Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Quintana Roo from $106

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 1/27. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Quintana Roo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:32 am - 3:35 pmORD-CUN
4h 03mnonstop
Multiple Airlines Logo
12:31 pm - 8:09 pmCUN-ORD
8h 38m1 stop
$243Multiple Airlines
Find Deal
Sun, Nov 30 - Thu, Dec 4
Multiple Airlines Logo
9:22 pm - 11:16 amORD-CUN
12h 54m1 stop
Multiple Airlines Logo
6:02 pm - 9:12 pmCUN-ORD
4h 10mnonstop
$244Multiple Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
Spirit Airlines Logo
6:00 am - 10:44 amORD-CUN
3h 44mnonstop
Spirit Airlines Logo
2:44 pm - 12:27 amCUN-ORD
10h 43m1 stop
$246Spirit Airlines
Find Deal
Sat, Nov 15 - Tue, Nov 18
Spirit Airlines Logo
6:05 am - 10:55 amORD-CUN
3h 50mnonstop
Spirit Airlines Logo
10:15 am - 9:23 pmCUN-ORD
12h 08m1 stop
$248Spirit Airlines
Find Deal
Fri, Jan 2 - Fri, Jan 9
Frontier Logo
10:37 am - 3:48 pmORD-CUN
4h 11mnonstop
Frontier Logo
5:02 pm - 9:12 pmCUN-ORD
4h 10mnonstop
$254Frontier
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
10:00 am - 2:49 pmORD-CUN
3h 49mnonstop
American Airlines Logo
2:35 pm - 5:40 pmCUN-ORD
4h 05mnonstop
$262American Airlines
Find Deal
Mon, Dec 1 - Fri, Dec 5
Frontier Logo
7:00 am - 5:20 pmORD-CUN
9h 20m1 stop
Frontier Logo
6:02 pm - 9:12 pmCUN-ORD
4h 10mnonstop
$268Frontier
Find Deal
Thu, Nov 27 - Thu, Dec 4
United Airlines Logo
7:10 am - 5:50 pmORD-CUN
9h 40m1 stop
United Airlines Logo
3:18 pm - 6:09 pmCUN-ORD
3h 51mnonstop
$271United Airlines
Find Deal
Sat, Nov 15 - Fri, Nov 21
United Airlines Logo
7:34 am - 12:30 pmORD-CUN
3h 56mnonstop
United Airlines Logo
3:18 pm - 6:09 pmCUN-ORD
3h 51mnonstop
$272United Airlines
Find Deal
Sat, Nov 29 - Sat, Dec 6
American Airlines Logo
9:50 am - 2:46 pmORD-CZM
4h 56mnonstop
American Airlines Logo
4:05 pm - 7:19 pmCZM-ORD
3h 14mnonstop
$424American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13

Spirit Airlines flights from Chicago to Quintana Roo

Our best Spirit Airlines deals on Chicago to Quintana Roo flight tickets
Spirit Airlines
Nov 15
ORD6:00 amChicago O'Hare Intl
3h 44m
CUN10:44 amCancun
Nov 18
CUN2:44 pmCancun
10h 43m
1 stop
ORD12:27 amChicago O'Hare Intl
$246
Find similar
Spirit Airlines
Jan 2
ORD6:05 amChicago O'Hare Intl
3h 50m
CUN10:55 amCancun
Jan 9
CUN10:15 amCancun
12h 08m
1 stop
ORD9:23 pmChicago O'Hare Intl
$248
Find similar
Spirit Airlines
Nov 14
ORD5:57 pmChicago O'Hare Intl
16h 39m
1 stop
CUN11:36 amCancun
Nov 21
CUN11:53 amCancun
4h 00m
ORD2:53 pmChicago O'Hare Intl
$249
Find similar

Southwest flights from Chicago to Quintana Roo

Our best Southwest deals on Chicago to Quintana Roo flight tickets
Southwest
Jan 20
MDW9:15 amChicago Midway
3h 40m
CUN1:55 pmCancun
Jan 29
CUN1:45 pmCancun
3h 45m
MDW4:30 pmChicago Midway
$252
Find similar
Southwest
Nov 15
MDW3:40 pmChicago Midway
3h 45m
CUN8:25 pmCancun
Nov 21
CUN2:15 pmCancun
3h 45m
MDW5:00 pmChicago Midway
$262
Find similar
Southwest
Nov 15
MDW5:15 amChicago Midway
8h 50m
1 stop
CUN3:05 pmCancun
Nov 21
CUN2:15 pmCancun
3h 45m
MDW5:00 pmChicago Midway
$271
Find similar

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 October 30, 2025.
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

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 11/30

10:32 am-3:35 pm

Nonstop4h 03m

Cancun

Thu 12/4

12:31 pm-8:09 pm

1 stop8h 38m

$243

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/2

9:22 pm-11:16 am

1 stop12h 54m

Cancun

Tue 12/9

6:02 pm-9:12 pm

Nonstop4h 10m

$244

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/15

6:00 am-10:44 am

Nonstop3h 44m

Cancun

Tue 11/18

2:44 pm-12:27 am

1 stop10h 43m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/2

6:05 am-10:55 am

Nonstop3h 50m

Cancun

Fri 1/9

10:15 am-9:23 pm

1 stop12h 08m

$248

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 3/6

10:37 am-3:48 pm

Nonstop4h 11m

Cancun

Tue 3/10

5:02 pm-9:12 pm

Nonstop4h 10m

$254

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 12/1

10:00 am-2:49 pm

Nonstop3h 49m

Cancun

Fri 12/5

2:35 pm-5:40 pm

Nonstop4h 05m

$262

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 11/27

7:00 am-5:20 pm

1 stop9h 20m

Cancun

Thu 12/4

6:02 pm-9:12 pm

Nonstop4h 10m

$268

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/15

7:10 am-5:50 pm

1 stop9h 40m

Cancun

Fri 11/21

3:18 pm-6:09 pm

Nonstop3h 51m

$271

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Sat 12/6

3:18 pm-6:09 pm

Nonstop3h 51m

$272

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Sat 12/6

9:50 am-2:46 pm

Nonstop4h 56m

Cozumel

Sat 12/13

4:05 pm-7:19 pm

Nonstop3h 14m

$424

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, September 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 $369. If you aren’t able to travel during the month of September, then book flights to Quintana Roo from Chicago during October instead. Flights to Quintana Roo in October, while not as cheap as those in September, 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 Monday. momondo users have found tickets for Monday departures for as low as $403. 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 $531.

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 at noon. Our users have found flights to Quintana Roo at noon for as low as $192. In contrast, the most expensive time of day to depart to Quintana Roo is in the afternoon when prices are around $643.

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 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 $436 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 $367 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 22% 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

$150

Fastest flight time

3h 35m

Direct flights

Every day

Airports in Quintana Roo

1 airport
The best one-way flight to Quintana Roo from Chicago in the past 72 hours is $150. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $270.
The fastest flight from Chicago to Quintana Roo takes 3h 35m
Direct flights go from Chicago to Quintana Roo every day.
There is 1 airport near Quintana Roo: Cancun (CUN)
Search flight deals

  • 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
AeromexicoPriceFrom $145Free CancellationRating
7.4
1,674 reviews
Search Aeromexico flights
Spirit AirlinesPriceFrom $151Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $161Free CancellationRating
7.4
8,996 reviews
Search United Airlines flights
DeltaPriceFrom $168Free CancellationRating
7.9
7,998 reviews
Search Delta flights
FrontierPriceFrom $175Free CancellationRating
5.8
3,123 reviews
Search Frontier flights
VolarisPriceFrom $179Free CancellationRating
6.7
1,151 reviews
Search Volaris flights
VivaPriceFrom $237Free CancellationRating
7.0
790 reviews
Search Viva flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
American AirlinesPriceFrom $268Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
AviancaPriceFrom $552Free CancellationRating
6.6
2,467 reviews
Search Avianca 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.

An easier way to manage your Quintana Roo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/29
Sat 12/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Quintana Roo

Popular cities in Quintana Roo

Popular flights according to clicks in the last 7 days on momondo
Flights to Cancúnfrom $199
Flights to Mexico Cityfrom $168
Flights to Guadalajarafrom $166
Flights to Puerto Vallartafrom $256
Flights to San José del Cabofrom $136
Flights to Tijuanafrom $252
Flights to León, Guanajuatofrom $194
Flights to Oaxacafrom $234
Flights to Monterreyfrom $199
Flights to Méridafrom $170
Flights to Santiago de Querétarofrom $140
Flights to Moreliafrom $161