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$143+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(eDestinos)

One-way from

$143
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$244

Good round-trip deal

$124 or less

Good one-way deal

$177 or less
Provider with most accurate pricing for Cancun-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Cancun-Chicago (CHI) flights.
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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. 6% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This eDestinos deal was found by Cheapflights users on 3/30. 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 4/1012:16 pmCUN - ORD
1 stop12h 42mSpirit Airlines
Tue 4/157:47 pmORD - CUN
1 stop15h 23mSpirit Airlines
Deal found 3/30$216
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:25 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Mon 5/267:16 pmORD - CUN
1 stop14h 14mAmerican Airlines
Deal found 3/30$248
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/1610:52 amCUN - ORD
Nonstop3h 57mMultiple Airlines
Mon 5/196:34 pmORD - CUN
2 stops24h 13mMultiple Airlines
Deal found 3/31$258
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/153:38 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Tue 4/2910:42 amORD - CUN
Nonstop3h 46mUnited Airlines
Deal found 3/31$264
This Delta deal was found by Cheapflights users on 3/31. 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 4/26:08 amCUN - ORD
1 stop7h 59mDelta
Tue 4/87:05 amORD - CUN
1 stop5h 45mDelta
Deal found 3/31$269
This Delta deal was found by Cheapflights users on 3/31. 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 4/212:40 pmCUN - MDW
1 stop9h 43mDelta
Tue 4/86:00 amMDW - CUN
1 stop6h 50mDelta
Deal found 3/31$275
This Aeromexico deal was found by Cheapflights users on 3/30. 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.
Sat 4/1211:45 amCUN - ORD
1 stop10h 00mAeromexico
Thu 4/175:30 amORD - CUN
2 stops17h 26mAeromexico
Deal found 3/30$316
This Southwest deal was found by Cheapflights users on 3/31. 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 5/302:00 pmCUN - MDW
1 stop8h 00mSouthwest
Fri 6/64:35 pmMDW - CUN
Nonstop3h 35mSouthwest
Deal found 3/31$341
This CheapOair deal was found by Cheapflights users on 3/30. 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 4/1510:43 amCUN - ORD
Nonstop4h 08mVolaris
Sat 9/201:40 amORD - CUN
1 stop8h 23mVolaris
Deal found 3/30$365
This Frontier deal was found by Cheapflights users on 3/30. 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.
Tue 4/1510:43 amCUN - ORD
Nonstop4h 08mFrontier
Wed 4/237:05 amORD - CUN
Nonstop4h 02mFrontier
Deal found 3/30$366
This Expedia deal was found by Cheapflights users on 3/31. 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 5/73:56 pmCUN - MDW
1 stop27h 12mMultiple Airlines
Mon 5/1212:48 pmMDW - CUN
1 stop7h 32mMultiple Airlines
Deal found 3/31$367
This Flightnetwork deal was found by Cheapflights users on 3/31. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1110:50 amCUN - MDW
1 stop11h 42mFrontier
Sun 4/206:45 amMDW - CUN
1 stop30h 43mFrontier
Deal found 3/31$377

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 March 31, 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

Thu 4/10

12:16 pm-12:58 am

1 stop12h 42m

Chicago O'Hare Intl

Tue 4/15

7:47 pm-11:10 am

1 stop15h 23m

$216

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 5/15

1:25 pm-5:25 pm

Nonstop4h 00m

Chicago O'Hare Intl

Mon 5/26

7:16 pm-9:30 am

1 stop14h 14m

$248

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 5/16

10:52 am-2:49 pm

Nonstop3h 57m

Chicago O'Hare Intl

Mon 5/19

6:34 pm-6:47 pm

2 stops24h 13m

$258

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 4/15

3:38 pm-7:40 pm

Nonstop4h 02m

Chicago O'Hare Intl

Tue 4/29

10:42 am-2:28 pm

Nonstop3h 46m

$264

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 4/23

3:11 pm-10:22 pm

1 stop7h 11m

Chicago Midway

Tue 4/29

6:04 am-2:01 pm

1 stop7h 57m

$275

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 5/7

9:17 am-9:20 pm

2 stops12h 03m

Chicago O'Hare Intl

Mon 5/12

5:30 am-11:25 am

1 stop5h 55m

$275

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 4/17

8:15 am-6:20 pm

2 stops10h 05m

Chicago Midway

Sun 4/20

6:04 am-12:50 pm

1 stop6h 46m

$315

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 4/15

8:03 am-11:59 pm

2 stops15h 56m

Chicago O'Hare Intl

Mon 4/28

1:59 am-10:24 am

1 stop8h 25m

$315

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 5/30

2:00 pm-10:00 pm

1 stop8h 00m

Chicago Midway

Fri 6/6

4:35 pm-8:10 pm

Nonstop3h 35m

$341

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 4/15

10:43 am-2:51 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sat 9/20

1:40 am-10:03 am

1 stop8h 23m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 51 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 $323). 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 March 31, 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 March 31, 2025.

The most flights from MXQR to CHI are scheduled on a Sunday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 31, 2025.
See what other customers who have flown with Delta, Alaska Airlines and Southwest from Quintana Roo to Chicago have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Alaska Airlines
8.0
Very good
9,818 reviews
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Southwest
8.0
Very good
4,275 reviews
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Aeromexico
7.5
Good
1,700 reviews
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
LATAM Airlines
7.5
Good
1,754 reviews
Delta
8.0
Very good
7,899 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    $143 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Volaris and United Airlines, with prices starting from $151 and $158, 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 (100%), Southwest (100%), American Airlines (88%).

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

    On average you can expect to pay $362 for a flight from Quintana Roo to Chicago. The cheapest flight overall is $121 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $247.

  • 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 $323). 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 Quintana Roo?

Book flights to Quintana Roo if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Quintana Roo to Chicago

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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$162FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$177Average$240FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$197Average$301FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$262Average$426FlexibilityNo cancel feeOn-time71%
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