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Cheap flights from Chicago to Cancún from $73

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 1/12. 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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Find the cheapest flights from Chicago to Cancún

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Cancún that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Cancún.

Cheap last minute flights

Planning a quick getaway from Chicago to Cancún? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Cancún, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Cancún

Find recent round-trip train or bus tickets from Chicago to Cancún.

All round-trip flight deals to Cancún

The cheapest plane tickets to Cancún found on KAYAK recently.
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$174Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 31
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$175Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 24
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$176Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 31
8:14 pm - 9:13 amORD-CUN
11h 59m1 stop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$207Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:00 am - 10:48 amORD-CUN
3h 48mnonstop
11:53 am - 2:56 pmCUN-ORD
4h 03mnonstop
$214Spirit Airlines
Find Deal
Fri, Feb 21 - Mon, Feb 24
3:00 pm - 7:45 pmMDW-CUN
3h 45mnonstop
7:10 am - 9:45 amCUN-MDW
3h 35mnonstop
$268Southwest
Find Deal
Sat, Dec 7 - Thu, Dec 12
10:40 am - 5:50 pmORD-CUN
6h 10m1 stop
4:20 pm - 12:22 amCUN-ORD
9h 02m1 stop
$282United Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
5:40 pm - 9:28 amORD-CUN
14h 48m1 stop
4:16 am - 4:00 pmCUN-ORD
12h 44m2 stops
$319Volaris
Find Deal
Mon, Jan 20 - Thu, Jan 23
6:23 am - 9:02 pmORD-CUN
13h 39m1 stop
5:16 pm - 4:37 amCUN-ORD
12h 21m1 stop
$328Volaris
Find Deal
Sat, Jan 18 - Tue, Jan 21
3:00 pm - 7:45 pmMDW-CUN
3h 45mnonstop
7:10 am - 9:45 amCUN-MDW
3h 35mnonstop
$328Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17
6:00 am - 11:04 amORD-CUN
4h 04mnonstop
$73Frontier
Find Deal
Sun, Jan 12
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
$74Frontier
Find Deal
Mon, Feb 10
5:40 pm - 9:28 amORD-CUN
14h 48m1 stop
$90Volaris
Find Deal
Mon, Jan 13
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
$91Spirit Airlines
Find Deal
Mon, Dec 9
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
$93Spirit Airlines
Find Deal
Fri, Jan 10
5:40 pm - 7:46 pmORD-CUN
25h 06m2 stops
$113Volaris
Find Deal
Fri, Feb 7
10:00 am - 8:00 pmMDW-CUN
9h 00m2 stops
$119Southwest
Find Deal
Mon, Feb 24
6:15 am - 8:00 pmORD-CUN
12h 45m2 stops
$119Southwest
Find Deal
Mon, Feb 24
7:52 am - 5:50 pmORD-CUN
8h 58m1 stop
$122United Airlines
Find Deal
Sun, Mar 2
8:42 am - 1:33 pmORD-CUN
3h 51mnonstop
$152United Airlines
Find Deal
Tue, Dec 10
7:13 am - 12:09 pmORD-CUN
3h 56mnonstop
1:18 pm - 4:32 pmCUN-ORD
4h 14mnonstop
$178Frontier
Find Deal
Mon, Dec 2 - Fri, Dec 6
7:13 am - 12:09 pmORD-CUN
3h 56mnonstop
1:18 pm - 4:32 pmCUN-ORD
4h 14mnonstop
$209Frontier
Find Deal
Sun, Dec 1 - Fri, Dec 6
6:00 am - 10:46 amORD-CUN
3h 46mnonstop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$240Spirit Airlines
Find Deal
Mon, Dec 2 - Fri, Dec 6
6:00 am - 10:46 amORD-CUN
3h 46mnonstop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$257Spirit Airlines
Find Deal
Mon, Dec 2 - Fri, Dec 6
9:13 am - 2:10 pmORD-CUN
3h 57mnonstop
1:27 pm - 4:23 pmCUN-ORD
3h 56mnonstop
$348United Airlines
Find Deal
Sun, Dec 1 - Thu, Dec 5
6:00 am - 2:20 pmORD-CUN
7h 20m1 stop
3:35 pm - 9:42 pmCUN-ORD
7h 07m1 stop
$352American Airlines
Find Deal
Sat, Nov 30 - Sat, Dec 7
8:53 am - 1:38 pmORD-CUN
3h 45mnonstop
3:35 pm - 9:42 pmCUN-ORD
7h 07m1 stop
$353American Airlines
Find Deal
Sun, Dec 1 - Sat, Dec 7
5:40 pm - 9:51 pmORD-CUN
27h 11m2 stops
9:30 am - 7:14 pmCUN-ORD
10h 44m1 stop
$361Volaris
Find Deal
Sun, Dec 1 - Sun, Dec 8
8:42 am - 1:33 pmORD-CUN
3h 51mnonstop
3:16 pm - 12:22 amCUN-ORD
10h 06m1 stop
$363United Airlines
Find Deal
Sun, Dec 1 - Thu, Dec 5
5:40 pm - 9:51 pmORD-CUN
27h 11m2 stops
8:41 am - 10:37 pmCUN-ORD
14h 56m1 stop
$371Volaris
Find Deal
Fri, Nov 29 - Wed, Dec 4
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$174Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 31
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$175Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 24
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$176Frontier
Find Deal
Mon, Jan 20 - Fri, Jan 31
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$177Frontier
Find Deal
Mon, Jan 20 - Wed, Jan 29
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
12:07 pm - 3:18 pmCUN-ORD
4h 11mnonstop
Sun, Jan 5 - Wed, Jan 15
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
Wed, Jan 22 - Wed, Feb 5
6:00 am - 10:48 amORD-CUN
3h 48mnonstop
11:53 am - 2:56 pmCUN-ORD
4h 03mnonstop
$214Spirit Airlines
Find Deal
Fri, Feb 21 - Mon, Feb 24
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$215Spirit Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
3:00 pm - 7:45 pmMDW-CUN
3h 45mnonstop
7:10 am - 9:45 amCUN-MDW
3h 35mnonstop
$268Southwest
Find Deal
Sat, Dec 7 - Thu, Dec 12
3:00 pm - 7:45 pmMDW-CUN
3h 45mnonstop
7:10 am - 9:45 amCUN-MDW
3h 35mnonstop
$328Southwest
Find Deal
Sat, Dec 14 - Tue, Dec 17

Frontier flights from Chicago to Cancún

Our best Frontier deals on Chicago to Cancún flight tickets
Frontier
Jan 20
ORD6:00 amChicago O'Hare Intl
4h 19m
CUN11:19 amCancun
Jan 31
CUN12:07 pmCancun
3h 59m
ORD3:06 pmChicago O'Hare Intl
Frontier
Jan 20
ORD6:00 amChicago O'Hare Intl
4h 19m
CUN11:19 amCancun
Jan 24
CUN12:07 pmCancun
3h 59m
ORD3:06 pmChicago O'Hare Intl
Frontier
Jan 20
ORD6:00 amChicago O'Hare Intl
4h 19m
CUN11:19 amCancun
Jan 31
CUN12:07 pmCancun
3h 59m
ORD3:06 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Cancún

Our best Spirit Airlines deals on Chicago to Cancún flight tickets
Spirit Airlines
Jan 8
ORD8:14 pmChicago O'Hare Intl
11h 59m
1 stop
CUN9:13 amCancun
Jan 15
CUN11:45 amCancun
4h 02m
ORD2:47 pmChicago O'Hare Intl
Spirit Airlines
Feb 21
ORD6:00 amChicago O'Hare Intl
3h 48m
CUN10:48 amCancun
Feb 24
CUN11:53 amCancun
4h 03m
ORD2:56 pmChicago O'Hare Intl
Spirit Airlines
Jan 10
ORD6:00 amChicago O'Hare Intl
3h 50m
CUN10:50 amCancun
Jan 17
CUN11:45 amCancun
4h 02m
ORD2:47 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 February, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $314.

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 $338. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $433. 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 at noon. Flights from Chicago to Cancún during this time can be as low as $231. Flights to Cancún are more costly in the evening, with an average ticket price of $406. Departure times in the evening 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 4 days ahead of your departure date. In general, you can expect to find flights to Cancún for around $372 when searching 4 days out. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $245.

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

There are 3 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.

Can stopping save me money on Chicago to Cancún flights?

You could potentially save up to 20% on your flight if you consider stops on a Chicago to Cancún flight.

How have Chicago to Cancún flight prices changed over time?

As of November 2024, prices for Chicago to Cancún flights are approximately 8% more expensive 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

$73

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 $73. The best round-trip flight deal from Chicago to Cancún found on momondo in the last 72 hours is $174.
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 45m.

  • 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
FrontierPriceFrom $28Free CancellationRating
6.1
3,523 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $134Free CancellationRating
6.3
8,172 reviews
Search Spirit Airlines flights
VolarisPriceFrom $169Free CancellationRating
6.6
1,285 reviews
Search Volaris flights
United AirlinesPriceFrom $187Free CancellationRating
7.4
9,146 reviews
Search United Airlines flights
VivaPriceFrom $251Free CancellationRating
6.9
854 reviews
Search Viva flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AeromexicoPriceFrom $286Free CancellationRating
7.5
1,987 reviews
Search Aeromexico flights
SouthwestPriceFrom $342Free CancellationRating
8.1
4,979 reviews
Search Southwest flights
DeltaPriceFrom $355Free CancellationRating
8.0
8,730 reviews
Search Delta flights
Air CanadaPriceFrom $589Free CancellationRating
7.0
8,270 reviews
Search Air Canada flights
  • Southwest Flights From Chicago to Cancún

    Southwest operates around 4 flights from Chicago to Cancún every week. The average price of these flights found in the last 72 hours has been $745, but momondo users have found Southwest deals from Chicago to Cancún from as low as $342 round-trip. Southwest has been scored 8.1/10 in 4,979 reviews.

  • United Airlines Flights From Chicago to Cancún

    $187 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 $414, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,146 user reviews) flies into Cancún from Chicago 13 times in an average week so prices can vary.


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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