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Cheap flights from Quintana Roo to Chicago from $202

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 12/14. 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 Quintana Roo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
Multiple Airlines Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$293Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
3:38 pm - 7:35 pmCUN  Cancun-ORD Chicago O'Hare Intl
3h 57mnonstop
United Airlines Logo
7:30 am - 7:19 pmORD  Chicago O'Hare Intl-CUN Cancun
11h 49m1 stop Houston George Bush Intcntl
$300United Airlines
Fri, Oct 9 - Tue, Oct 13
United Airlines Logo
3:38 pm - 7:35 pmCUN  Cancun-ORD Chicago O'Hare Intl
3h 57mnonstop
United Airlines Logo
9:29 am - 1:10 pmORD  Chicago O'Hare Intl-CUN Cancun
3h 41mnonstop
$300United Airlines
Fri, Oct 9 - Tue, Oct 13
United Airlines Logo
12:11 pm - 4:04 pmCUN  Cancun-ORD Chicago O'Hare Intl
3h 53mnonstop
United Airlines Logo
5:00 am - 2:40 pmORD  Chicago O'Hare Intl-CUN Cancun
9h 40m1 stop Denver Intl
$300United Airlines
Thu, Sep 24 - Mon, Sep 28
Multiple Airlines Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
Multiple Airlines Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$301Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
Arajet Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
Arajet Logo
5:30 am - 5:12 pmORD  Chicago O'Hare Intl-CUN Cancun
11h 42m1 stop Punta Cana
$305Arajet
Thu, Sep 24 - Mon, Sep 28
Volaris Logo
9:50 pm - 5:52 amCUN  Cancun-ORD Chicago O'Hare Intl
8h 02m1 stop Mexico City Benito Juarez
Volaris Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$325Volaris
Mon, Sep 21 - Mon, Sep 28
Volaris Logo
9:50 pm - 5:52 amCUN  Cancun-ORD Chicago O'Hare Intl
8h 02m1 stop Mexico City Benito Juarez
Volaris Logo
7:35 am - 9:03 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$325Volaris
Fri, Sep 4 - Mon, Sep 7
Frontier Logo
11:10 am - 8:31 pmCUN  Cancun-MDW Chicago Midway
9h 21m1 stop Dallas/Fort Worth
Frontier Logo
6:05 am - 1:54 pmMDW  Chicago Midway-CUN Cancun
7h 49m1 stop Atlanta Hartsfield-Jackson
$395Frontier
Thu, Aug 27 - Sun, Aug 30
Frontier Logo
1:51 pm - 11:44 pmCUN  Cancun-MDW Chicago Midway
9h 53m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 12:37 pmMDW  Chicago Midway-CUN Cancun
6h 12m1 stop Atlanta Hartsfield-Jackson
$395Frontier
Fri, Sep 25 - Mon, Sep 28

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United Airlines flights from Quintana Roo to Chicago

Our best United Airlines deals on Quintana Roo to Chicago flight tickets
United Airlines
Oct 9
CUN3:38 pmCancun
3h 57m
ORD7:35 pmChicago O'Hare Intl
Oct 13
ORD7:30 amChicago O'Hare Intl
11h 49m
1 stop
CUN7:19 pmCancun
$300
United Airlines
Oct 9
CUN5:22 pmCancun
7h 01m
1 stop
ORD12:23 amChicago O'Hare Intl
Oct 14
ORD6:25 amChicago O'Hare Intl
12h 54m
1 stop
CUN7:19 pmCancun
$306
United Airlines
Aug 12
CUN5:22 pmCancun
14h 33m
1 stop
ORD7:55 amChicago O'Hare Intl
Aug 17
ORD9:29 amChicago O'Hare Intl
3h 41m
CUN1:10 pmCancun
$580

Volaris flights from Quintana Roo to Chicago

Our best Volaris deals on Quintana Roo to Chicago flight tickets
Volaris
Sep 1
CUN9:50 pmCancun
8h 02m
1 stop
ORD5:52 amChicago O'Hare Intl
Sep 9
ORD7:35 amChicago O'Hare Intl
13h 28m
1 stop
CUN9:03 pmCancun
$325
Volaris
Sep 3
CUN10:50 amCancun
12h 57m
1 stop
ORD11:47 pmChicago O'Hare Intl
Sep 7
ORD7:35 amChicago O'Hare Intl
13h 28m
1 stop
CUN9:03 pmCancun
$327
Volaris
Sep 10
CUN5:40 pmCancun
11h 14m
1 stop
ORD4:54 amChicago O'Hare Intl
Sep 14
ORD7:35 amChicago O'Hare Intl
13h 28m
1 stop
CUN9:03 pmCancun
$331

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 August 10, 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

Cheapest round-trip

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 9/24

12:35 pm-11:40 pm

1 stop11h 05m

Chicago O'Hare Intl

Mon 9/28

7:35 am-9:03 pm

1 stop13h 28m

$293

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Fri 10/9

3:38 pm-7:35 pm

Nonstop3h 57m

Chicago O'Hare Intl

Tue 10/13

7:30 am-7:19 pm

1 stop11h 49m

$300
Quickest round-trip

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Fri 10/9

3:38 pm-7:35 pm

Nonstop3h 57m

Chicago O'Hare Intl

Tue 10/13

9:29 am-1:10 pm

Nonstop3h 41m

$300

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 9/24

12:11 pm-4:04 pm

Nonstop3h 53m

Chicago O'Hare Intl

Mon 9/28

5:00 am-2:40 pm

1 stop9h 40m

$300

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 9/24

12:35 pm-11:40 pm

1 stop11h 05m

Chicago O'Hare Intl

Mon 9/28

7:35 am-9:03 pm

1 stop13h 28m

$301

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 9/24

12:35 pm-11:40 pm

1 stop11h 05m

Chicago O'Hare Intl

Mon 9/28

5:30 am-5:12 pm

1 stop11h 42m

$305

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Mon 9/21

9:50 pm-5:52 am

1 stop8h 02m

Chicago O'Hare Intl

Mon 9/28

7:35 am-9:03 pm

1 stop13h 28m

$325

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Fri 9/4

9:50 pm-5:52 am

1 stop8h 02m

Chicago O'Hare Intl

Mon 9/7

7:35 am-9:03 pm

1 stop13h 28m

$325

CancúnChicago

CUN Cancun - MDW Chicago Midway

CUNMDW

Cancun

Thu 8/27

11:10 am-8:31 pm

1 stop9h 21m

Chicago Midway

Sun 8/30

6:05 am-1:54 pm

1 stop7h 49m

$395

CancúnChicago

CUN Cancun - MDW Chicago Midway

CUNMDW

Cancun

Fri 9/25

1:51 pm-11:44 pm

1 stop9h 53m

Chicago Midway

Mon 9/28

6:25 am-12:37 pm

1 stop6h 12m

$395

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 January is, on average, the cheapest month to fly to Chicago from Quintana Roo, with most prices found around $221. If you’re not able to fly to Chicago in January, then April is your next best option. Flight prices from Quintana Roo to Chicago during April average around $223.

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 Thursday when prices can be found for as low as $249. 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 $570.

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 $332. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $414.

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 from Quintana Roo 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 $289 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 $179 on momondo.

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

There are 2 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.

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

$296

Fastest flight time

3h 35m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Quintana Roo in the past 72 hours is $296. The best round-trip flight deal from Quintana Roo to Chicago found on momondo in the last 72 hours is $429.
The fastest flight from Quintana Roo to Chicago takes 3h 35m
Direct flights go from Quintana Roo to Chicago every day.
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

Frequently asked questions about flying from Quintana Roo to Chicago

  • 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
5.6
2,713 reviews
Search Frontier flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
10,099 reviews
Search United Airlines flights
VolarisPriceFrom $306Free CancellationRating
6.6
1,146 reviews
Search Volaris flights

Traveling to a place near Chicago?

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