$141+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
May 7 — May 141
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 April 7, 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 April 7, 2026.
This Frontier deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Mon 4/275:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Deal found 4/2![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:04 pm
CUN
- ORD
1 stop12h 48m
Frontier
Tue 4/216:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Deal found 4/2![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:40 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Mon 5/41:40 am
ORD
- CUN
1 stop8h 23m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$236
This eDestinos deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Sun 5/106:00 am
ORD
- CUN
Nonstop4h 03m
Frontier
Deal found 4/2![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/214:07 pm
CUN
- ORD
1 stop18h 16m
Multiple Airlines
Sun 4/2611:28 am
ORD
- CUN
1 stop27h 28m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$247
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- MDW
1 stop10h 18m
Frontier
Thu 4/306:00 am
MDW
- CUN
1 stop8h 56m
Frontier
Deal found 4/6![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- ORD
1 stop12h 48m
Frontier
Thu 4/305:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Deal found 4/6![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:13 am
CUN
- ORD
2 stops13h 09m
Frontier
Mon 4/275:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Deal found 4/3![Frontier logo]()
$258
This United Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” 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 4/233:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Mon 4/279:17 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Deal found 4/5![United Airlines logo]()
$261
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- MDW
1 stop10h 18m
Frontier
Tue 4/216:10 am
MDW
- CUN
1 stop8h 46m
Frontier
Deal found 4/6![Frontier logo]()
$263
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:01 pm
CUN
- MDW
1 stop9h 21m
Frontier
Mon 4/276:00 am
MDW
- CUN
1 stop8h 56m
Frontier
Deal found 4/3![Frontier logo]()
$273
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/233:15 pm
CUN
- MDW
1 stop7h 13m
Delta
Mon 4/2712:52 pm
MDW
- CUN
1 stop7h 23m
Delta
Deal found 4/6![Delta logo]()
$277
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 April 7, 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 April 7, 2026.
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Mon 4/275:48 am
ORD
- CUN
1 stop6h 14m
United Airlines
Deal found 4/3![United Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/238:00 am
CUN
- MDW
2 stops9h 58m
Delta
Mon 4/279:27 am
MDW
- CUN
2 stops10h 48m
Delta
Deal found 4/6![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/144:10 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Sun 5/1711:00 am
MDW
- CUN
Nonstop3h 35m
Southwest
Deal found 4/3![Southwest logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/182:10 pm
CTM
- ORD
1 stop19h 40m
Multiple Airlines
Mon 5/257:35 am
ORD
- CTM
1 stop30h 45m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 4/301:50 pm
CUN
- MDW
1 stop8h 38m
Delta
Mon 5/410:41 am
MDW
- CUN
1 stop9h 34m
Delta
Deal found 4/4![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 5/53:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Mon 5/118:20 pm
ORD
- CUN
1 stop18h 17m
United Airlines
Deal found 4/6![United Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:00 am
CUN
- ORD
1 stop12h 59m
Delta
Sun 5/107:07 am
ORD
- CUN
2 stops12h 36m
Delta
Deal found 4/2![Delta logo]()
$280
This Aeromexico deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:24 pm
CTM
- ORD
2 stops17h 36m
Aeromexico
Sat 5/96:05 pm
ORD
- CTM
2 stops22h 46m
Aeromexico
Deal found 4/3![Aeromexico logo]()
$637
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:10 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Mon 5/46:55 am
MDW
- CUN
1 stop6h 25m
Southwest
Deal found 4/4![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/208:00 am
CUN
- MDW
2 stops10h 33m
Delta
Wed 5/279:22 am
MDW
- CUN
2 stops10h 54m
Delta
Deal found 4/4![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 5/12:15 pm
CUN
- MDW
1 stop7h 40m
Southwest
Mon 5/46:55 am
MDW
- CUN
1 stop8h 25m
Southwest
Deal found 4/4![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:12 am
CUN
- ORD
2 stops11h 04m
Delta
Wed 5/2711:26 am
ORD
- CUN
1 stop8h 50m
Delta
Deal found 4/3![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:50 pm
CUN
- MDW
1 stop6h 00m
Southwest
Mon 5/119:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Deal found 4/6![Southwest logo]()
$349
This eDestinos deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” 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.
Fri 5/222:10 pm
CTM
- ORD
1 stop8h 37m
Multiple Airlines
Fri 5/291:49 pm
ORD
- CTM
2 stops24h 31m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 am
CUN
- ORD
1 stop8h 05m
Delta
Sat 6/62:00 am
ORD
- CUN
1 stop9h 20m
Delta
Deal found 4/3![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 5/63:50 pm
CUN
- MDW
1 stop6h 00m
Southwest
Sun 5/1711:00 am
MDW
- CUN
Nonstop3h 35m
Southwest
Deal found 4/6![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” 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 4/1612:40 pm
CUN
- MDW
1 stop9h 48m
Delta
Tue 4/2110:41 am
MDW
- CUN
1 stop9h 34m
Delta
Deal found 4/5![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:20 am
CUN
- MDW
2 stops11h 49m
Delta
Mon 6/86:05 am
MDW
- CUN
1 stop5h 20m
Delta
Deal found 4/3![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 4/293:52 pm
CZM
- ORD
1 stop7h 53m
United Airlines
Sun 5/35:30 am
ORD
- CZM
1 stop10h 12m
United Airlines
Deal found 4/4![United Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 7/98:00 am
CUN
- ORD
2 stops10h 29m
Delta
Mon 7/137:01 am
ORD
- CUN
2 stops7h 35m
Delta
Deal found 4/4![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:52 pm
CZM
- ORD
1 stop6h 23m
United Airlines
Sun 5/177:30 am
ORD
- CZM
1 stop8h 12m
United Airlines
Deal found 4/3![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” 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 7/288:00 am
CUN
- ORD
2 stops10h 29m
Delta
Fri 7/318:52 am
ORD
- CUN
2 stops11h 23m
Delta
Deal found 4/7![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 7/93:52 pm
CZM
- ORD
1 stop6h 23m
United Airlines
Mon 7/137:35 am
ORD
- CZM
1 stop8h 07m
United Airlines
Deal found 4/4![United Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:45 pm
CUN
- MDW
1 stop7h 24m
Delta
Wed 5/2710:59 am
MDW
- CUN
1 stop9h 17m
Delta
Deal found 4/2![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” 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 6/53:52 pm
CZM
- ORD
1 stop19h 50m
United Airlines
Sun 6/79:21 pm
ORD
- CZM
1 stop18h 21m
United Airlines
Deal found 4/5![United Airlines logo]()
$557
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:50 pm
CUN
- MDW
1 stop8h 38m
Delta
Thu 4/309:27 am
MDW
- CUN
2 stops10h 48m
Delta
Deal found 4/3![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 7/223:52 pm
CZM
- ORD
1 stop6h 23m
United Airlines
Sun 7/267:35 am
ORD
- CZM
1 stop8h 07m
United Airlines
Deal found 4/6![United Airlines logo]()
$557
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:52 pm
CZM
- ORD
1 stop7h 53m
United Airlines
Sun 5/105:30 am
ORD
- CZM
1 stop10h 12m
United Airlines
Deal found 4/2![United Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:52 pm
CZM
- ORD
1 stop6h 22m
United Airlines
Wed 6/247:30 am
ORD
- CZM
1 stop8h 12m
United Airlines
Deal found 4/2![United Airlines logo]()
$562
Last-minute flights from Quintana Roo to ChicagoDiscover last-minute flight deals from Quintana Roo to Chicago. Data last updated April 7, 2026 and is based on user searches.
Discover last-minute flight deals from Quintana Roo to Chicago. Data last updated April 7, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” 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.
Wed 4/1510:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Sun 4/196:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Deal found 4/7![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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.
Wed 4/153:54 pm
CUN
- ORD
2 stops19h 38m
Frontier
Thu 4/305:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Deal found 4/6![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- MDW
1 stop10h 18m
Frontier
Thu 4/306:00 am
MDW
- CUN
1 stop8h 56m
Frontier
Deal found 4/6![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- ORD
1 stop12h 48m
Frontier
Thu 4/305:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Deal found 4/6![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:04 pm
CUN
- MDW
1 stop10h 18m
Frontier
Tue 4/216:10 am
MDW
- CUN
1 stop8h 46m
Frontier
Deal found 4/6![Frontier logo]()
$263
This eDestinos deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:43 pm
CUN
- ORD
1 stop12h 12m
Volaris
Tue 4/217:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 4/6![Volaris logo]()
$270
This eDestinos deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/1612:43 pm
CUN
- ORD
1 stop12h 12m
Volaris
Mon 4/272:35 am
ORD
- CUN
1 stop9h 19m
Volaris
Deal found 4/6![Volaris logo]()
$274
This Aeromexico deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:00 am
CUN
- MDW
1 stop14h 28m
Aeromexico
Mon 4/206:00 am
MDW
- CUN
1 stop5h 30m
Aeromexico
Deal found 4/2![Aeromexico logo]()
$279
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:50 pm
CUN
- ORD
1 stop7h 35m
Delta
Tue 4/216:25 am
ORD
- CUN
1 stop7h 40m
Delta
Deal found 4/3![Delta logo]()
$279
This Frontier deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” 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 4/1710:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Thu 4/236:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Deal found 4/7![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:01 pm
CUN
- MDW
1 stop9h 21m
Frontier
Mon 4/276:00 am
MDW
- CUN
1 stop8h 56m
Frontier
Deal found 4/3![Frontier logo]()
$273
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” 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 4/233:15 pm
CUN
- MDW
1 stop7h 13m
Delta
Mon 4/2712:52 pm
MDW
- CUN
1 stop7h 23m
Delta
Deal found 4/6![Delta logo]()
$277
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 April 7, 2026.
Search for one-way flight options from Quintana Roo to Chicago. Find affordable one-way fares based on user searches. Data last updated April 7, 2026.
This Frontier deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:09 pm
CUN
- MDW
1 stop8h 05m
Frontier
Deal found 4/3![Frontier logo]()
$141
This Frontier deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:25 pm
CUN
- ORD
1 stop9h 14m
Frontier
Deal found 4/4![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/2![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/2![Frontier logo]()
$144
This Super.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/2![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” 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 5/271:14 pm
CUN
- ORD
1 stop9h 47m
Frontier
Deal found 4/5![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:20 pm
CUN
- MDW
Nonstop3h 45m
Frontier
Deal found 4/6![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:25 pm
CUN
- ORD
1 stop9h 14m
Frontier
Deal found 4/3![Frontier logo]()
$149
This Cheapflightsfares deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” 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 4/2511:25 am
CUN
- ORD
Nonstop3h 40m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$151
This Priceline deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:07 pm
CUN
- MDW
1 stop19h 02m
Frontier
Deal found 4/6![Frontier logo]()
$152
This Trip.com deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” 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 4/181:25 pm
CUN
- MDW
1 stop8h 49m
Frontier
Deal found 4/4![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:52 pm
CUN
- ORD
1 stop21h 11m
Frontier
Deal found 4/3![Frontier logo]()
$154
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 April 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $201 (Frontier) |
One-way from | $141 (Frontier) |
Popular in | September |
Cheapest in | April |
Average price | $223 |
Good round-trip deal | $218 or less |
Good one-way deal | $182 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 2,558,603 searches. Data last updated April 7, 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 - ORD
CUNORD
Cancun
Thu 4/23
3:38 pm-7:45 pm
Nonstop4h 07m
Chicago O'Hare Intl
Mon 4/27
5:48 am-12:02 pm
1 stop6h 14m
$261
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 4/23
8:00 am-5:58 pm
2 stops9h 58m
Chicago Midway
Mon 4/27
9:27 am-8:15 pm
2 stops10h 48m
$277
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 4/30
1:50 pm-10:28 pm
1 stop8h 38m
Chicago Midway
Mon 5/4
10:41 am-8:15 pm
1 stop9h 34m
$277
CancúnChicago
CUN - ORD
CUNORD
Cancun
Thu 4/30
11:00 am-11:59 pm
1 stop12h 59m
Chicago O'Hare Intl
Sun 5/10
7:07 am-7:43 pm
2 stops12h 36m
$280
CancúnChicago
CUN - ORD
CUNORD
Cancun
Tue 5/5
3:38 pm-7:45 pm
Nonstop4h 07m
Chicago O'Hare Intl
Mon 5/11
8:20 pm-2:37 pm
1 stop18h 17m
$283
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Wed 5/20
8:00 am-6:33 pm
2 stops10h 33m
Chicago Midway
Wed 5/27
9:22 am-8:16 pm
2 stops10h 54m
$298
CancúnChicago
CUN - ORD
CUNORD
Cancun
Fri 4/24
9:12 am-8:16 pm
2 stops11h 04m
Chicago O'Hare Intl
Wed 5/27
11:26 am-8:16 pm
1 stop8h 50m
$298
CancúnChicago
CUN - ORD
CUNORD
Cancun
Fri 6/5
6:00 am-2:05 pm
1 stop8h 05m
Chicago O'Hare Intl
Sat 6/6
2:00 am-11:20 am
1 stop9h 20m
$313
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 4/16
12:40 pm-10:28 pm
1 stop9h 48m
Chicago Midway
Tue 4/21
10:41 am-8:15 pm
1 stop9h 34m
$314
Quickest round-trip
CancúnChicago
CUN - MDW
CUNMDW
Cancun
Thu 5/14
4:10 pm-7:50 pm
Nonstop3h 40m
Chicago Midway
Sun 5/17
11:00 am-2:35 pm
Nonstop3h 35m
$318
Showing 1-10 of 57 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
CZM-ORD
CTM-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
CZM-ORD
CTM-ORD
What is the cheapest month to book a flight from Quintana Roo to Chicago?
Currently, August is the cheapest month in which you can book a flight from Quintana Roo to Chicago (average of $79). Flying from Quintana Roo to Chicago in December is currently the most expensive (average of $176). 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 April 7, 2026.
A simple way to save on the total cost of your ticket is to fly from Quintana Roo to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 77% on your trip compared to booking a flight in the afternoon.
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 April 7, 2026.
The most flights from MXQR to CHI are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Quintana Roo to Chicago?
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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 April 7, 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 April 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Quintana Roo to Chicago
Discover the top 4 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 2,558,603 searches. Data last updated April 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$277 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$209 | Average$319 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$271 | Average$310 | FlexibilityNo cancel fee | On-time71% |