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Cheap flights from Chicago to Cancún from $89

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 Cancún departing on 5/9. 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 Chicago to Cancún

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Cancún.
 Logo
7:25 am - 11:32 amORD-CUN
4h 07mnonstop
 Logo
10:52 am - 2:49 pmCUN-ORD
3h 57mnonstop
Fri, May 9 - Mon, May 12
Spirit Airlines Logo
6:46 pm - 11:13 amORD-CUN
16h 27m1 stop
Spirit Airlines Logo
10:52 am - 2:49 pmCUN-ORD
3h 57mnonstop
$154Spirit Airlines
Find Deal
Wed, May 7 - Mon, May 12
Spirit Airlines Logo
6:00 am - 9:41 amORD-CUN
3h 41mnonstop
Spirit Airlines Logo
10:52 am - 2:49 pmCUN-ORD
3h 57mnonstop
$203Spirit Airlines
Find Deal
Mon, May 5 - Sat, May 10
Frontier Logo
7:15 am - 11:14 amORD-CUN
3h 59mnonstop
Frontier Logo
10:37 am - 2:38 pmCUN-ORD
4h 01mnonstop
$220Frontier
Find Deal
Sat, May 3 - Mon, May 5
Frontier Logo
7:15 am - 11:22 amORD-CUN
4h 07mnonstop
Frontier Logo
10:37 am - 2:38 pmCUN-ORD
4h 01mnonstop
$222Frontier
Find Deal
Sun, May 11 - Fri, May 16
Southwest Logo
10:45 am - 2:25 pmMDW-CUN
3h 40mnonstop
Southwest Logo
9:00 am - 12:40 pmCUN-MDW
3h 40mnonstop
$246Southwest
Find Deal
Sun, May 11 - Thu, May 15
Southwest Logo
4:35 pm - 8:10 pmMDW-CUN
3h 35mnonstop
Southwest Logo
8:15 am - 11:50 amCUN-MDW
3h 35mnonstop
$256Southwest
Find Deal
Thu, Jul 24 - Thu, Jul 31
Delta Logo
1:55 am - 11:09 amORD-CUN
9h 14m1 stop
Delta Logo
6:01 am - 2:10 pmCUN-ORD
8h 09m1 stop
$307Delta
Find Deal
Mon, May 26 - Tue, Jun 3
Delta Logo
6:00 am - 5:30 pmMDW-CUN
11h 30m2 stops
Delta Logo
9:15 am - 9:45 pmCUN-MDW
12h 30m2 stops
$321Delta
Find Deal
Sat, Jun 7 - Sat, Jun 14
Volaris Logo
9:59 pm - 10:59 amMDW-CUN
13h 00m1 stop
Volaris Logo
8:00 am - 7:16 pmCUN-MDW
11h 16m1 stop
$543Volaris
Find Deal
Wed, Aug 20 - Wed, Aug 27

Frontier flights from Chicago to Cancún

Our best Frontier deals on Chicago to Cancún flight tickets
Frontier
May 3
ORD7:15 amChicago O'Hare Intl
3h 59m
CUN11:14 amCancun
May 5
CUN10:37 amCancun
4h 01m
ORD2:38 pmChicago O'Hare Intl
Frontier
May 11
ORD7:15 amChicago O'Hare Intl
4h 07m
CUN11:22 amCancun
May 16
CUN10:37 amCancun
4h 01m
ORD2:38 pmChicago O'Hare Intl
Frontier
Apr 29
ORD7:05 amChicago O'Hare Intl
4h 02m
CUN11:07 amCancun
May 5
CUN10:37 amCancun
4h 01m
ORD2:38 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Cancún

Our best Spirit Airlines deals on Chicago to Cancún flight tickets
Spirit Airlines
May 7
ORD6:46 pmChicago O'Hare Intl
16h 27m
1 stop
CUN11:13 amCancun
May 12
CUN10:52 amCancun
3h 57m
ORD2:49 pmChicago O'Hare Intl
Spirit Airlines
May 5
ORD6:00 amChicago O'Hare Intl
3h 41m
CUN9:41 amCancun
May 10
CUN10:52 amCancun
3h 57m
ORD2:49 pmChicago O'Hare Intl
Spirit Airlines
May 5
ORD6:00 amChicago O'Hare Intl
3h 41m
CUN9:41 amCancun
May 10
CUN10:52 amCancun
3h 57m
ORD2:49 pmChicago O'Hare Intl

See travel insights to Cancún from

How to get the cheapest flight ticket from Chicago to Cancún

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 Cancún?

If you don’t want to visit Cancún in September, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $358.

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

The cheapest day to depart from Chicago to Cancún is on a Monday when prices can be found for as low as $355. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $503. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cancún.

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

Our most recent data shows that the best time of day to fly to Cancún is in the evening. Flights from Chicago to Cancún during this time can be as low as $405. Flights to Cancún are more costly at noon, with an average ticket price of $713. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Cancun flight route?

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

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

You are more likely to see cheaper flights to Cancún from Chicago when booking 1 weeks ahead of your departure date. In general, you can expect to find flights to Cancún for around $404 when searching 1 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cancún from Chicago for as low as $348 on momondo.

What cabin class options are available on Chicago to Cancun flights?

There are 4 cabin classes available to choose from on Chicago to Cancun flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Cancún flight prices changed over time?

As of April 2025, prices for Chicago to Cancún flights are approximately 24% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Cancún

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Cancún according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Cancún (CHI to CUN) flight deals and tips

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

Best Price Found

$89

Fastest flight time

3h 31m

Direct flights

Every day

Airports in Cancún

1 airport
The best one-way flight to Cancún from Chicago in the past 72 hours is $89. The best round-trip flight deal from Chicago to Cancún found on momondo in the last 72 hours is $152.
The fastest flight from Chicago to Cancún takes 3h 31m
Direct flights go from Chicago to Cancún every day.
There is 1 airport near Cancún: Cancun (CUN)

  • How far is Chicago to Cancun by plane?

    Cancun is 1431.3 mi away from Chicago. By plane, this route typically takes 3h 31m.

  • When did momondo last update prices for flights from Chicago to Cancun Airport?

    Prices for flights from Chicago to Cancun Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Cancun Airport?

  • How old do you have to be to fly from Chicago to Cancun Airport?

    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 Chicago to Cancun Airport.

  • What documentation or ID do you need to fly to Cancun Airport?

    The necessary travel and health documents for your Cancun Airport 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 Cancún?

  • What is the most popular airline from Chicago to Cancún?


Best airlines flying from Chicago to Cancún

Compare and see reviews for airlines that fly from Chicago to Cancún with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $120Free CancellationRating
6.3
7,940 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $161Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
FrontierPriceFrom $161Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
VolarisPriceFrom $179Free CancellationRating
6.7
1,172 reviews
Search Volaris flights
VivaPriceFrom $251Free CancellationRating
6.9
784 reviews
Search Viva flights
Air CanadaPriceFrom $279Free CancellationRating
7.0
9,189 reviews
Search Air Canada flights
AeromexicoPriceFrom $287Free CancellationRating
7.5
1,700 reviews
Search Aeromexico flights
American AirlinesPriceFrom $310Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $320Free CancellationRating
8.0
7,920 reviews
Search Delta flights
SouthwestPriceFrom $340Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Cancún

    Southwest operates around 5 flights from Chicago to Cancún every week. The average price of these flights found in the last 72 hours has been $694, but momondo users have found Southwest deals from Chicago to Cancún from as low as $340 round-trip. Southwest has been scored 8.0/10 in 4,287 reviews.

  • United Airlines Flights From Chicago to Cancún

    $161 is the best United Airlines flight deal from Chicago to Cancún found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $455, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,685 user reviews) flies into Cancún from Chicago 14 times in an average week so prices can vary.


Traveling to a place near Cancún?

Book flights to Cancún if you plan to visit one of these locations
Playa del Carmen
Isla Mujeres
Puerto Morelos
Holbox
Akumal
Puerto Aventuras
Punta Sam
Valladolid

Why use momondo?

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

Finding the right flight to Cancún from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cancún quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Cancún from Chicago with this policy.

How can momondo help me find flights from Chicago to Cancún?

momondo provides multiple filters to help you find the best flight to Cancún from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Cancún from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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