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Cheap flights from Chicago to Quintana Roo from $98

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 4/14. 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
1 adult, Economy, 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.
Spirit Airlines Logo
6:30 am - 10:00 am
ORD
-
CUN
3h 30mnonstop
Spirit Airlines Logo
3:11 pm - 9:12 pm
CUN
-
ORD
6h 01m
1 stop
$249Spirit Airlines
Sat, Apr 18 - Fri, Apr 24
Multiple Airlines Logo
6:30 am - 10:00 am
ORD
-
CUN
3h 30mnonstop
Multiple Airlines Logo
1:14 pm - 11:01 pm
CUN
-
ORD
9h 47m
1 stop
$250Multiple Airlines
Sat, May 9 - Wed, May 13
Frontier Logo
8:30 am - 12:20 pm
MDW
-
CUN
3h 50mnonstop
Frontier Logo
12:04 pm - 10:22 pm
CUN
-
MDW
10h 18m
1 stop
$251Frontier
Sat, Apr 11 - Thu, Apr 16
Multiple Airlines Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
Multiple Airlines Logo
3:11 pm - 9:12 pm
CUN
-
ORD
6h 01m
1 stop
$251Multiple Airlines
Sat, Apr 18 - Fri, Apr 24
Frontier Logo
6:30 am - 10:38 am
ORD
-
CUN
4h 08mnonstop
Frontier Logo
10:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
$253Frontier
Sun, Apr 19 - Tue, Apr 28
Volaris Logo
7:35 am - 3:57 pm
ORD
-
CZM
9h 22m
1 stop
Volaris Logo
4:47 pm - 5:52 am
CZM
-
ORD
12h 05m
1 stop
$386Volaris
Wed, Apr 8 - Wed, Apr 15
Volaris Logo
1:40 am - 3:57 pm
ORD
-
CZM
15h 17m
1 stop
Volaris Logo
4:47 pm - 5:52 am
CZM
-
ORD
12h 05m
1 stop
$401Volaris
Tue, Apr 7 - Wed, Apr 15
Aeromexico Logo
5:53 pm - 4:16 pm
ORD
-
CTM
23h 23m
2 stops
Aeromexico Logo
5:23 pm - 12:00 pm
CTM
-
ORD
17h 37m
2 stops
$681Aeromexico
Tue, Apr 21 - Fri, Apr 24
Delta Logo
6:00 am - 12:57 pm
MDW
-
CZM
7h 57m
1 stop
Delta Logo
2:14 pm - 10:28 pm
CZM
-
MDW
7h 14m
1 stop
$721Delta
Sat, Apr 25 - Sat, May 2
Delta Logo
1:24 pm - 12:57 pm
MDW
-
CZM
24h 33m
2 stops
Delta Logo
2:14 pm - 10:28 pm
CZM
-
MDW
7h 14m
1 stop
$726Delta
Fri, Apr 24 - Sat, May 2

Frontier flights from Chicago to Quintana Roo

Our best Frontier deals on Chicago to Quintana Roo flight tickets
Frontier
Apr 11
MDW8:30 amChicago Midway
3h 50m
CUN12:20 pmCancun
Apr 16
CUN12:04 pmCancun
10h 18m
1 stop
MDW10:22 pmChicago Midway
$251
Frontier
Apr 11
MDW8:30 amChicago Midway
3h 50m
CUN12:20 pmCancun
Apr 18
CUN1:25 pmCancun
8h 49m
1 stop
MDW10:14 pmChicago Midway
$254
Frontier
May 7
ORD6:00 amChicago O'Hare Intl
4h 03m
CUN10:03 amCancun
May 11
CUN10:25 amCancun
4h 10m
ORD2:35 pmChicago O'Hare Intl
$257

Spirit Airlines flights from Chicago to Quintana Roo

Our best Spirit Airlines deals on Chicago to Quintana Roo flight tickets
Spirit Airlines
Apr 18
ORD6:30 amChicago O'Hare Intl
3h 30m
CUN10:00 amCancun
Apr 23
CUN3:11 pmCancun
6h 01m
1 stop
ORD9:12 pmChicago O'Hare Intl
$249
Spirit Airlines
Apr 5
ORD6:05 amChicago O'Hare Intl
3h 46m
CUN9:51 amCancun
Apr 16
CUN3:11 pmCancun
6h 01m
1 stop
ORD9:12 pmChicago O'Hare Intl
$258
Spirit Airlines
Apr 18
ORD6:30 amChicago O'Hare Intl
3h 30m
CUN10:00 amCancun
Apr 24
CUN3:11 pmCancun
6h 01m
1 stop
ORD9:12 pmChicago O'Hare Intl
$262

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 March 23, 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

Sat 4/18

6:30 am-10:00 am

Nonstop3h 30m

Cancun

Fri 4/24

3:11 pm-9:12 pm

1 stop6h 01m

$249

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 5/9

6:30 am-10:00 am

Nonstop3h 30m

Cancun

Wed 5/13

1:14 pm-11:01 pm

1 stop9h 47m

$250

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 4/11

8:30 am-12:20 pm

Nonstop3h 50m

Cancun

Thu 4/16

12:04 pm-10:22 pm

1 stop10h 18m

$251

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/18

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Fri 4/24

3:11 pm-9:12 pm

1 stop6h 01m

$251
Quickest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 4/19

6:30 am-10:38 am

Nonstop4h 08m

Cancun

Tue 4/28

10:40 am-2:49 pm

Nonstop4h 09m

$253

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 4/8

7:35 am-3:57 pm

1 stop9h 22m

Cozumel

Wed 4/15

4:47 pm-5:52 am

1 stop12h 05m

$386

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Tue 4/7

1:40 am-3:57 pm

1 stop15h 17m

Cozumel

Wed 4/15

4:47 pm-5:52 am

1 stop12h 05m

$401

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Tue 4/21

5:53 pm-4:16 pm

2 stops23h 23m

Chetumal

Fri 4/24

5:23 pm-12:00 pm

2 stops17h 37m

$681

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 4/25

6:00 am-12:57 pm

1 stop7h 57m

Cozumel

Sat 5/2

2:14 pm-10:28 pm

1 stop7h 14m

$721

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 4/24

1:24 pm-12:57 pm

2 stops24h 33m

Cozumel

Sat 5/2

2:14 pm-10:28 pm

1 stop7h 14m

$726

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 $369. 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 $432. 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 $467. 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 $450 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 $374 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?

No. A direct flight is the cheapest option for a flight between Chicago to Quintana Roo.

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

$160

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 $160. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $346.
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 $110Free CancellationRating
6.6
1,172 reviews
Search Volaris flights
AeromexicoPriceFrom $140Free CancellationRating
7.4
1,561 reviews
Search Aeromexico flights
Spirit AirlinesPriceFrom $143Free CancellationRating
6.3
8,533 reviews
Search Spirit Airlines flights
DeltaPriceFrom $158Free CancellationRating
7.9
8,317 reviews
Search Delta flights
FrontierPriceFrom $188Free CancellationRating
5.7
3,020 reviews
Search Frontier flights
JetBluePriceFrom $250Free CancellationRating
7.2
2,911 reviews
Search JetBlue flights
Air CanadaPriceFrom $279Free CancellationRating
7.1
10,832 reviews
Search Air Canada flights
VivaPriceFrom $281Free CancellationRating
7.0
818 reviews
Search Viva flights
United AirlinesPriceFrom $285Free CancellationRating
7.4
9,459 reviews
Search United Airlines flights
SouthwestPriceFrom $292Free CancellationRating
8.0
4,325 reviews
Search Southwest 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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