Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Quintana Roo from $100

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 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Quintana Roo

Cheap round-trip flights

Logo
12:45 pm - 9:49 pmORD-CUN
9h 04m1 stop
Logo
10:20 am - 7:50 pmCUN-ORD
9h 30m1 stop
$235
Find Deal
Sat, Sep 27 - Thu, Oct 2
Spirit Airlines Logo
5:05 am - 12:59 pmORD-CUN
7h 54m1 stop
Spirit Airlines Logo
10:44 am - 2:49 pmCUN-ORD
4h 05mnonstop
$236Spirit Airlines
Find Deal
Wed, Sep 24 - Sat, Oct 4
United Airlines Logo
7:34 am - 12:30 pmORD-CUN
3h 56mnonstop
United Airlines Logo
3:18 pm - 6:09 pmCUN-ORD
3h 51mnonstop
$271United Airlines
Find Deal
Mon, Nov 10 - Fri, Nov 14
Southwest Logo
9:40 am - 1:15 pmMDW-CUN
3h 35mnonstop
Southwest Logo
3:15 pm - 6:50 pmCUN-MDW
3h 35mnonstop
$271Southwest
Find Deal
Sat, Oct 25 - Fri, Oct 31
United Airlines Logo
7:34 am - 11:30 amORD-CUN
3h 56mnonstop
United Airlines Logo
4:55 pm - 12:15 amCUN-ORD
7h 20m1 stop
$281United Airlines
Find Deal
Mon, Oct 27 - Fri, Oct 31
Southwest Logo
10:35 am - 2:10 pmMDW-CUN
3h 35mnonstop
Southwest Logo
3:10 pm - 6:50 pmCUN-MDW
3h 40mnonstop
$281Southwest
Find Deal
Sun, Sep 14 - Thu, Sep 18
Volaris Logo
6:23 am - 5:16 pmORD-CZM
10h 53m1 stop
Volaris Logo
5:21 pm - 4:36 amCZM-ORD
11h 15m1 stop
$334Volaris
Find Deal
Thu, Feb 5 - Sat, Feb 14
Volaris Logo
6:23 am - 5:16 pmORD-CZM
10h 53m1 stop
Volaris Logo
6:21 pm - 4:36 amCZM-ORD
10h 15m1 stop
$338Volaris
Find Deal
Sat, Jan 24 - Sat, Jan 31
Frontier Logo
6:15 am - 12:40 pmMDW-CUN
6h 25m1 stop
Frontier Logo
1:41 pm - 10:47 pmCUN-MDW
9h 06m1 stop
$364Frontier
Find Deal
Sat, Oct 4 - Sat, Oct 11
Frontier Logo
6:15 am - 12:40 pmMDW-CUN
6h 25m1 stop
Frontier Logo
1:41 pm - 10:47 pmCUN-MDW
9h 06m1 stop
$367Frontier
Find Deal
Sat, Oct 4 - Sat, Oct 11

Frontier flights from Chicago to Quintana Roo

Our best Frontier deals on Chicago to Quintana Roo flight tickets
Frontier
Aug 31
ORD6:45 amChicago O'Hare Intl
3h 51m
CUN10:36 amCancun
Sep 4
CUN11:34 amCancun
4h 09m
ORD3:43 pmChicago O'Hare Intl
$318
Find similar
Frontier
Oct 4
MDW6:15 amChicago Midway
6h 25m
1 stop
CUN12:40 pmCancun
Oct 11
CUN1:41 pmCancun
9h 06m
1 stop
MDW10:47 pmChicago Midway
$364
Find similar
Frontier
Oct 4
MDW6:15 amChicago Midway
6h 25m
1 stop
CUN12:40 pmCancun
Oct 11
CUN1:41 pmCancun
9h 06m
1 stop
MDW10:47 pmChicago Midway
$367
Find similar

Southwest flights from Chicago to Quintana Roo

Our best Southwest deals on Chicago to Quintana Roo flight tickets
Southwest
Oct 25
MDW9:40 amChicago Midway
3h 35m
CUN1:15 pmCancun
Oct 31
CUN3:15 pmCancun
3h 35m
MDW6:50 pmChicago Midway
$271
Find similar
Southwest
Sep 14
MDW10:35 amChicago Midway
3h 35m
CUN2:10 pmCancun
Sep 18
CUN3:10 pmCancun
3h 40m
MDW6:50 pmChicago Midway
$281
Find similar
Southwest
Sep 13
MDW9:15 amChicago Midway
3h 35m
CUN12:50 pmCancun
Sep 20
CUN1:55 pmCancun
8h 50m
1 stop
MDW10:45 pmChicago Midway
$286
Find similar

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 August 26, 2025.
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

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/27

12:45 pm-9:49 pm

1 stop9h 04m

Cancun

Thu 10/2

10:20 am-7:50 pm

1 stop9h 30m

$235

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 9/24

5:05 am-12:59 pm

1 stop7h 54m

Cancun

Sat 10/4

10:44 am-2:49 pm

Nonstop4h 05m

$236

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 11/10

7:34 am-12:30 pm

Nonstop3h 56m

Cancun

Fri 11/14

3:18 pm-6:09 pm

Nonstop3h 51m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 10/25

9:40 am-1:15 pm

Nonstop3h 35m

Cancun

Fri 10/31

3:15 pm-6:50 pm

Nonstop3h 35m

$271

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/27

7:34 am-11:30 am

Nonstop3h 56m

Cancun

Fri 10/31

4:55 pm-12:15 am

1 stop7h 20m

$281

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 9/14

10:35 am-2:10 pm

Nonstop3h 35m

Cancun

Thu 9/18

3:10 pm-6:50 pm

Nonstop3h 40m

$281

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Thu 2/5

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Sat 2/14

5:21 pm-4:36 am

1 stop11h 15m

$334

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Sat 1/24

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Sat 1/31

6:21 pm-4:36 am

1 stop10h 15m

$338

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 10/4

6:15 am-12:40 pm

1 stop6h 25m

Cancun

Sat 10/11

1:41 pm-10:47 pm

1 stop9h 06m

$364

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 10/4

6:15 am-12:40 pm

1 stop6h 25m

Cancun

Sat 10/11

1:41 pm-10:47 pm

1 stop9h 06m

$367

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $354. If you aren’t able to travel during the month of September, then book flights to Quintana Roo from Chicago during October instead. Flights to Quintana Roo in October, while not as cheap as those in September, still average around $369.

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 $388. 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 $533.

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 at noon. Our users have found flights to Quintana Roo at noon for as low as $192. In contrast, the most expensive time of day to depart to Quintana Roo is in the afternoon when prices are around $611.

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 $428 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 $366 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

$124

Fastest flight time

3h 30m

Direct flights

Every day

Airports in Quintana Roo

1 airport
The best one-way flight to Quintana Roo from Chicago in the past 72 hours is $124. The best round-trip flight deal from Chicago to Quintana Roo found on momondo in the last 72 hours is $326.
The fastest flight from Chicago to Quintana Roo takes 3h 30m
Direct flights go from Chicago to Quintana Roo every day.
There is 1 airport near Quintana Roo: 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
Spirit AirlinesPriceFrom $128Free CancellationRating
6.3
8,031 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $161Free CancellationRating
7.4
8,943 reviews
Search United Airlines flights
DeltaPriceFrom $168Free CancellationRating
7.9
7,979 reviews
Search Delta flights
FrontierPriceFrom $171Free CancellationRating
5.8
3,200 reviews
Search Frontier flights
VolarisPriceFrom $178Free CancellationRating
6.6
1,158 reviews
Search Volaris flights
AeromexicoPriceFrom $191Free CancellationRating
7.4
1,713 reviews
Search Aeromexico flights
VivaPriceFrom $250Free CancellationRating
7.0
788 reviews
Search Viva flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AviancaPriceFrom $552Free CancellationRating
6.7
2,418 reviews
Search Avianca 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.

An easier way to manage your Quintana Roo 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 8/31
Sun 9/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Quintana Roo

Popular cities in Quintana Roo

Popular flights according to clicks in the last 7 days on momondo
Flights to Cancúnfrom $150
Flights to Mexico Cityfrom $167
Flights to Guadalajarafrom $171
Flights to Puerto Vallartafrom $250
Flights to San José del Cabofrom $175
Flights to Tijuanafrom $239
Flights to León, Guanajuatofrom $184
Flights to Oaxacafrom $259
Flights to Monterreyfrom $186
Flights to Méridafrom $174
Flights to Santiago de Querétarofrom $165
Flights to Moreliafrom $181