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Quintana Roo

$109+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
may. 4 — may. 111
dom. 5/4
dom. 5/11
1 adult, Economy
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Cheap 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 abril 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$240
(FlightHub)

One-way from

$111
(Southwest)

Popular in

March

Cheapest in

September

Average price

$402

Good round-trip deal

$355 or less

Good one-way deal

$120 or less
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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From Chicago (CHI) to Quintana Roo
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One-way flight from Chicago (CHI) to Quintana Roo
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Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Quintana Roo.
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Price to beat on a one-way flight from Chicago (CHI) to Quintana Roo.
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Find flight deals from Chicago to Quintana Roo

Cheapest flights from Chicago to Quintana Roo
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 abril 29, 2025.

This FlightHub deal was found by Cheapflights users on 4/28. 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.
vie. 5/29:04 pmORD - CUN
1 stop14h 10mSpirit Airlines
sáb. 5/1010:52 amCUN - ORD
Nonstop3h 57mSpirit Airlines
Deal found 4/28$240
This Southwest deal was found by Cheapflights users on 4/28. 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.
dom. 5/1110:45 amMDW - CUN
Nonstop3h 40mSouthwest
jue. 5/159:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 4/28$246
This CheapOair deal was found by Cheapflights users on 4/29. 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.
lun. 5/126:10 amORD - CUN
Nonstop3h 34mMultiple Airlines
mar. 5/2011:05 amCUN - ORD
Nonstop3h 57mMultiple Airlines
Deal found 4/29$252
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 7/245:15 amORD - CUN
1 stop8h 30mAmerican Airlines
jue. 7/311:20 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 4/29$304
This SmartFares deal was found by Cheapflights users on 4/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/912:48 pmMDW - CUN
1 stop7h 32mAeromexico
mar. 5/1311:00 amCUN - MDW
1 stop10h 28mAeromexico
Deal found 4/27$306
This Delta deal was found by Cheapflights users on 4/28. 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.
mar. 6/246:00 amORD - CUN
2 stops11h 30mDelta
vie. 6/273:39 pmCUN - ORD
1 stop8h 37mDelta
Deal found 4/28$311
This Aeromexico deal was found by Cheapflights users on 4/28. 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.
sáb. 6/71:30 pmORD - CUN
1 stop6h 50mAeromexico
lun. 6/91:01 amCUN - ORD
2 stops15h 58mAeromexico
Deal found 4/28$313
This Delta deal was found by Cheapflights users on 4/29. 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.
mar. 5/66:04 amMDW - CUN
2 stops14h 25mDelta
mar. 5/1311:00 amCUN - MDW
1 stop10h 28mDelta
Deal found 4/29$321
This United Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 5/610:42 amORD - CUN
Nonstop3h 46mUnited Airlines
jue. 5/812:20 pmCUN - ORD
Nonstop4h 02mUnited Airlines
Deal found 4/29$336
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
mar. 5/67:15 amORD - CUN
Nonstop4h 07mVolaris
mié. 5/711:05 amCUN - ORD
Nonstop3h 57mVolaris
Deal found 4/28$342
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
jue. 6/1210:26 amMDW - CUN
1 stop9h 54mMultiple Airlines
jue. 6/199:13 amCUN - MDW
1 stop11h 04mMultiple Airlines
Deal found 4/28$386
This Kissandfly.com deal was found by Cheapflights users on 4/28. 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.
sáb. 5/310:42 amORD - CUN
Nonstop3h 46mLufthansa
mar. 5/63:38 pmCUN - ORD
Nonstop4h 02mLufthansa
Deal found 4/28$388

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 2,558,603 searches. Data last updated abril 29, 2025.
Use the filters below to find and compare flights from Chicago to Quintana Roo that are best for you.

Fly from

Chicago

Fly to

Quintana Roo

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 5/18

5:05 am-11:13 am

1 stop6h 08m

Cancun

vie. 5/23

10:52 am-2:49 pm

Nonstop3h 57m

$244

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom. 5/11

10:45 am-2:25 pm

Nonstop3h 40m

Cancun

jue. 5/15

9:00 am-12:40 pm

Nonstop3h 40m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

vie. 5/9

7:25 am-11:32 am

Nonstop4h 07m

Cancun

mié. 5/14

12:18 pm-11:04 pm

1 stop10h 46m

$248

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 5/11

10:42 am-2:28 pm

Nonstop3h 46m

Cancun

jue. 5/15

3:30 pm-12:15 am

1 stop8h 45m

$296

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 7/5

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

jue. 7/10

11:00 am-6:02 pm

1 stop7h 02m

$306

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 6/3

7:33 am-11:30 am

Nonstop3h 57m

Cancun

mié. 6/11

11:05 am-3:04 pm

Nonstop3h 59m

$310

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 6/24

6:00 am-5:30 pm

2 stops11h 30m

Cancun

vie. 6/27

3:39 pm-12:16 am

1 stop8h 37m

$311

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sáb. 6/7

11:05 am-11:30 pm

2 stops12h 25m

Cancun

jue. 6/12

11:00 am-9:24 pm

1 stop10h 24m

$313

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mié. 8/20

10:05 am-1:45 pm

Nonstop3h 40m

Cancun

mié. 8/27

3:20 pm-7:20 pm

Nonstop4h 00m

$315

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 5/6

6:04 am-2:01 pm

1 stop7h 57m

Cancun

sáb. 5/10

12:35 pm-9:14 pm

1 stop8h 39m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 51 results
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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.
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

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 $360). Flying from Chicago to Quintana Roo in March is currently the most expensive (average of $492). 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 abril 29, 2025.

When flying from Chicago to Quintana Roo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 abril 29, 2025.

The most flights from CHI to MXQR are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Quintana Roo by month

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

In terms of precipitation, rainfall in Quintana Roo ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Quintana Roo when rainfall is around 1.1 in.

Temperature in Quintana Roo by month

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

If weather is an important factor for your trip to Quintana Roo, 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 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

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 abril 29, 2025.
Peruse reviews from past customers who have flown with Delta, Alaska Airlines and Southwest from Chicago to Quintana Roo to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Alaska Airlines
8.0
Very good
9,961 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,295 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Aeromexico
7.5
Good
1,698 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

    The cheapest airlines for a one-way flight from Chicago to Quintana Roo are Southwest ($111), United Airlines ($111), and Spirit Airlines ($112).

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

    Most travelers choose Chicago O'Hare Intl - Cancun, Chicago Midway - Cancun or Chicago O'Hare Intl - Cozumel when deciding on the best route from Chicago to Quintana Roo.

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

    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 Chicago to Quintana Roo on time: United Airlines (81%), Emirates (80%), Spirit Airlines (76%).

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

    The cheapest flight price from Chicago to Quintana Roo is $99. On average you can expect to pay $688. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $203.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Quintana Roo 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 Chicago to Quintana Roo?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Quintana Roo (average of $360). Flying from Chicago to Quintana Roo in March is currently the most expensive (average of $492). 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

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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 2,558,603 searches. Data last updated abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$322FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$488FlexibilityNo cancel feeOn-time69%
FrontierCheapest$162Average$391FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$556FlexibilityNo cancel feeOn-time79%
VivaCheapest$250Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$511FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$955FlexibilityNo cancel feeOn-time67%
AeromexicoCheapest$300Average$508FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$308Average$512FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$694FlexibilityNo cancel feeOn-time63%

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