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$145+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Quintana Roo to Chicago

Cheapest flights from Quintana Roo to Chicago
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 February 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Mon 2/236:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Deal found 2/10$191
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/611:40 am
CUN
-
ORD
Nonstop4h 09m
Frontier
Mon 3/96:30 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Deal found 2/11$195
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Sun 2/226:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Deal found 2/10$196
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/136:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Wed 2/188:00 am
ORD
-
CUN
Nonstop4h 17m
Frontier
Deal found 2/11$201
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/187:19 pm
CUN
-
ORD
Nonstop4h 09m
Frontier
Mon 2/236:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Deal found 2/11$203
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/187:19 pm
CUN
-
ORD
Nonstop4h 09m
Frontier
Sun 2/226:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Deal found 2/11$208
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/610:40 am
CUN
-
ORD
Nonstop4h 09m
Multiple Airlines
Sun 5/177:35 am
ORD
-
CUN
1 stop13h 28m
Multiple Airlines
Deal found 2/10$215
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/1610:40 am
CUN
-
ORD
Nonstop4h 09m
Frontier
Tue 4/215:01 am
ORD
-
CUN
1 stop9h 55m
Frontier
Deal found 2/12$217
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Wed 4/1510:40 am
CUN
-
ORD
Nonstop4h 09m
Frontier
Sat 4/185:01 am
ORD
-
CUN
1 stop7h 25m
Frontier
Deal found 2/11$218
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Tue 2/2411:59 pm
ORD
-
CUN
1 stop8h 49m
Multiple Airlines
Deal found 2/9$228
This Aeromexico deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Fri 2/278:00 am
CUN
-
MDW
1 stop10h 45m
Aeromexico
Mon 3/210:49 am
MDW
-
CUN
1 stop9h 22m
Aeromexico
Deal found 2/11$280
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/1610:00 am
CUN
-
MDW
1 stop12h 28m
Delta
Tue 4/219:27 am
MDW
-
CUN
2 stops10h 47m
Delta
Deal found 2/12$281

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Kiwi.com)

One-way from

$145
(Kiwi.com)

Popular in

September

Cheapest in

February

Average price

$226

Good round-trip deal

$135 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Cancun-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cancun-Chicago (CHI) flights.
Search Deals
From Quintana Roo to Chicago (CHI)
Search Deals
One-way flight from Quintana Roo to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Quintana Roo to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Quintana Roo to Chicago (CHI).
Search Deals

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 February 13, 2026.
Use the filters below to find and compare flights from Quintana Roo to Chicago that are best for you.

Fly from

Quintana Roo

Fly to

Chicago

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 4/15

10:40 am-2:49 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sat 4/18

5:01 am-12:26 pm

1 stop7h 25m

$218

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 5/6

10:40 am-2:49 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sun 5/17

7:35 am-9:03 pm

1 stop13h 28m

$225

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 4/30

12:55 pm-5:00 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sun 5/10

5:30 am-2:18 pm

1 stop8h 48m

$234

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/7

12:55 pm-5:00 pm

Nonstop4h 05m

Chicago O'Hare Intl

Mon 5/11

10:45 pm-10:06 am

1 stop11h 21m

$234

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 5/1

12:55 pm-5:00 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sun 5/10

10:31 am-2:26 pm

Nonstop3h 55m

$235

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 4/16

3:24 pm-11:15 pm

1 stop7h 51m

Chicago O'Hare Intl

Tue 4/21

12:43 pm-7:19 pm

1 stop6h 36m

$239

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 2/27

4:51 pm-12:26 am

1 stop8h 35m

Chicago O'Hare Intl

Mon 3/2

5:45 am-3:59 pm

1 stop9h 14m

$239

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 4/23

5:22 pm-12:45 am

1 stop7h 23m

Chicago O'Hare Intl

Mon 4/27

5:48 am-2:18 pm

1 stop8h 30m

$239

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 4/28

7:51 am-7:55 pm

1 stop12h 04m

Chicago O'Hare Intl

Tue 5/5

4:00 pm-10:06 am

1 stop18h 06m

$239

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/14

2:10 pm-12:58 am

1 stop10h 48m

Chicago O'Hare Intl

Tue 5/19

5:30 am-12:33 pm

1 stop7h 03m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 60 results
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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.
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

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 June is currently the most expensive (average of $245). 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 February 13, 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 62% 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 February 13, 2026.

The most flights from MXQR to CHI are scheduled on a Monday (15 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (11 on average).

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.

  • How long is the flight from Quintana Roo to Chicago?

    For as low as $234, Frontier can have you in Chicago from Quintana Roo in 4h 05m. Airlines will cover a distance of 1447 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Quintana Roo to Chicago one-way?

    $112 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $112 and $125, respectively.

  • What are the most popular routes from Quintana Roo to Chicago?

    The most popular route from Quintana Roo to Chicago is Cancun - Chicago O'Hare Intl. You may also consider Cancun - Chicago Midway or Cozumel - Chicago O'Hare Intl.

  • What are the most reliable airlines from Quintana Roo to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Quintana Roo to Chicago on time: Qatar Airways (70%), United Airlines (66%), Volaris (65%).

  • What are the cheapest flights from Quintana Roo to Chicago?

    On average you can expect to pay $330 for a flight from Quintana Roo to Chicago. The cheapest flight overall is $132 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $225.

  • Can I find deals for flights from Quintana Roo to Chicago that include hotel bookings?

    Yes. In addition to deals on Quintana Roo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Quintana Roo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Quintana Roo to Chicago.

  • Can I find deals for business class flights from Quintana Roo to Chicago?

    Yes. Cheapflights offers flight deals from Quintana Roo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 June is currently the most expensive (average of $245). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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.
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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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$142Average$198FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$147Average$234FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$209Average$325FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$271Average$310FlexibilityNo cancel feeOn-time71%

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