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Cheap flights from Chicago to Cancún from $84

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 2/3. 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 - 10:50 amORD-CUN
3h 50mnonstop
11:53 am - 2:56 pmCUN-ORD
4h 03mnonstop
$192Spirit Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
5:11 am - 12:11 pmORD-CUN
6h 00m1 stop
11:53 am - 2:56 pmCUN-ORD
4h 03mnonstop
$206Spirit Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:00 am - 3:59 pmORD-CUN
8h 59m1 stop
12:35 pm - 10:45 pmCUN-ORD
11h 10m1 stop
$271United Airlines
Find Deal
Mon, Jan 6 - Tue, Jan 14
5:40 pm - 1:03 pmORD-CUN
18h 23m2 stops
2:41 pm - 10:37 pmCUN-ORD
8h 56m1 stop
$283Volaris
Find Deal
Mon, Feb 10 - Sat, Feb 15
8:01 pm - 9:01 amMDW-CUN
12h 00m1 stop
2:25 pm - 11:29 pmCUN-MDW
10h 04m1 stop
$300Frontier
Find Deal
Wed, Jan 29 - Sat, Feb 1
5:40 pm - 6:33 pmORD-CUN
23h 53m2 stops
9:51 pm - 4:37 amCUN-ORD
7h 46m1 stop
$311Volaris
Find Deal
Wed, Jan 22 - Sun, Jan 26
6:48 pm - 1:09 pmMDW-CUN
17h 21m1 stop
1:40 pm - 11:58 pmCUN-MDW
11h 18m1 stop
$316Frontier
Find Deal
Fri, Feb 28 - Mon, Mar 3
6:40 am - 10:35 amMDW-CUN
3h 55mnonstop
5:10 pm - 9:00 pmCUN-MDW
3h 50mnonstop
$340Southwest
Find Deal
Mon, Mar 10 - Mon, Mar 17
5:45 am - 5:50 pmORD-CUN
11h 05m1 stop
8:39 am - 10:45 pmCUN-ORD
15h 06m1 stop
$361United Airlines
Find Deal
Wed, Jan 22 - Tue, Feb 4
8:30 am - 8:00 pmMDW-CUN
10h 30m1 stop
3:00 pm - 5:50 pmCUN-MDW
3h 50mnonstop
$371Southwest
Find Deal
Sun, Feb 2 - Thu, Feb 6
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
$84Spirit Airlines
Find Deal
Mon, Feb 3
5:40 pm - 9:28 amORD-CUN
14h 48m1 stop
$89Volaris
Find Deal
Mon, Jan 13
6:40 am - 10:35 amMDW-CUN
3h 55mnonstop
$113Southwest
Find Deal
Mon, Mar 10
7:35 am - 5:50 pmORD-CUN
9h 15m1 stop
$118United Airlines
Find Deal
Wed, Jan 29
7:05 am - 2:34 pmMDW-CUN
30h 29m1 stop
$119Frontier
Find Deal
Tue, Feb 25
7:30 am - 9:01 amMDW-CUN
24h 31m1 stop
$121Frontier
Find Deal
Sat, Jan 25
3:00 pm - 7:45 pmMDW-CUN
3h 45mnonstop
$123Southwest
Find Deal
Sat, Jan 4
7:09 am - 6:00 pmORD-CUN
9h 51m1 stop
$163American Airlines
Find Deal
Mon, Dec 30
6:46 pm - 10:32 amORD-CUN
14h 46m1 stop
$186American Airlines
Find Deal
Sun, Dec 29
9:29 pm - 12:54 pmORD-CUN
14h 25m1 stop
$208United Airlines
Find Deal
Sun, Dec 29
9:35 pm - 1:52 pmORD-CUN
15h 17m1 stop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$374Spirit Airlines
Find Deal
Sat, Dec 28 - Tue, Dec 31
7:00 am - 4:23 pmORD-CUN
8h 23m1 stop
3:45 pm - 6:50 pmCUN-ORD
4h 05mnonstop
$376American Airlines
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$384Spirit Airlines
Find Deal
Sat, Dec 28 - Mon, Dec 30
7:00 am - 4:23 pmORD-CUN
8h 23m1 stop
1:26 pm - 7:24 pmCUN-ORD
6h 58m1 stop
$426American Airlines
Find Deal
Sat, Dec 28 - Mon, Dec 30
9:29 pm - 8:18 pmORD-CUN
21h 49m1 stop
8:15 am - 11:08 amCUN-ORD
3h 53mnonstop
$457United Airlines
Find Deal
Fri, Dec 27 - Mon, Dec 30
9:29 pm - 8:18 pmORD-CUN
21h 49m1 stop
6:30 am - 8:56 pmCUN-ORD
15h 26m1 stop
$462United Airlines
Find Deal
Fri, Dec 27 - Mon, Dec 30
6:55 pm - 10:32 amORD-CUN
14h 37m1 stop
2:41 pm - 4:37 amCUN-ORD
14h 56m1 stop
$513Volaris
Find Deal
Sun, Dec 29 - Sun, Jan 12
4:01 pm - 10:53 amMDW-CUN
17h 52m1 stop
1:40 pm - 11:20 pmCUN-MDW
10h 40m1 stop
$879Frontier
Find Deal
Fri, Dec 27 - Tue, Dec 31
10:27 pm - 12:11 pmMDW-CUN
12h 44m1 stop
9:53 am - 7:42 pmCUN-MDW
10h 49m1 stop
$882Frontier
Find Deal
Wed, Dec 25 - Sun, Dec 29
7:55 pm - 9:59 amMDW-CUN
13h 04m1 stop
9:45 pm - 8:45 amCUN-MDW
12h 00m1 stop
$1,089Volaris
Find Deal
Fri, Dec 27 - Mon, Dec 30
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
11:53 am - 2:56 pmCUN-ORD
4h 03mnonstop
$192Spirit Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$211Spirit Airlines
Find Deal
Mon, Jan 6 - Wed, Jan 15
9:13 am - 2:10 pmORD-CUN
3h 57mnonstop
3:18 pm - 6:10 pmCUN-ORD
3h 52mnonstop
$256United Airlines
Find Deal
Mon, Jan 20 - Thu, Jan 23
9:47 am - 2:47 pmORD-CUN
4h 00mnonstop
3:51 pm - 6:56 pmCUN-ORD
4h 05mnonstop
$287American Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 13
8:38 am - 1:33 pmORD-CUN
3h 55mnonstop
3:51 pm - 6:56 pmCUN-ORD
4h 05mnonstop
$288American Airlines
Find Deal
Mon, Feb 10 - Thu, Feb 13
8:42 am - 1:33 pmORD-CUN
3h 51mnonstop
4:40 pm - 7:36 pmCUN-ORD
3h 56mnonstop
$329United Airlines
Find Deal
Sun, Feb 9 - Thu, Feb 13
7:00 am - 10:57 amORD-CUN
3h 57mnonstop
10:40 am - 2:46 pmCUN-ORD
4h 06mnonstop
$359Volaris
Find Deal
Thu, May 15 - Mon, May 19
6:20 am - 10:16 amORD-CUN
3h 56mnonstop
10:43 am - 2:51 pmCUN-ORD
4h 08mnonstop
$362Volaris
Find Deal
Sat, Apr 12 - Sat, Apr 19
6:30 am - 11:49 amORD-CUN
4h 19mnonstop
11:40 am - 2:46 pmCUN-ORD
4h 06mnonstop
$389Frontier
Find Deal
Tue, Feb 18 - Tue, Feb 25
6:00 am - 11:19 amORD-CUN
4h 19mnonstop
12:07 pm - 3:06 pmCUN-ORD
3h 59mnonstop
$390Frontier
Find Deal
Sat, Feb 1 - Tue, Feb 4

Spirit Airlines flights from Chicago to Cancún

Our best Spirit Airlines deals on Chicago to Cancún flight tickets
Spirit Airlines
Feb 10
ORD6:00 amChicago O'Hare Intl
3h 50m
CUN10:50 amCancun
Feb 15
CUN11:53 amCancun
4h 03m
ORD2:56 pmChicago O'Hare Intl
Spirit Airlines
Feb 10
ORD5:11 amChicago O'Hare Intl
6h 00m
1 stop
CUN12:11 pmCancun
Feb 15
CUN11:53 amCancun
4h 03m
ORD2:56 pmChicago O'Hare Intl
Spirit Airlines
Jan 6
ORD6:00 amChicago O'Hare Intl
3h 52m
CUN10:52 amCancun
Jan 15
CUN11:45 amCancun
4h 02m
ORD2:47 pmChicago O'Hare Intl

United Airlines flights from Chicago to Cancún

Our best United Airlines deals on Chicago to Cancún flight tickets
United Airlines
Jan 6
ORD3:57 pmChicago O'Hare Intl
3h 47m
CUN8:44 pmCancun
Jan 14
CUN12:35 pmCancun
11h 10m
1 stop
ORD10:45 pmChicago O'Hare Intl
United Airlines
Jan 6
ORD6:00 amChicago O'Hare Intl
8h 59m
1 stop
CUN3:59 pmCancun
Jan 14
CUN12:35 pmCancun
11h 10m
1 stop
ORD10:45 pmChicago O'Hare Intl
United Airlines
Jan 22
ORD5:45 amChicago O'Hare Intl
11h 05m
1 stop
CUN5:50 pmCancun
Feb 4
CUN8:39 amCancun
15h 06m
1 stop
ORD10:45 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 typical price of a round-trip flight between Chicago and Cancún?

What is the cheapest month to fly to Cancún?

If you don’t want to visit Cancún in September, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $315.

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

The cheapest day to depart from Chicago to Cancún is on a Tuesday when prices can be found for as low as $340. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $441. 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 $211. Flights to Cancún are more costly in the evening, with an average ticket price of $405. 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 54 days ahead of your departure date. In general, you can expect to find flights to Cancún for around $376 when searching 54 days out. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $184.

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 5% 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 December 2024, prices for Chicago to Cancún flights are approximately 3% 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

$84

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 $84. The best round-trip flight deal from Chicago to Cancún found on momondo in the last 72 hours is $192.
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
FrontierPriceFrom $28Free CancellationRating
6.1
3,468 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $127Free CancellationRating
6.3
8,107 reviews
Search Spirit Airlines flights
VolarisPriceFrom $171Free CancellationRating
6.6
1,264 reviews
Search Volaris flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
9,009 reviews
Search United Airlines flights
VivaPriceFrom $251Free CancellationRating
6.9
847 reviews
Search Viva flights
American AirlinesPriceFrom $270Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AeromexicoPriceFrom $286Free CancellationRating
7.5
1,911 reviews
Search Aeromexico flights
DeltaPriceFrom $371Free CancellationRating
8.0
8,580 reviews
Search Delta flights
SouthwestPriceFrom $392Free CancellationRating
8.1
4,765 reviews
Search Southwest flights
Air CanadaPriceFrom $589Free CancellationRating
7.0
8,420 reviews
Search Air Canada 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 $691, but momondo users have found Southwest deals from Chicago to Cancún from as low as $392 round-trip. Southwest has been scored 8.1/10 in 4,765 reviews.

  • United Airlines Flights From Chicago to Cancún

    $186 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 $418, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,009 user reviews) flies into Cancún from Chicago 28 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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