What is the cheapest airline that flies from Quintana Roo to Chicago?

Volaris, Air Canada, and Frontier are the most popular carriers operating from Quintana Roo to Chicago

What airlines fly to Chicago?

Frontier, United Airlines and Volaris are the top three most popular airlines that fly to Chicago from Quintana Roo according to our data. Frontier is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Chicago?

Average flight duration from Quintana Roo to Chicago depends on which airport you fly into and out of. Flying from Cancún to Chicago O'Hare Intl Airport is 3h 53m on average, while flying from Cozumel to Chicago O'Hare Intl Airport is 4h on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from Quintana Roo to Chicago on average per week?

As of September 2026, there are 40 flights per week flying from Quintana Roo to Chicago. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

How many flights depart from Quintana Roo to Chicago on average per day?

The number of flights available between Quintana Roo and Chicago is 5 per day as of September 2026. The most frequent departure time is 12:00PM, with 100% of daily flights leaving in the afternoon.

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?

There are 3 operators available for flights from Quintana Roo to Chicago as of September 2026.

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.

$167 Cheap Flights from Quintana Roo to Chicago in 2026/27

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:30 am - 7:52 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 22m1 stop Montreal Pierre Elliott Trudeau Intl

7:05 am - 10:45 pmORD Chicago O'Hare Intl-CUN Cancun

14h 40m1 stop Montreal Pierre Elliott Trudeau Intl

$275Air Canada

Wed, Nov 18 - Tue, Nov 24

10:00 am - 8:12 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 12m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 pm - 9:40 amORD Chicago O'Hare Intl-CUN Cancun

13h 00m1 stop Toronto Pearson Intl

$279Air Canada

Thu, Oct 22 - Mon, Oct 26

8:00 am - 5:43 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 43m1 stop Toronto Pearson Intl

7:05 am - 6:00 pmORD Chicago O'Hare Intl-CUN Cancun

9h 55m1 stop Montreal Pierre Elliott Trudeau Intl

$279Air Canada

Wed, Nov 25 - Sun, Nov 29

11:38 am - 2:38 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 00mnonstop

7:29 am - 12:52 pmORD Chicago O'Hare Intl-CUN Cancun

4h 23mnonstop

$290Frontier

Tue, Dec 22 - Tue, Jan 5

11:44 am - 2:45 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

6:10 am - 11:08 amORD Chicago O'Hare Intl-CUN Cancun

3h 58mnonstop

$290Frontier

Thu, Nov 12 - Tue, Nov 17

11:44 am - 2:45 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

6:10 am - 11:08 amORD Chicago O'Hare Intl-CUN Cancun

3h 58mnonstop

$290Frontier

Mon, Nov 2 - Mon, Nov 9

9:55 pm - 4:43 amCUN Cancun-ORD Chicago O'Hare Intl

7h 48m1 stop Mexico City Benito Juarez

12:04 am - 12:12 pmORD Chicago O'Hare Intl-CUN Cancun

11h 08m1 stop Mexico City Benito Juarez

$335Volaris

Tue, Jan 12 - Mon, Jan 18

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

2:41 am - 5:01 pmORD Chicago O'Hare Intl-CUN Cancun

14h 20m1 stop Puebla City Huejotzingo

$359Volaris

Wed, Oct 7 - Fri, Oct 9

3:35 pm - 10:13 amTQO Tulum Intl-ORD Chicago O'Hare Intl

18h 38m1 stop Houston George Bush Intcntl

7:29 am - 2:35 pmORD Chicago O'Hare Intl-TQO Tulum Intl

7h 06m1 stop Houston George Bush Intcntl

$378United Airlines

Thu, Oct 22 - Mon, Oct 26

2:11 pm - 6:13 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 02mnonstop

7:20 am - 12:23 pmORD Chicago O'Hare Intl-CUN Cancun

4h 03mnonstop

$383United Airlines

Fri, Oct 30 - Tue, Nov 3

Cheap last minute flights

Enter your travel dates to find the best prices.

1:20 pm - 10:12 amCUN Cancun-ORD Chicago O'Hare Intl

20h 52m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 pm - 9:50 amORD Chicago O'Hare Intl-CUN Cancun

13h 10m1 stop Toronto Pearson Intl

$312Air Canada

Thu, Oct 1 - Mon, Oct 5

1:20 pm - 10:12 amCUN Cancun-ORD Chicago O'Hare Intl

20h 52m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 pm - 9:50 amORD Chicago O'Hare Intl-CUN Cancun

13h 10m1 stop Toronto Pearson Intl

$312Air Canada

Thu, Oct 1 - Sun, Oct 4

1:20 pm - 10:12 amCUN Cancun-ORD Chicago O'Hare Intl

20h 52m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 pm - 9:50 amORD Chicago O'Hare Intl-CUN Cancun

13h 10m1 stop Toronto Pearson Intl

$313Air Canada

Thu, Oct 1 - Sun, Oct 4

5:40 pm - 4:54 amCUN Cancun-ORD Chicago O'Hare Intl

11h 14m1 stop Morelia

2:41 am - 5:01 pmORD Chicago O'Hare Intl-CUN Cancun

14h 20m1 stop Puebla City Huejotzingo

$351Volaris

Thu, Oct 1 - Fri, Oct 2

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$353Volaris

Thu, Oct 1 - Mon, Oct 5

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

7:09 am - 5:30 pmORD Chicago O'Hare Intl-CUN Cancun

10h 21m1 stop Santiago de Querétaro

$383Volaris

Thu, Oct 1 - Sun, Oct 4

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

6:50 am - 12:37 pmMDW Chicago Midway-CUN Cancun

5h 47m1 stop Atlanta Hartsfield-Jackson

$415Frontier

Thu, Oct 1 - Mon, Oct 5

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

6:50 am - 12:37 pmMDW Chicago Midway-CUN Cancun

5h 47m1 stop Atlanta Hartsfield-Jackson

$440Frontier

Thu, Oct 1 - Mon, Oct 5

3:35 pm - 12:23 amTQO Tulum Intl-ORD Chicago O'Hare Intl

8h 48m1 stop Houston George Bush Intcntl

5:30 am - 2:25 pmORD Chicago O'Hare Intl-TQO Tulum Intl

8h 55m1 stop Houston George Bush Intcntl

$512United Airlines

Thu, Oct 1 - Mon, Oct 5

3:35 pm - 11:27 pmTQO Tulum Intl-ORD Chicago O'Hare Intl

7h 52m1 stop Houston George Bush Intcntl

5:30 am - 2:25 pmORD Chicago O'Hare Intl-TQO Tulum Intl

8h 55m1 stop Houston George Bush Intcntl

$512United Airlines

Thu, Oct 1 - Sun, Oct 4

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Air Canada flights from Quintana Roo to Chicago

Our best Air Canada deals on Quintana Roo to Chicago flight tickets

Air Canada

Nov 18

CUN10:30 amCancun

10h 22m

1 stop

ORD7:52 pmChicago O'Hare Intl

Nov 24

ORD7:05 amChicago O'Hare Intl

14h 40m

1 stop

CUN10:45 pmCancun

$275

Air Canada

Oct 22

CUN10:00 amCancun

10h 12m

1 stop

ORD8:12 pmChicago O'Hare Intl

Oct 26

ORD8:40 pmChicago O'Hare Intl

13h 00m

1 stop

CUN9:40 amCancun

$279

Air Canada

Oct 22

CUN10:00 amCancun

10h 12m

1 stop

ORD8:12 pmChicago O'Hare Intl

Oct 26

ORD8:40 pmChicago O'Hare Intl

13h 00m

1 stop

CUN9:40 amCancun

$280

Aeromexico flights from Quintana Roo to Chicago

Our best Aeromexico deals on Quintana Roo to Chicago flight tickets

Aeromexico

Oct 3

CUN8:05 amCancun

14h 39m

1 stop

MDW10:44 pmChicago Midway

Oct 4

MDW10:48 amChicago Midway

9h 02m

1 stop

CUN7:50 pmCancun

$501

Aeromexico

Dec 20

CZM1:02 pmCozumel Intl

9h 56m

1 stop

ORD9:58 pmChicago O'Hare Intl

Jan 4

ORD6:00 amChicago O'Hare Intl

8h 22m

1 stop

CZM3:22 pmCozumel Intl

$607

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Wed 11/18

10:30 am-7:52 pm

1 stop10h 22m

Chicago O'Hare Intl

Tue 11/24

7:05 am-10:45 pm

1 stop14h 40m

$275

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 10/22

10:00 am-8:12 pm

1 stop10h 12m

Chicago O'Hare Intl

Mon 10/26

8:40 pm-9:40 am

1 stop13h 00m

$279

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Wed 11/25

8:00 am-5:43 pm

1 stop10h 43m

Chicago O'Hare Intl

Sun 11/29

7:05 am-6:00 pm

1 stop9h 55m

$279

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Tue 12/22

11:38 am-2:38 pm

Nonstop4h 00m

Chicago O'Hare Intl

Tue 1/5

7:29 am-12:52 pm

Nonstop4h 23m

$290

Quickest round-trip

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Thu 11/12

11:44 am-2:45 pm

Nonstop4h 01m

Chicago O'Hare Intl

Tue 11/17

6:10 am-11:08 am

Nonstop3h 58m

$290

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Mon 11/2

11:44 am-2:45 pm

Nonstop4h 01m

Chicago O'Hare Intl

Mon 11/9

6:10 am-11:08 am

Nonstop3h 58m

$290

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Tue 1/12

9:55 pm-4:43 am

1 stop7h 48m

Chicago O'Hare Intl

Mon 1/18

12:04 am-12:12 pm

1 stop11h 08m

$335

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Wed 10/7

10:40 am-12:55 am

1 stop14h 15m

Chicago O'Hare Intl

Fri 10/9

2:41 am-5:01 pm

1 stop14h 20m

$359

TulumChicago

TQO Tulum Intl - ORD Chicago O'Hare Intl

TQOORD

Tulum Intl

Thu 10/22

3:35 pm-10:13 am

1 stop18h 38m

Chicago O'Hare Intl

Mon 10/26

7:29 am-2:35 pm

1 stop7h 06m

$378

CancúnChicago

CUN Cancun - ORD Chicago O'Hare Intl

CUNORD

Cancun

Fri 10/30

2:11 pm-6:13 pm

Nonstop4h 02m

Chicago O'Hare Intl

Tue 11/3

7:20 am-12:23 pm

Nonstop4h 03m

$383

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $251. 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 $450.

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 $265. 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 $310 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.

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	$167
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 $167. The best round-trip flight deal from Quintana Roo to Chicago found on momondo in the last 72 hours is $275.

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?
There are 3 operators available for flights from Quintana Roo to Chicago as of September 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Quintana Roo to Chicago is Airbus A321-100/200, representing 15.27% of all bookings. The subsequent popular models are Airbus A321neo at 15.27%, Boeing 737-900 at 14.61%, and Boeing 737 MAX 9 at 14.45%.

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
Frontier	PriceFrom $142	Free Cancellation	Rating 5.6 2,576 reviews	Search Frontier flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 10,238 reviews	Search United Airlines flights
Volaris	PriceFrom $306	Free Cancellation	Rating 6.6 1,136 reviews	Search Volaris flights

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Schererville

Munster

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Monticello

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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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Fly into one of these airports located in Chicago

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Cheap flights from Quintana Roo to Chicago from $167

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 12/11. 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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Air Canada flights from Quintana Roo to Chicago

Our best Air Canada deals on Quintana Roo to Chicago flight tickets

Aeromexico flights from Quintana Roo to Chicago

Our best Aeromexico deals on Quintana Roo to Chicago flight tickets

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

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Quintana Roo to Chicago flight route?

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

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

Can stopping save me money on Quintana Roo to Chicago flights?

What is the cheapest airline that flies from Quintana Roo to Chicago?

What airlines fly to Chicago?

How many flights depart from Quintana Roo to Chicago on average per day?

How many flights depart from Quintana Roo to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Quintana Roo to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying 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

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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