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Cheap flights from Quintana Roo to Chicago 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 Quintana Roo to Chicago departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Quintana Roo to Chicago

Cheap round-trip flights

Frontier Logo
11:34 am - 3:43 pmCUN-ORD
4h 09mnonstop
Frontier Logo
6:41 am - 10:33 amORD-CUN
3h 52mnonstop
$157Frontier
Find Deal
Sun, Sep 21 - Sun, Sep 28
Frontier Logo
11:31 am - 3:26 pmCUN-ORD
3h 55mnonstop
Frontier Logo
6:41 am - 10:26 amORD-CUN
3h 45mnonstop
$161Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
10:44 am - 2:49 pmCUN-ORD
4h 05mnonstop
Logo
12:25 pm - 9:35 pmORD-CUN
9h 10m1 stop
$222
Find Deal
Sat, Sep 13 - Wed, Sep 17
United Airlines Logo
3:38 pm - 7:36 pmCUN-ORD
3h 58mnonstop
United Airlines Logo
8:43 am - 12:33 pmORD-CUN
3h 50mnonstop
$229United Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Logo
9:16 am - 4:12 pmCUN-ORD
6h 56m1 stop
Logo
12:25 pm - 8:35 pmORD-CUN
8h 10m1 stop
$230
Find Deal
Wed, Sep 24 - Tue, Sep 30
United Airlines Logo
12:20 pm - 4:18 pmCUN-ORD
3h 58mnonstop
United Airlines Logo
10:43 am - 2:28 pmORD-CUN
3h 45mnonstop
$234United Airlines
Find Deal
Thu, Sep 11 - Sat, Sep 13
Spirit Airlines Logo
9:14 am - 10:22 pmCUN-ORD
13h 08m1 stop
Spirit Airlines Logo
6:10 am - 9:39 amORD-CUN
3h 29mnonstop
$248Spirit Airlines
Find Deal
Fri, Aug 22 - Mon, Aug 25
Viva Logo
7:10 am - 11:35 pmCUN-ORD
16h 25m1 stop
Viva Logo
12:25 pm - 7:50 pmORD-CUN
7h 25m1 stop
$258Viva
Find Deal
Tue, Oct 14 - Sat, Oct 18
Spirit Airlines Logo
9:14 am - 10:22 pmCUN-ORD
13h 08m1 stop
Spirit Airlines Logo
5:16 pm - 8:09 amORD-CUN
14h 53m1 stop
$261Spirit Airlines
Find Deal
Fri, Aug 22 - Mon, Aug 25
Viva Logo
2:10 pm - 10:55 amCTM-ORD
19h 45m1 stop
Viva Logo
1:40 am - 1:25 pmORD-CTM
12h 45m1 stop
$340Viva
Find Deal
Tue, Aug 26 - Mon, Sep 1

Spirit Airlines flights from Quintana Roo to Chicago

Our best Spirit Airlines deals on Quintana Roo to Chicago flight tickets
Spirit Airlines
Aug 22
CUN9:14 amCancun
13h 08m
1 stop
ORD10:22 pmChicago O'Hare Intl
Aug 25
ORD6:10 amChicago O'Hare Intl
3h 29m
CUN9:39 amCancun
$248
Find similar
Spirit Airlines
Aug 22
CUN9:14 amCancun
13h 08m
1 stop
ORD10:22 pmChicago O'Hare Intl
Aug 25
ORD5:16 pmChicago O'Hare Intl
14h 53m
1 stop
CUN8:09 amCancun
$261
Find similar
Spirit Airlines
Aug 15
CUN1:42 pmCancun
10h 17m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 25
ORD5:17 pmChicago O'Hare Intl
14h 54m
1 stop
CUN8:11 amCancun
$262
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Aeromexico flights from Quintana Roo to Chicago

Our best Aeromexico deals on Quintana Roo to Chicago flight tickets
Aeromexico
Sep 5
CUN3:10 pmCancun
6h 16m
1 stop
MDW9:26 pmChicago Midway
Sep 7
MDW6:00 amChicago Midway
5h 30m
1 stop
CUN11:30 amCancun
$340
Find similar
Aeromexico
Sep 10
CUN2:00 pmCancun
7h 26m
1 stop
MDW9:26 pmChicago Midway
Sep 11
MDW12:43 pmChicago Midway
7h 32m
1 stop
CUN8:15 pmCancun
$371
Find similar
Aeromexico
Dec 23
CUN11:05 amCancun
6h 12m
1 stop
MDW4:17 pmChicago Midway
Dec 31
MDW6:00 amChicago Midway
8h 20m
1 stop
CUN3:20 pmCancun
$413
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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 July 31, 2025.
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

Sun 9/21

11:34 am-3:43 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sun 9/28

6:41 am-10:33 am

Nonstop3h 52m

$157

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/23

11:31 am-3:26 pm

Nonstop3h 55m

Chicago O'Hare Intl

Sun 10/26

6:41 am-10:26 am

Nonstop3h 45m

$161

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 9/13

10:44 am-2:49 pm

Nonstop4h 05m

Chicago O'Hare Intl

Wed 9/17

12:25 pm-9:35 pm

1 stop9h 10m

$222

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/23

3:38 pm-7:36 pm

Nonstop3h 58m

Chicago O'Hare Intl

Mon 10/27

8:43 am-12:33 pm

Nonstop3h 50m

$229

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 9/24

9:16 am-4:12 pm

1 stop6h 56m

Chicago O'Hare Intl

Tue 9/30

12:25 pm-8:35 pm

1 stop8h 10m

$230

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 9/11

12:20 pm-4:18 pm

Nonstop3h 58m

Chicago O'Hare Intl

Sat 9/13

10:43 am-2:28 pm

Nonstop3h 45m

$234

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 8/22

9:14 am-10:22 pm

1 stop13h 08m

Chicago O'Hare Intl

Mon 8/25

6:10 am-9:39 am

Nonstop3h 29m

$248

CancúnChicago

CUN - ORD

CUNORD

Cancun

Tue 10/14

7:10 am-11:35 pm

1 stop16h 25m

Chicago O'Hare Intl

Sat 10/18

12:25 pm-7:50 pm

1 stop7h 25m

$258

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 8/22

9:14 am-10:22 pm

1 stop13h 08m

Chicago O'Hare Intl

Mon 8/25

5:16 pm-8:09 am

1 stop14h 53m

$261

ChetumalChicago

CTM - ORD

CTMORD

Chetumal

Tue 8/26

2:10 pm-10:55 am

1 stop19h 45m

Chicago O'Hare Intl

Mon 9/1

1:40 am-1:25 pm

1 stop12h 45m

$340

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 $204. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Quintana Roo to Chicago during September average around $244.

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 $205. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Quintana Roo to Chicago for around $279.

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 afternoon. Flights from Quintana Roo to Chicago during this time can be as low as $187. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $243.

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 $250 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 $197 on momondo.

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

There are 3 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?

You could potentially save up to 72% on your flight if you consider stops on a Quintana Roo to Chicago flight.

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

$106

Fastest flight time

2h 57m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Quintana Roo in the past 72 hours is $106. The best round-trip flight deal from Quintana Roo to Chicago found on momondo in the last 72 hours is $157.
The fastest flight from Quintana Roo to Chicago takes 2h 57m
Direct flights go from Quintana Roo to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • 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 $124Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $147Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $214Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $272Free CancellationRating
7.2
10,000 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
Crown Point
Munster
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