
1 stop9h 12m
Tue 10/273:50 pm -
1 stop7h 35m
Deal found 8/17![United Airlines logo]()
$841
Last-minute flights from Chicago to Quintana RooDiscover last-minute flight deals from Chicago to Quintana Roo. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Quintana Roo. Data last updated August 22, 2026 and is based on user searches.
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 8/277:35 am -
1 stop13h 28m
Mon 8/319:50 pm -
1 stop8h 02m
Deal found 8/18![Volaris logo]()
$352
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:59 am -
1 stop8h 32m
Sat 9/510:50 am -
1 stop12h 57m
Deal found 8/18![Volaris logo]()
$340
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.
Fri 8/281:59 am -
1 stop8h 32m
Wed 9/29:50 pm -
1 stop8h 02m
Deal found 8/17![Volaris logo]()
$344
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:59 am -
1 stop8h 32m
Thu 9/39:50 pm -
1 stop8h 02m
Deal found 8/19![Volaris logo]()
$345
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:53 am -
1 stop12h 35m
Wed 9/23:20 pm -
1 stop8h 27m
Deal found 8/20![Volaris logo]()
$346
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 8/312:53 am -
1 stop9h 11m
Thu 9/1012:49 pm -
1 stop12h 06m
Deal found 8/20![Volaris logo]()
$351
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 9/17:35 am -
1 stop13h 28m
Tue 9/89:50 pm -
1 stop8h 02m
Deal found 8/18![Volaris logo]()
$341
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 9/17:35 am -
1 stop13h 28m
Fri 9/410:50 am -
1 stop12h 57m
Deal found 8/18![Volaris logo]()
$342
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.
Mon 9/78:23 pm -
1 stop13h 32m
Thu 9/171:51 pm -
1 stop9h 53m
Deal found 8/19![Multiple Airlines logo]()
$368
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:23 pm -
1 stop13h 32m
Fri 9/111:51 pm -
1 stop9h 53m
Deal found 8/20![Multiple Airlines logo]()
$376
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.
Sun 9/206:25 am -
1 stop6h 12m
Thu 9/241:51 pm -
1 stop9h 53m
Deal found 8/20![Frontier logo]()
$366
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:25 am -
1 stop6h 12m
Fri 10/21:51 pm -
1 stop9h 53m
Deal found 8/21![Frontier logo]()
$382
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 August 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 August 22, 2026.
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.
Mon 10/197:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$133
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.
Tue 11/1012:04 am -
1 stop8h 53m
Deal found 8/17![Volaris logo]()
$134
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.
Wed 10/77:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$135
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.
Wed 9/237:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$136
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:40 am -
1 stop12h 48m
Deal found 8/20![Volaris logo]()
$139
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 10/17:35 am -
1 stop13h 28m
Deal found 8/17![Volaris logo]()
$140
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.
Tue 9/17:35 am -
1 stop13h 28m
Deal found 8/18![Volaris logo]()
$142
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:40 am -
1 stop8h 23m
Deal found 8/17![Volaris logo]()
$143
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:35 am -
1 stop13h 28m
Deal found 8/19![Volaris logo]()
$144
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:35 am -
1 stop13h 28m
Deal found 8/17![Volaris logo]()
$145
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:35 am -
1 stop13h 28m
Deal found 8/19![Volaris logo]()
$146
This Viva 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:35 am -
1 stop8h 18m
Deal found 8/18![Viva logo]()
$166
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $322 (Booking.com) |
One-way from | $133 (CheapOair) |
Popular in | December |
Cheapest in | January |
Average price | $518 |
Good round-trip deal | $529 or less |
Good one-way deal | $257 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 August 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
ChicagoChetumal
ORD Chicago O'Hare Intl - CTM Chetumal Intl
ORDCTM
Chicago O'Hare Intl
Mon 10/5
1:30 am-1:30 pm
1 stop12h 00m
Chetumal Intl
Tue 10/13
2:14 pm-11:00 am
1 stop20h 46m
$325
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Mon 10/26
5:20 pm-10:45 pm
1 stop29h 25m
Cancun
Thu 10/29
10:15 am-1:10 pm
1 stop26h 55m
$449
ChicagoChetumal
ORD Chicago O'Hare Intl - CTM Chetumal Intl
ORDCTM
Chicago O'Hare Intl
Mon 10/5
2:53 am-5:09 pm
2 stops14h 16m
Chetumal Intl
Tue 10/13
2:14 pm-11:00 am
1 stop20h 46m
$451
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Wed 10/14
8:29 am-7:55 pm
2 stops11h 26m
Cancun
Wed 10/21
12:40 pm-12:01 am
1 stop11h 21m
$461
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Tue 10/27
8:05 am-7:55 pm
1 stop11h 50m
Cancun
Tue 11/3
8:00 am-8:30 pm
2 stops13h 30m
$471
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Fri 10/30
6:30 am-7:55 pm
1 stop13h 25m
Cancun
Wed 11/4
8:00 am-5:47 pm
1 stop10h 47m
$475
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Sun 11/15
7:00 am-9:10 pm
2 stops13h 10m
Cancun
Sun 11/22
6:04 am-1:12 pm
1 stop8h 08m
$477
ChicagoCozumel
ORD Chicago O'Hare Intl - CZM Cozumel Intl
ORDCZM
Chicago O'Hare Intl
Thu 10/15
1:40 am-3:57 pm
1 stop14h 17m
Cozumel Intl
Tue 10/20
4:47 pm-5:52 am
1 stop13h 05m
$481
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Fri 11/6
6:30 am-3:25 pm
1 stop7h 55m
Cancun
Tue 11/10
1:37 pm-11:59 pm
2 stops11h 22m
$482
Quickest round-trip
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Sun 9/20
7:30 am-2:37 pm
1 stop7h 07m
Cancun
Tue 9/29
12:11 pm-4:04 pm
Nonstop3h 53m
$496
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-CUN
MDW-CUN
ORD-CTM
ORD-CZM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Quintana Roo
CHI-MXQR
ORD-CUN
MDW-CUN
ORD-CTM
ORD-CZM
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 $375). Flying from Chicago to Quintana Roo in December is currently the most expensive (average of $552). 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 August 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 August 22, 2026.
The most flights from CHI to MXQR are scheduled on a Monday (6 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 $380 and $590 in October.The cheapest round-trip price found within the last 5 days was $332 on Volaris (Oct 5-Oct 11).
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 August 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
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
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 August 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 August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$129 | Average$411 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$158 | Average$449 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$192 | Average$431 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$433 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$484 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$292 | Average$570 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$493 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$322 | Average$557 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$360 | Average$492 | FlexibilityNo cancel fee | On-time67% |