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$133+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$187
(Kiwi.com)

One-way from

$133
(Cheapflightsfares)

Popular in

June

Cheapest in

January

Average price

$337

Good round-trip deal

$191 or less

Good one-way deal

$154 or less
From Quintana Roo to Chicago (CHI)
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One-way flight from Quintana Roo to Chicago (CHI)
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Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Quintana Roo to Chicago (CHI).
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Price to beat on a one-way flight from Quintana Roo to Chicago (CHI).
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Find 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 September 15, 2025.

This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:38 amCUN - ORD
Nonstop4h 03mFrontier
Tue 12/96:45 amORD - CUN
Nonstop4h 01mFrontier
Deal found 9/15$158
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1611:25 amCUN - ORD
Nonstop3h 55mFrontier
Tue 10/216:30 amORD - CUN
Nonstop3h 45mFrontier
Deal found 9/15$170
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:28 pmCUN - ORD
Nonstop4h 08mFrontier
Tue 11/187:25 amORD - CUN
Nonstop3h 53mFrontier
Deal found 9/12$187
This eDestinos deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:16 amCUN - ORD
1 stop12h 42mSpirit Airlines
Tue 9/305:05 amORD - CUN
1 stop7h 54mSpirit Airlines
Deal found 9/14$199
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/2311:25 amCUN - ORD
Nonstop3h 55mFrontier
Sun 10/266:30 amORD - CUN
Nonstop3h 45mFrontier
Deal found 9/13$202
This eDestinos deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:16 amCUN - ORD
1 stop12h 42mSpirit Airlines
Sat 9/276:10 amORD - CUN
Nonstop3h 37mSpirit Airlines
Deal found 9/14$217
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Mon 12/85:05 amORD - CUN
1 stop6h 22mSpirit Airlines
Deal found 9/14$219
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/282:18 pmCUN - ORD
Nonstop3h 51mUnited Airlines
Tue 11/48:43 amORD - CUN
Nonstop3h 50mUnited Airlines
Deal found 9/13$220
This Expedia deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/119:09 amCUN - ORD
1 stop8h 44mMultiple Airlines
Sun 10/196:30 amORD - CUN
Nonstop3h 45mMultiple Airlines
Deal found 9/15$224
This Orbitz deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1611:25 amCUN - ORD
Nonstop3h 55mMultiple Airlines
Tue 10/215:05 amORD - CUN
1 stop7h 39mMultiple Airlines
Deal found 9/15$225
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:11 pmCUN - ORD
1 stop8h 00mSpirit Airlines
Tue 10/146:58 pmORD - CUN
1 stop13h 06mSpirit Airlines
Deal found 9/13$226
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:16 amCUN - MDW
1 stop12h 04mFrontier
Fri 10/316:20 amMDW - CUN
1 stop5h 59mFrontier
Deal found 9/14$270

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 September 15, 2025.
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

Sat 11/15

1:28 pm-4:36 pm

Nonstop4h 08m

Chicago O'Hare Intl

Tue 11/18

7:25 am-12:18 pm

Nonstop3h 53m

$187

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/23

12:20 pm-4:18 pm

Nonstop3h 58m

Chicago O'Hare Intl

Sun 10/26

9:08 pm-12:34 pm

1 stop15h 26m

$220

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 10/28

2:18 pm-6:09 pm

Nonstop3h 51m

Chicago O'Hare Intl

Tue 11/4

7:10 am-5:50 pm

1 stop9h 40m

$220

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/16

7:51 am-12:14 am

1 stop16h 23m

Chicago O'Hare Intl

Mon 10/20

5:01 am-1:00 pm

1 stop7h 59m

$226

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 1/22

4:47 pm-7:47 pm

Nonstop4h 00m

Chicago O'Hare Intl

Mon 1/26

7:34 am-12:30 pm

Nonstop3h 56m

$230

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 12/24

8:15 am-11:10 am

Nonstop3h 55m

Chicago O'Hare Intl

Sat 1/3

8:43 am-1:33 pm

Nonstop3h 50m

$230

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 9/25

2:07 pm-10:48 pm

1 stop8h 41m

Chicago O'Hare Intl

Sun 9/28

5:05 am-12:59 pm

1 stop7h 54m

$232

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 11/15

11:42 am-2:50 pm

Nonstop4h 08m

Chicago O'Hare Intl

Tue 11/18

5:05 am-12:27 pm

1 stop6h 22m

$232

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 1/23

3:18 pm-6:09 pm

Nonstop3h 51m

Chicago O'Hare Intl

Mon 1/26

7:35 am-3:59 pm

1 stop7h 24m

$241

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 12/5

8:00 am-6:00 pm

2 stops11h 00m

Chicago Midway

Tue 12/9

12:50 pm-9:20 pm

1 stop7h 30m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 55 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 $245). Flying from Quintana Roo to Chicago in March is currently the most expensive (average of $321). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Quintana Roo to Chicago as you normally would.

Weekly flight availability from Quintana Roo to Chicago

Explore weekly flight availability from Quintana Roo to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from MXQR to CHI are scheduled on a Saturday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 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 $220, Frontier can have you in Chicago from Quintana Roo in 3h 58m. 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?

    $144 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $144 and $306, 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 (79%), American Airlines (75%), Emirates (75%).

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

    On average you can expect to pay $347 for a flight from Quintana Roo to Chicago. The cheapest flight overall is $110 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $234.

  • 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 $245). Flying from Quintana Roo to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$167Average$202FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$194Average$283FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$212Average$320FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$272Average$352FlexibilityNo cancel feeOn-time71%

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