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Quintana Roo

$98+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
jul. 6 — jul. 131
dom. 7/6
dom. 7/13
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 julio 1, 2025.

Round-trip from

$239
(Cheapflightsfares)

One-way from

$98
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$387

Good round-trip deal

$340 or less

Good one-way deal

$121 or less
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. 6% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/116:00 amORD - CUN
Nonstop3h 50mSpirit Airlines
mar. 7/159:13 amCUN - ORD
1 stop13h 58mSpirit Airlines
Deal found 6/29$239
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/1212:45 pmORD - CUN
1 stop9h 04mMultiple Airlines
vie. 8/2210:34 amCUN - ORD
Nonstop4h 15mMultiple Airlines
Deal found 6/30$244
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/145:01 amORD - CUN
1 stop7h 26mFrontier
lun. 8/183:25 pmCUN - ORD
1 stop9h 07mFrontier
Deal found 6/30$268
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/135:25 pmMDW - CUN
Nonstop3h 35mSouthwest
jue. 7/178:15 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 6/30$269
This American Airlines deal was found by Cheapflights users on 6/30. 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.
dom. 9/1410:02 amORD - CUN
Nonstop3h 48mAmerican Airlines
jue. 9/182:50 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Deal found 6/30$269
This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/126:02 pmMDW - CUN
1 stop15h 35mFrontier
vie. 8/1510:37 amCUN - MDW
1 stop27h 13mFrontier
Deal found 6/30$295
This SmartFares deal was found by Cheapflights users on 7/1. 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.
sáb. 8/3010:31 amMDW - CUN
1 stop9h 49mAeromexico
sáb. 9/68:00 amCUN - MDW
1 stop13h 12mAeromexico
Deal found 7/1$304
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/2711:00 amMDW - CUN
1 stop9h 15mDelta
sáb. 10/48:00 amCUN - MDW
1 stop7h 26mDelta
Deal found 6/30$323
This Gotogate deal was found by Cheapflights users on 6/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/86:23 amORD - CZM
1 stop9h 30mVolaris
sáb. 11/154:33 pmCZM - ORD
1 stop12h 04mVolaris
Deal found 6/30$329
This Kiwi.com deal was found by Cheapflights users on 7/1. 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. 10/166:00 amMDW - CUN
1 stop7h 06mMultiple Airlines
mar. 10/2111:15 amCUN - MDW
1 stop12h 56mMultiple Airlines
Deal found 7/1$366
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
mié. 8/131:40 amORD - CTM
1 stop12h 45mMultiple Airlines
jue. 8/219:14 amCTM - ORD
1 stop19h 28mMultiple Airlines
Deal found 7/1$382
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/1512:45 pmORD - CTM
2 stops20h 42mVolaris
vie. 8/229:14 amCTM - ORD
1 stop13h 18mVolaris
Deal found 7/1$397

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 julio 1, 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

vie. 7/11

6:00 am-9:50 am

Nonstop3h 50m

Cancun

mar. 7/15

9:13 am-11:11 pm

1 stop13h 58m

$239

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 8/12

12:45 pm-9:49 pm

1 stop9h 04m

Cancun

vie. 8/22

10:34 am-2:49 pm

Nonstop4h 15m

$244

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jue. 8/14

5:01 am-12:27 pm

1 stop7h 26m

Cancun

lun. 8/18

3:25 pm-12:32 am

1 stop9h 07m

$268

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

dom. 7/13

5:25 pm-9:00 pm

Nonstop3h 35m

Cancun

jue. 7/17

8:15 am-11:50 am

Nonstop3h 35m

$269

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dom. 9/14

10:02 am-1:50 pm

Nonstop3h 48m

Cancun

jue. 9/18

2:50 pm-6:50 pm

Nonstop4h 00m

$269

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 8/12

6:02 pm-9:37 am

1 stop15h 35m

Cancun

vie. 8/15

10:37 am-1:50 pm

1 stop27h 13m

$295

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 8/30

10:31 am-8:20 pm

1 stop9h 49m

Cancun

sáb. 9/6

8:00 am-9:12 pm

1 stop13h 12m

$304

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 9/27

11:00 am-8:15 pm

1 stop9h 15m

Cancun

sáb. 10/4

8:00 am-3:26 pm

1 stop7h 26m

$323

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

sáb. 11/8

6:23 am-3:53 pm

1 stop9h 30m

Cozumel

sáb. 11/15

4:33 pm-4:37 am

1 stop12h 04m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

jue. 10/16

6:00 am-1:06 pm

1 stop7h 06m

Cancun

mar. 10/21

11:15 am-12:11 am

1 stop12h 56m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 44 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 julio 1, 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 julio 1, 2025.

The most flights from CHI to MXQR are scheduled on a Monday (10 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).

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 julio 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Aeromexico from Chicago to Quintana Roo to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,718 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,858 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 Spirit Airlines ($98), Volaris ($99), and Viva ($107).

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

    Most travelers choose Chicago O'Hare Intl - Cancun, Chicago O'Hare Intl - Cozumel or Chicago Midway - Cancun 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: Emirates (93%), American Airlines (91%), United Airlines (90%).

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

    The cheapest flight price from Chicago to Quintana Roo is $96. On average you can expect to pay $779. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $246.

  • 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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Alternative routes for Chicago to Quintana Roo

See prices for flight routes from nearby airports that may be better suited for you.
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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 julio 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$327FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$500FlexibilityNo cancel feeOn-time69%
FrontierCheapest$166Average$453FlexibilityNo cancel feeOn-time62%
DeltaCheapest$168Average$519FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$184Average$548FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$486FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$250Average$320FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$639FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$514FlexibilityNo cancel feeOn-time71%
AviancaCheapest$621Average$896FlexibilityNo cancel feeOn-time71%

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