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Cheap flights from Chicago to Quintana Roo from $124

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 10/5. 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
2:53 am - 12:04 pmORD  Chicago O'Hare Intl-CUN Cancun
9h 11m1 stop Guadalajara Miguel Hidal
Volaris Logo
10:50 am - 11:47 pmCUN  Cancun-ORD Chicago O'Hare Intl
12h 57m1 stop Mexico City Benito Juarez
$321Volaris
Tue, Sep 1 - Wed, Sep 9
Volaris Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Volaris Logo
10:50 am - 11:47 pmCUN  Cancun-ORD Chicago O'Hare Intl
12h 57m1 stop Mexico City Benito Juarez
$321Volaris
Mon, Aug 24 - Wed, Sep 2
Viva Logo
12:35 am - 11:55 pmORD  Chicago O'Hare Intl-CUN Cancun
22h 20m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
10:25 am - 10:55 pmCUN  Cancun-ORD Chicago O'Hare Intl
13h 30m1 stop Monterrey Gen Mariano Escobedo
$322Viva
Thu, Nov 5 - Sun, Nov 15
Viva Logo
12:35 am - 8:25 pmORD  Chicago O'Hare Intl-CUN Cancun
18h 50m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
10:35 pm - 11:00 pmCUN  Cancun-ORD Chicago O'Hare Intl
25h 25m1 stop Monterrey Gen Mariano Escobedo
$322Viva
Fri, Nov 27 - Sat, Dec 5
Multiple Airlines Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
$324Multiple Airlines
Mon, Aug 31 - Thu, Sep 3
Multiple Airlines Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
$326Multiple Airlines
Fri, Sep 18 - Thu, Sep 24
Frontier Logo
6:30 am - 2:14 pmORD  Chicago O'Hare Intl-CUN Cancun
6h 44m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
11:29 am - 2:30 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$328Frontier
Thu, Nov 12 - Mon, Nov 16
Frontier Logo
7:30 am - 12:25 pmORD  Chicago O'Hare Intl-CUN Cancun
3h 55mnonstop
Frontier Logo
11:29 am - 2:30 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$351Frontier
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
8:20 am - 12:01 pmORD  Chicago O'Hare Intl-CUN Cancun
3h 41mnonstop
American Airlines Logo
1:14 pm - 5:19 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$377American Airlines
Tue, Sep 1 - Thu, Sep 3
American Airlines Logo
7:30 am - 1:30 pmORD  Chicago O'Hare Intl-CUN Cancun
6h 00m1 stop Charlotte Douglas
American Airlines Logo
1:14 pm - 5:19 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$382American Airlines
Tue, Sep 1 - Thu, Sep 3

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Volaris flights from Chicago to Quintana Roo

Our best Volaris deals on Chicago to Quintana Roo flight tickets
Volaris
Aug 24
ORD7:35 amChicago O'Hare Intl
13h 28m
1 stop
CUN9:03 pmCancun
Sep 2
CUN10:50 amCancun
12h 57m
1 stop
ORD11:47 pmChicago O'Hare Intl
$321
Volaris
Aug 25
ORD2:53 amChicago O'Hare Intl
9h 11m
1 stop
CUN12:04 pmCancun
Sep 2
CUN10:50 amCancun
12h 57m
1 stop
ORD11:47 pmChicago O'Hare Intl
$322
Volaris
Aug 25
ORD2:53 amChicago O'Hare Intl
9h 11m
1 stop
CUN12:04 pmCancun
Sep 2
CUN10:50 amCancun
12h 57m
1 stop
ORD11:47 pmChicago O'Hare Intl
$323

Frontier flights from Chicago to Quintana Roo

Our best Frontier deals on Chicago to Quintana Roo flight tickets
Frontier
Aug 26
MDW6:05 amChicago Midway
28h 05m
1 stop
CUN10:10 amCancun
Aug 29
CUN3:06 pmCancun
7h 41m
1 stop
MDW10:47 pmChicago Midway
$439
Frontier
Sep 18
MDW6:25 amChicago Midway
6h 12m
1 stop
CUN12:37 pmCancun
Sep 25
CUN1:51 pmCancun
9h 53m
1 stop
MDW11:44 pmChicago Midway
$440
Frontier
Oct 31
MDW7:25 amChicago Midway
5h 49m
1 stop
CUN1:14 pmCancun
Nov 7
CUN3:24 pmCancun
7h 29m
1 stop
MDW9:53 pmChicago Midway
$447

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 August 8, 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 Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 9/1

2:53 am-12:04 pm

1 stop9h 11m

Cancun

Wed 9/9

10:50 am-11:47 pm

1 stop12h 57m

$321

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Mon 8/24

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Wed 9/2

10:50 am-11:47 pm

1 stop12h 57m

$321

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Thu 11/5

12:35 am-11:55 pm

1 stop22h 20m

Cancun

Sun 11/15

10:25 am-10:55 pm

1 stop13h 30m

$322

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Fri 11/27

12:35 am-8:25 pm

1 stop18h 50m

Cancun

Sat 12/5

10:35 pm-11:00 pm

1 stop25h 25m

$322

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Mon 8/31

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Thu 9/3

12:35 pm-11:40 pm

1 stop11h 05m

$324

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Fri 9/18

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Thu 9/24

12:35 pm-11:40 pm

1 stop11h 05m

$326

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Thu 11/12

6:30 am-2:14 pm

1 stop6h 44m

Cancun

Mon 11/16

11:29 am-2:30 pm

Nonstop4h 01m

$328

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 11/10

7:30 am-12:25 pm

Nonstop3h 55m

Cancun

Tue 11/17

11:29 am-2:30 pm

Nonstop4h 01m

$351
Quickest round-trip

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 9/1

8:20 am-12:01 pm

Nonstop3h 41m

Cancun

Thu 9/3

1:14 pm-5:19 pm

Nonstop4h 05m

$377

ChicagoCancún

ORD Chicago O'Hare Intl - CUN Cancun

ORDCUN

Chicago O'Hare Intl

Tue 9/1

7:30 am-1:30 pm

1 stop6h 00m

Cancun

Thu 9/3

1:14 pm-5:19 pm

Nonstop4h 05m

$382

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, January 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 $377. If you aren’t able to travel during the month of January, then book flights to Quintana Roo from Chicago during February instead. Flights to Quintana Roo in February, while not as cheap as those in January, still average around $416.

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 $451. 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 $524.

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 $491. In contrast, the most expensive time of day to depart to Quintana Roo is in the afternoon when prices are around $557.

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 $467 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 $361 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 7% 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

$228

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 $228. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $498.
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 $119Free CancellationRating
6.6
1,146 reviews
Search Volaris flights
DeltaPriceFrom $158Free CancellationRating
7.8
8,505 reviews
Search Delta flights
FrontierPriceFrom $191Free CancellationRating
5.6
2,722 reviews
Search Frontier flights
AeromexicoPriceFrom $194Free CancellationRating
7.4
1,474 reviews
Search Aeromexico flights
VivaPriceFrom $253Free CancellationRating
7.0
806 reviews
Search Viva flights
JetBluePriceFrom $262Free CancellationRating
7.1
3,028 reviews
Search JetBlue flights
United AirlinesPriceFrom $289Free CancellationRating
7.4
10,085 reviews
Search United Airlines flights
SouthwestPriceFrom $312Free CancellationRating
8.0
4,218 reviews
Search Southwest flights
American AirlinesPriceFrom $320Free CancellationRating
7.1
11,883 reviews
Search American Airlines flights
Air CanadaPriceFrom $360Free CancellationRating
7.1
11,449 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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Popular flights according to clicks in the last 7 days on momondo
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