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Cheap flights from Quintana Roo to Chicago from $145

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Quintana Roo to Chicago departing on 2/18. 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 Quintana Roo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:27 pm - 9:37 pm
CUN
-
ORD
4h 10mnonstop
Frontier Logo
6:10 am - 11:14 am
ORD
-
CUN
4h 04mnonstop
$172Frontier
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
Spirit Airlines Logo
6:05 am - 10:54 am
ORD
-
CUN
3h 49mnonstop
$213Spirit Airlines
Fri, Feb 13 - Mon, Feb 16
Multiple Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
Multiple Airlines Logo
6:23 am - 9:26 pm
ORD
-
CUN
14h 03m
1 stop
$216Multiple Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
3:18 pm - 6:09 pm
CUN
-
ORD
3h 51mnonstop
United Airlines Logo
9:15 pm - 1:34 pm
ORD
-
CUN
15h 19m
1 stop
$232United Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
1:27 pm - 4:27 pm
CUN
-
ORD
4h 00mnonstop
United Airlines Logo
9:15 pm - 11:25 am
ORD
-
CUN
13h 10m
1 stop
$233United Airlines
Wed, Feb 11 - Sun, Feb 15
Delta Logo
8:00 am - 5:45 pm
CUN
-
MDW
10h 45m
1 stop
Delta Logo
1:10 pm - 8:20 pm
MDW
-
CUN
7h 10m
2 stops
$282Delta
Thu, Mar 5 - Mon, Mar 9
Southwest Logo
3:40 pm - 6:20 pm
CUN
-
MDW
3h 40mnonstop
Southwest Logo
10:15 pm - 2:35 pm
MDW
-
CUN
15h 20m
1 stop
$287Southwest
Fri, Feb 13 - Mon, Feb 16
Southwest Logo
2:55 pm - 5:40 pm
CUN
-
MDW
3h 45mnonstop
Southwest Logo
4:05 pm - 7:45 pm
MDW
-
CUN
3h 40mnonstop
$295Southwest
Thu, Mar 5 - Mon, Mar 9
Delta Logo
8:00 am - 5:37 pm
CUN
-
MDW
10h 37m
2 stops
Delta Logo
1:10 pm - 8:20 pm
MDW
-
CUN
7h 10m
2 stops
$339Delta
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
6:21 pm - 5:36 am
CZM
-
ORD
10h 15m
1 stop
Multiple Airlines Logo
11:59 pm - 4:35 pm
ORD
-
CZM
41h 36m
2 stops
$462Multiple Airlines
Fri, Mar 13 - Fri, Mar 20

Frontier flights from Quintana Roo to Chicago

Our best Frontier deals on Quintana Roo to Chicago flight tickets
Frontier
Feb 19
CUN6:27 pmCancun
4h 10m
ORD9:37 pmChicago O'Hare Intl
Feb 23
ORD6:10 amChicago O'Hare Intl
4h 04m
CUN11:14 amCancun
$172
Frontier
Jan 30
CUN11:40 amCancun
4h 09m
ORD2:49 pmChicago O'Hare Intl
Feb 4
ORD7:11 amChicago O'Hare Intl
4h 08m
CUN12:19 pmCancun
$194
Frontier
May 15
CUN10:40 amCancun
4h 09m
ORD2:49 pmChicago O'Hare Intl
May 19
ORD6:30 amChicago O'Hare Intl
4h 03m
CUN10:33 amCancun
$222

United Airlines flights from Quintana Roo to Chicago

Our best United Airlines deals on Quintana Roo to Chicago flight tickets
United Airlines
Feb 19
CUN3:18 pmCancun
3h 51m
ORD6:09 pmChicago O'Hare Intl
Feb 23
ORD9:15 pmChicago O'Hare Intl
15h 19m
1 stop
CUN1:34 pmCancun
$232
United Airlines
Feb 11
CUN1:27 pmCancun
4h 00m
ORD4:27 pmChicago O'Hare Intl
Feb 15
ORD9:15 pmChicago O'Hare Intl
13h 10m
1 stop
CUN11:25 amCancun
$233
United Airlines
Feb 19
CUN4:51 pmCancun
8h 35m
1 stop
ORD12:26 amChicago O'Hare Intl
Feb 23
ORD5:45 amChicago O'Hare Intl
6h 09m
1 stop
CUN12:54 pmCancun
$238

momondo Fare Finder

 
Customize your flight search to find flights from Quintana Roo to Chicago 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 28, 2026.
Use the filters below to find and compare flights from Quintana Roo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/19

6:27 pm-9:37 pm

Nonstop4h 10m

Chicago O'Hare Intl

Mon 2/23

6:10 am-11:14 am

Nonstop4h 04m

$172

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 2/13

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Mon 2/16

6:05 am-10:54 am

Nonstop3h 49m

$213

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 2/14

11:59 am-2:53 pm

Nonstop3h 54m

Chicago O'Hare Intl

Wed 2/18

6:23 am-9:26 pm

1 stop14h 03m

$216

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 2/19

3:18 pm-6:09 pm

Nonstop3h 51m

Chicago O'Hare Intl

Mon 2/23

9:15 pm-1:34 pm

1 stop15h 19m

$232

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 2/11

1:27 pm-4:27 pm

Nonstop4h 00m

Chicago O'Hare Intl

Sun 2/15

9:15 pm-11:25 am

1 stop13h 10m

$233

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/5

8:00 am-5:45 pm

1 stop10h 45m

Chicago Midway

Mon 3/9

1:10 pm-8:20 pm

2 stops7h 10m

$282

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 2/13

3:40 pm-6:20 pm

Nonstop3h 40m

Chicago Midway

Mon 2/16

10:15 pm-2:35 pm

1 stop15h 20m

$287

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/5

2:55 pm-5:40 pm

Nonstop3h 45m

Chicago Midway

Mon 3/9

4:05 pm-7:45 pm

Nonstop3h 40m

$295

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/5

8:00 am-5:37 pm

2 stops10h 37m

Chicago Midway

Mon 3/9

1:10 pm-8:20 pm

2 stops7h 10m

$339

CozumelChicago

CZM - ORD

CZMORD

Cozumel

Fri 3/13

6:21 pm-5:36 am

1 stop10h 15m

Chicago O'Hare Intl

Fri 3/20

11:59 pm-4:35 pm

2 stops41h 36m

$462

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 Chicago from

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

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 Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Quintana Roo, with most prices found around $223. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Quintana Roo to Chicago during January average around $227.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $220. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Quintana Roo to Chicago for around $415.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Quintana Roo to Chicago during this time can be as low as $225. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $352.

What is the cheapest Quintana Roo to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Quintana Roo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $269 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Quintana Roo for as low as $124 on momondo.

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

There are 4 cabin classes available to choose from on Quintana Roo to Chicago 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 Quintana Roo to Chicago flights?

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

Cheap Quintana Roo to Chicago flight deals and tips

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

Best Price Found

$191

Fastest flight time

2h 57m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Quintana Roo in the past 72 hours is $191. The best round-trip flight deal from Quintana Roo to Chicago found on momondo in the last 72 hours is $156.
The fastest flight from Quintana Roo to Chicago takes 2h 57m
Direct flights go from Quintana Roo to Chicago on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Quintana Roo there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

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

    Prices for flights from Quintana Roo to Chicago are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Quintana Roo to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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 Quintana Roo to Chicago?

Best airlines flying from Quintana Roo to Chicago

Compare and see reviews for airlines that fly from Quintana Roo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $142Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $147Free CancellationRating
6.3
8,387 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,209 reviews
Search United Airlines flights
American AirlinesPriceFrom $271Free CancellationRating
7.2
11,201 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Quintana Roo to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Chicago from Quintana Roo on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Quintana Roo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Quintana Roo to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport