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Cheap flights from Chicago to Quintana Roo from $103

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 5/14. 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

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Find the cheapest flights from Chicago to Quintana Roo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:10 am - 11:14 am
ORD
-
CUN
4h 04mnonstop
Frontier Logo
7:19 pm - 10:28 pm
CUN
-
ORD
4h 09mnonstop
$229Frontier
Mon, Feb 23 - Wed, Mar 4
Spirit Airlines Logo
5:15 am - 12:20 pm
ORD
-
CUN
6h 05m
1 stop
Spirit Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
$230Spirit Airlines
Sun, Feb 22 - Thu, Feb 26
Spirit Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
Spirit Airlines Logo
1:25 pm - 9:13 pm
CUN
-
ORD
8h 48m
1 stop
$231Spirit Airlines
Tue, Feb 17 - Wed, Feb 25
Frontier Logo
7:55 am - 1:07 pm
ORD
-
CUN
4h 12mnonstop
Frontier Logo
6:27 pm - 9:37 pm
CUN
-
ORD
4h 10mnonstop
$235Frontier
Tue, Feb 24 - Thu, Mar 5
Volaris Logo
6:23 am - 5:16 pm
ORD
-
CZM
10h 53m
1 stop
Volaris Logo
6:21 pm - 4:36 am
CZM
-
ORD
10h 15m
1 stop
$336Volaris
Tue, Feb 10 - Fri, Feb 13
Volaris Logo
6:23 am - 5:16 pm
ORD
-
CZM
10h 53m
1 stop
Volaris Logo
6:21 pm - 4:36 am
CZM
-
ORD
10h 15m
1 stop
$343Volaris
Fri, Feb 20 - Mon, Feb 23
Delta Logo
6:00 am - 1:55 pm
MDW
-
CZM
7h 55m
1 stop
Delta Logo
4:15 pm - 9:06 am
CZM
-
MDW
16h 51m
1 stop
$466Delta
Mon, Feb 16 - Wed, Feb 18
Delta Logo
6:00 am - 1:50 pm
MDW
-
CZM
7h 50m
1 stop
Delta Logo
4:15 pm - 12:46 pm
CZM
-
MDW
20h 31m
2 stops
$471Delta
Mon, Feb 9 - Wed, Feb 11
Aeromexico Logo
6:00 am - 1:55 pm
MDW
-
CZM
7h 55m
1 stop
Aeromexico Logo
2:00 pm - 10:31 pm
CZM
-
MDW
7h 31m
1 stop
$478Aeromexico
Tue, Mar 3 - Tue, Mar 10
Aeromexico Logo
6:00 am - 12:45 pm
MDW
-
CZM
7h 45m
1 stop
Aeromexico Logo
2:00 pm - 10:31 pm
CZM
-
MDW
7h 31m
1 stop
$484Aeromexico
Wed, Mar 25 - Tue, Mar 31

Frontier flights from Chicago to Quintana Roo

Our best Frontier deals on Chicago to Quintana Roo flight tickets
Frontier
Feb 23
ORD6:10 amChicago O'Hare Intl
4h 04m
CUN11:14 amCancun
Mar 4
CUN7:19 pmCancun
4h 09m
ORD10:28 pmChicago O'Hare Intl
$229
Frontier
Feb 24
ORD7:55 amChicago O'Hare Intl
4h 12m
CUN1:07 pmCancun
Mar 5
CUN6:27 pmCancun
4h 10m
ORD9:37 pmChicago O'Hare Intl
$235
Frontier
Feb 4
ORD7:11 amChicago O'Hare Intl
4h 08m
CUN12:19 pmCancun
Feb 11
CUN7:19 pmCancun
4h 09m
ORD10:28 pmChicago O'Hare Intl
$236

Volaris flights from Chicago to Quintana Roo

Our best Volaris deals on Chicago to Quintana Roo flight tickets
Volaris
Feb 7
ORD6:23 amChicago O'Hare Intl
14h 03m
1 stop
CUN9:26 pmCancun
Feb 12
CUN1:02 pmCancun
10h 27m
1 stop
ORD10:29 pmChicago O'Hare Intl
$268
Volaris
Feb 10
ORD6:23 amChicago O'Hare Intl
14h 03m
1 stop
CUN9:26 pmCancun
Feb 16
CUN10:13 pmCancun
7h 23m
1 stop
ORD4:36 amChicago O'Hare Intl
$275
Volaris
Mar 8
ORD7:23 amChicago O'Hare Intl
14h 03m
1 stop
CUN9:26 pmCancun
Mar 13
CUN11:12 amCancun
11h 36m
1 stop
ORD10:48 pmChicago O'Hare Intl
$278

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 January 29, 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

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 2/23

6:10 am-11:14 am

Nonstop4h 04m

Cancun

Wed 3/4

7:19 pm-10:28 pm

Nonstop4h 09m

$229

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/22

5:15 am-12:20 pm

1 stop6h 05m

Cancun

Thu 2/26

11:59 am-2:53 pm

Nonstop3h 54m

$230

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/17

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Wed 2/25

1:25 pm-9:13 pm

1 stop8h 48m

$231

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/24

7:55 am-1:07 pm

Nonstop4h 12m

Cancun

Thu 3/5

6:27 pm-9:37 pm

Nonstop4h 10m

$235

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Tue 2/10

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Fri 2/13

6:21 pm-4:36 am

1 stop10h 15m

$336

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Fri 2/20

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Mon 2/23

6:21 pm-4:36 am

1 stop10h 15m

$343

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 2/16

6:00 am-1:55 pm

1 stop7h 55m

Cozumel

Wed 2/18

4:15 pm-9:06 am

1 stop16h 51m

$466

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 2/9

6:00 am-1:50 pm

1 stop7h 50m

Cozumel

Wed 2/11

4:15 pm-12:46 pm

2 stops20h 31m

$471

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Tue 3/3

6:00 am-1:55 pm

1 stop7h 55m

Cozumel

Tue 3/10

2:00 pm-10:31 pm

1 stop7h 31m

$478

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 3/25

6:00 am-12:45 pm

1 stop7h 45m

Cozumel

Tue 3/31

2:00 pm-10:31 pm

1 stop7h 31m

$484

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, 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 $370. If you aren’t able to travel during the month of September, then book flights to Quintana Roo from Chicago during January instead. Flights to Quintana Roo in January, while not as cheap as those in September, still average around $388.

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 $424. 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 $509.

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 $463. In contrast, the most expensive time of day to depart to Quintana Roo is in the afternoon when prices are around $558.

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 $443 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 4% 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

$136

Fastest flight time

3h 30m

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 $136. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $320.
The fastest flight from Chicago to Quintana Roo takes 3h 30m
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

  • 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 $126Free CancellationRating
6.6
1,173 reviews
Search Volaris flights
Spirit AirlinesPriceFrom $135Free CancellationRating
6.3
8,393 reviews
Search Spirit Airlines flights
AeromexicoPriceFrom $140Free CancellationRating
7.4
1,588 reviews
Search Aeromexico flights
DeltaPriceFrom $166Free CancellationRating
7.9
8,128 reviews
Search Delta flights
FrontierPriceFrom $183Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
VivaPriceFrom $220Free CancellationRating
7.0
816 reviews
Search Viva flights
JetBluePriceFrom $250Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
United AirlinesPriceFrom $265Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
Air CanadaPriceFrom $279Free CancellationRating
7.1
10,667 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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