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Cheap flights from Chicago to Quintana Roo from $116

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Quintana Roo departing on 7/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Quintana Roo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Volaris Logo
6:21 am - 3:28 pm
ORD
-
CUN
9h 07m
1 stop
Volaris Logo
4:32 pm - 12:55 am
CUN
-
ORD
8h 23m
1 stop
$308Volaris
Sun, Jul 5 - Wed, Jul 8
Volaris Logo
1:40 am - 10:03 am
ORD
-
CUN
8h 23m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$309Volaris
Wed, Jul 8 - Mon, Jul 13
Volaris Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
Volaris Logo
3:20 pm - 11:47 pm
CUN
-
ORD
8h 27m
1 stop
$310Volaris
Fri, Sep 18 - Fri, Sep 25
Volaris Logo
6:21 am - 3:28 pm
ORD
-
CUN
9h 07m
1 stop
Volaris Logo
4:32 pm - 12:55 am
CUN
-
ORD
8h 23m
1 stop
$311Volaris
Sun, Jul 5 - Sat, Jul 18
Viva Logo
12:30 am - 7:40 pm
ORD
-
CZM
18h 10m
1 stop
Viva Logo
8:30 pm - 10:45 pm
CZM
-
ORD
27h 15m
1 stop
$395Viva
Wed, Nov 11 - Thu, Nov 19
Multiple Airlines Logo
2:53 am - 10:50 am
ORD
-
CTM
31h 57m
2 stops
Multiple Airlines Logo
2:10 pm - 10:55 am
CTM
-
ORD
20h 45m
1 stop
$581Multiple Airlines
Mon, Jul 20 - Tue, Jul 28
Multiple Airlines Logo
7:35 am - 1:25 pm
ORD
-
CTM
29h 50m
1 stop
Multiple Airlines Logo
2:10 pm - 10:55 am
CTM
-
ORD
20h 45m
1 stop
$596Multiple Airlines
Tue, Jul 21 - Tue, Jul 28
Viva Logo
1:30 am - 1:25 pm
ORD
-
CTM
11h 55m
1 stop
Viva Logo
2:10 pm - 10:55 am
CTM
-
ORD
20h 45m
1 stop
$686Viva
Sat, Aug 1 - Sun, Aug 9
Aeromexico Logo
1:50 am - 4:30 pm
ORD
-
CTM
14h 40m
1 stop
Aeromexico Logo
5:09 pm - 2:16 pm
CTM
-
ORD
21h 07m
1 stop
$856Aeromexico
Mon, Sep 28 - Thu, Oct 1
Aeromexico Logo
6:25 pm - 4:30 pm
ORD
-
CTM
22h 05m
2 stops
Aeromexico Logo
5:09 pm - 2:16 pm
CTM
-
ORD
21h 07m
1 stop
$860Aeromexico
Tue, Sep 29 - Thu, Oct 1

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Southwest flights from Chicago to Quintana Roo

Our best Southwest deals on Chicago to Quintana Roo flight tickets
Southwest
Aug 17
MDW8:25 amChicago Midway
3h 35m
CUN12:00 pmCancun
Aug 26
CUN12:40 pmCancun
3h 35m
MDW4:15 pmChicago Midway
$358
Southwest
Aug 17
MDW8:25 amChicago Midway
3h 35m
CUN12:00 pmCancun
Aug 26
CUN1:10 pmCancun
7h 35m
1 stop
MDW8:45 pmChicago Midway
$369
Southwest
Aug 17
MDW7:55 amChicago Midway
5h 35m
1 stop
CUN1:30 pmCancun
Aug 26
CUN12:50 pmCancun
6h 20m
1 stop
MDW7:10 pmChicago Midway
$410

Volaris flights from Chicago to Quintana Roo

Our best Volaris deals on Chicago to Quintana Roo flight tickets
Volaris
Jul 5
ORD6:21 amChicago O'Hare Intl
9h 07m
1 stop
CUN3:28 pmCancun
Jul 8
CUN4:32 pmCancun
8h 23m
1 stop
ORD12:55 amChicago O'Hare Intl
$308
Volaris
Jul 8
ORD1:40 amChicago O'Hare Intl
8h 23m
1 stop
CUN10:03 amCancun
Jul 13
CUN9:50 pmCancun
8h 02m
1 stop
ORD5:52 amChicago O'Hare Intl
$309
Volaris
Sep 18
ORD7:35 amChicago O'Hare Intl
13h 28m
1 stop
CUN9:03 pmCancun
Sep 25
CUN3:20 pmCancun
8h 27m
1 stop
ORD11:47 pmChicago O'Hare Intl
$310

momondo 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, momondo users made 832,500 searches. Data last updated June 22, 2026.
Use the filters below to find and compare flights from Chicago to Quintana Roo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 7/5

6:21 am-3:28 pm

1 stop9h 07m

Cancun

Wed 7/8

4:32 pm-12:55 am

1 stop8h 23m

$308
Quickest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 7/8

1:40 am-10:03 am

1 stop8h 23m

Cancun

Mon 7/13

9:50 pm-5:52 am

1 stop8h 02m

$309

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 9/18

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Fri 9/25

3:20 pm-11:47 pm

1 stop8h 27m

$310

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 7/5

6:21 am-3:28 pm

1 stop9h 07m

Cancun

Sat 7/18

4:32 pm-12:55 am

1 stop8h 23m

$311

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 11/11

12:30 am-7:40 pm

1 stop18h 10m

Cozumel Intl

Thu 11/19

8:30 pm-10:45 pm

1 stop27h 15m

$395

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Mon 7/20

2:53 am-10:50 am

2 stops31h 57m

Chetumal Intl

Tue 7/28

2:10 pm-10:55 am

1 stop20h 45m

$581

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Tue 7/21

7:35 am-1:25 pm

1 stop29h 50m

Chetumal Intl

Tue 7/28

2:10 pm-10:55 am

1 stop20h 45m

$596

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Sat 8/1

1:30 am-1:25 pm

1 stop11h 55m

Chetumal Intl

Sun 8/9

2:10 pm-10:55 am

1 stop20h 45m

$686

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Mon 9/28

1:50 am-4:30 pm

1 stop14h 40m

Chetumal Intl

Thu 10/1

5:09 pm-2:16 pm

1 stop21h 07m

$856

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Tue 9/29

6:25 pm-4:30 pm

2 stops22h 05m

Chetumal Intl

Thu 10/1

5:09 pm-2:16 pm

1 stop21h 07m

$860

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Quintana Roo from

How to get the cheapest flight ticket from Chicago to Quintana Roo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Quintana Roo?

In general, October is the cheapest month to fly from Chicago to Quintana Roo. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $389. If you aren’t able to travel during the month of October, then book flights to Quintana Roo from Chicago during May instead. Flights to Quintana Roo in May, while not as cheap as those in October, still average around $397.

What is the cheapest day to depart on your flight to Quintana Roo?

On average, the least expensive day to fly to Quintana Roo from Chicago is on a Sunday. momondo users have found tickets for Sunday departures for as low as $441. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Quintana Roo is Thursday, with ticket prices averaging around $514.

What is the cheapest time of day to depart on your flight to Quintana Roo?

Our data shows that the cheapest Chicago to Quintana Roo flights are usually those with departure times in the morning. Our users have found flights to Quintana Roo in the morning for as low as $482. In contrast, the most expensive time of day to depart to Quintana Roo is in the afternoon when prices are around $554.

What is the cheapest Chicago to Quintana Roo flight route?

Fly from Chicago O'Hare Intl to Cancun for the best Chicago - Quintana Roo flight prices

How far in advance should I book a flight from Chicago to Quintana Roo?

You are more likely to see cheaper flights to Quintana Roo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Quintana Roo for around $457 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Quintana Roo from Chicago for as low as $344 on momondo.

What cabin class options are available on Chicago to Quintana Roo flights?

There are 4 cabin classes available to choose from on Chicago to Quintana Roo flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Quintana Roo flights?

You could potentially save up to 16% on your flight if you consider stops on a Chicago to Quintana Roo flight.

Cheap Chicago to Quintana Roo flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Quintana Roo

Best Price Found

$203

Fastest flight time

3h 35m

Direct flights

Every day

Airports in Quintana Roo

18 airports
The best one-way flight to Quintana Roo from Chicago in the past 72 hours is $203. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $463.
The fastest flight from Chicago to Quintana Roo takes 3h 35m
Direct flights go from Chicago to Quintana Roo every day.
There are 18 airports in Quintana Roo. From Chicago there are direct flights to Cancun (CUN).
Search flight deals

Frequently asked questions about flying from Chicago to Quintana Roo

  • When did momondo last update prices for flights from Chicago to Quintana Roo?

    Prices for flights from Chicago to Quintana Roo refresh daily.

  • How many operators does momondo search for flights from Chicago to Quintana Roo?

  • How old do you have to be to fly from Chicago to Quintana Roo?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Quintana Roo.

  • What documentation or ID do you need to fly to Quintana Roo?

    The necessary travel and health documents for your Quintana Roo trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Quintana Roo?

Best airlines flying from Chicago to Quintana Roo

Compare and see reviews for airlines that fly from Chicago to Quintana Roo with momondo
Airline
Rating
Free Cancellation
Price
VolarisPriceFrom $114Free CancellationRating
6.6
1,157 reviews
Search Volaris flights
DeltaPriceFrom $158Free CancellationRating
7.8
8,424 reviews
Search Delta flights
VivaPriceFrom $180Free CancellationRating
7.0
801 reviews
Search Viva flights
FrontierPriceFrom $192Free CancellationRating
5.6
2,870 reviews
Search Frontier flights
AeromexicoPriceFrom $194Free CancellationRating
7.4
1,485 reviews
Search Aeromexico flights
JetBluePriceFrom $262Free CancellationRating
7.1
3,001 reviews
Search JetBlue flights
United AirlinesPriceFrom $289Free CancellationRating
7.4
9,875 reviews
Search United Airlines flights
SouthwestPriceFrom $301Free CancellationRating
7.9
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $319Free CancellationRating
7.1
11,744 reviews
Search American Airlines flights
Air CanadaPriceFrom $360Free CancellationRating
7.1
11,244 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Quintana Roo?

It is quick and easy to find Chicago to Quintana Roo flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Quintana Roo that suits you.

Can I find flights from Chicago to Quintana Roo with flexible booking policies on momondo?

Flights from Chicago to Quintana Roo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Quintana Roo?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Quintana Roo from Chicago.

I’m not ready to book a flight from Chicago to Quintana Roo right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Quintana Roo flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to Quintana Roo

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