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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 1/20. 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
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$192Spirit Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:06 pm - 9:13 amORD-CUN
14h 07m1 stop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$206Spirit Airlines
Find Deal
Sun, Jan 19 - Fri, Jan 24
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
1:10 pm - 11:32 pmCUN-ORD
11h 22m1 stop
$211Spirit Airlines
Find Deal
Tue, Jan 7 - Thu, Jan 16
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$212Spirit Airlines
Find Deal
Mon, Jan 27 - Wed, Feb 5
5:40 pm - 7:52 amORD-CUN
13h 12m2 stops
8:46 pm - 4:37 amCUN-ORD
8h 51m1 stop
$300Volaris
Find Deal
Fri, Jan 17 - Mon, Jan 20
6:48 pm - 12:25 pmMDW-CUN
16h 37m1 stop
1:40 pm - 11:58 pmCUN-MDW
11h 18m1 stop
$330Frontier
Find Deal
Fri, Feb 28 - Mon, Mar 3
7:25 am - 9:03 pmORD-CUN
13h 38m1 stop
1:57 pm - 1:18 amCUN-ORD
11h 21m1 stop
$330Volaris
Find Deal
Wed, Jun 4 - Tue, Jun 10
6:49 pm - 8:38 amMDW-CUN
12h 49m1 stop
2:22 pm - 11:29 pmCUN-MDW
10h 07m1 stop
$331Frontier
Find Deal
Sat, Jan 4 - Sat, Jan 11
9:47 am - 2:47 pmORD-CUN
4h 00mnonstop
3:47 pm - 6:52 pmCUN-ORD
4h 05mnonstop
$341American Airlines
Find Deal
Sun, Jan 26 - Thu, Feb 6
9:13 am - 2:10 pmORD-CUN
3h 57mnonstop
3:18 pm - 6:10 pmCUN-ORD
3h 52mnonstop
$346United Airlines
Find Deal
Tue, Jan 14 - Thu, Jan 23
5:40 pm - 3:04 pmORD-CUN
20h 24m1 stop
$89Volaris
Find Deal
Mon, Jan 20
5:00 pm - 12:35 amORD-CUN
7h 35m1 stop
$90Viva
Find Deal
Sun, Apr 6
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
$91Spirit Airlines
Find Deal
Sun, Jan 5
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
$92Spirit Airlines
Find Deal
Mon, Jan 6
7:05 am - 2:34 pmMDW-CUN
30h 29m1 stop
$112Frontier
Find Deal
Tue, Mar 4
8:42 am - 1:33 pmORD-CUN
3h 51mnonstop
$113United Airlines
Find Deal
Tue, Mar 4
6:40 am - 2:34 pmMDW-CUN
30h 54m1 stop
$113Frontier
Find Deal
Sat, Mar 1
7:35 am - 5:50 pmORD-CUN
9h 15m1 stop
$118United Airlines
Find Deal
Wed, Jan 22
5:10 am - 12:25 pmORD-CUN
6h 15m1 stop
$158American Airlines
Find Deal
Sat, Dec 14
9:51 am - 2:46 pmORD-CUN
3h 55mnonstop
$187American Airlines
Find Deal
Sun, Mar 2
5:45 am - 12:54 pmORD-CUN
6h 09m1 stop
3:18 pm - 6:10 pmCUN-ORD
3h 52mnonstop
$261United Airlines
Find Deal
Tue, Dec 10 - Fri, Dec 13
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$266Spirit Airlines
Find Deal
Sat, Dec 14 - Fri, Dec 20
9:13 am - 2:10 pmORD-CUN
3h 57mnonstop
3:18 pm - 6:10 pmCUN-ORD
3h 52mnonstop
$276United Airlines
Find Deal
Thu, Dec 12 - Sat, Dec 14
6:00 am - 10:52 amORD-CUN
3h 52mnonstop
11:57 am - 2:49 pmCUN-ORD
3h 52mnonstop
$291Spirit Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
5:10 am - 4:25 pmORD-CUN
10h 15m1 stop
2:32 pm - 5:37 pmCUN-ORD
4h 05mnonstop
$301American Airlines
Find Deal
Sat, Dec 14 - Thu, Dec 19
6:30 am - 2:50 pmORD-CUN
7h 20m1 stop
2:32 pm - 5:37 pmCUN-ORD
4h 05mnonstop
$302American Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 19
6:30 am - 11:27 amORD-CUN
3h 57mnonstop
11:41 am - 2:46 pmCUN-ORD
4h 05mnonstop
$402Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
6:30 am - 11:27 amORD-CUN
3h 57mnonstop
11:41 am - 2:46 pmCUN-ORD
4h 05mnonstop
$403Frontier
Find Deal
Thu, Dec 12 - Tue, Dec 17
7:50 pm - 11:03 amMDW-CUN
14h 13m1 stop
7:39 am - 6:40 pmCUN-MDW
12h 01m1 stop
$1,153Volaris
Find Deal
Tue, Dec 10 - Fri, Dec 13
7:50 pm - 9:04 amMDW-CUN
12h 14m1 stop
7:23 pm - 8:45 amCUN-MDW
14h 22m1 stop
$1,217Volaris
Find Deal
Tue, Dec 10 - Tue, Dec 17
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$192Spirit Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
6:00 am - 10:50 amORD-CUN
3h 50mnonstop
11:45 am - 2:47 pmCUN-ORD
4h 02mnonstop
$212Spirit Airlines
Find Deal
Mon, Jan 27 - Wed, Feb 5
8:38 am - 1:33 pmORD-CUN
3h 55mnonstop
2:33 pm - 5:38 pmCUN-ORD
4h 05mnonstop
$296American Airlines
Find Deal
Mon, Jan 27 - Thu, Jan 30
9:51 am - 2:46 pmORD-CUN
3h 55mnonstop
2:51 pm - 6:56 pmCUN-ORD
4h 05mnonstop
$301American Airlines
Find Deal
Tue, Mar 4 - Wed, Mar 12
9:13 am - 2:10 pmORD-CUN
3h 57mnonstop
3:18 pm - 6:10 pmCUN-ORD
3h 52mnonstop
$346United Airlines
Find Deal
Tue, Jan 14 - Thu, Jan 23
10:36 am - 3:33 pmORD-CUN
3h 57mnonstop
1:27 pm - 4:23 pmCUN-ORD
3h 56mnonstop
$360United Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
6:35 am - 10:54 amORD-CUN
4h 19mnonstop
12:18 pm - 4:21 pmCUN-ORD
4h 03mnonstop
$388Frontier
Find Deal
Tue, Mar 18 - Mon, Apr 7
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
10:20 am - 3:10 pmMDW-CUN
3h 50mnonstop
3:00 pm - 5:50 pmCUN-MDW
3h 50mnonstop
$481Southwest
Find Deal
Mon, Jan 20 - Wed, Jan 29
10:25 am - 3:15 pmMDW-CUN
3h 50mnonstop
3:00 pm - 5:50 pmCUN-MDW
3h 50mnonstop
$496Southwest
Find Deal
Sun, Jan 12 - Thu, Jan 16

Viva flights from Chicago to Cancún

Our best Viva deals on Chicago to Cancún flight tickets
Viva
May 31
ORD5:00 pmChicago O'Hare Intl
7h 35m
1 stop
CUN12:35 amCancun
Jun 7
CUN7:20 amCancun
8h 15m
1 stop
ORD3:35 pmChicago O'Hare Intl
Viva
Jun 6
ORD5:05 pmChicago O'Hare Intl
7h 40m
1 stop
CUN12:45 amCancun
Jun 11
CUN7:20 amCancun
8h 15m
1 stop
ORD3:35 pmChicago O'Hare Intl
Viva
Feb 21
ORD1:00 amChicago O'Hare Intl
15h 00m
1 stop
CUN5:00 pmCancun
Feb 25
CUN11:25 pmCancun
25h 25m
1 stop
ORD11:50 pmChicago O'Hare Intl

Delta flights from Chicago to Cancún

Our best Delta deals on Chicago to Cancún flight tickets
Delta
Dec 13
ORD7:05 amChicago O'Hare Intl
5h 55m
1 stop
CUN2:00 pmCancun
Dec 16
CUN12:05 pmCancun
7h 26m
1 stop
ORD6:31 pmChicago O'Hare Intl
Delta
Feb 1
MDW9:34 amChicago Midway
10h 31m
2 stops
CUN9:05 pmCancun
Feb 8
CUN4:25 pmCancun
6h 55m
1 stop
MDW10:20 pmChicago Midway
Delta
Jan 12
MDW6:00 amChicago Midway
9h 30m
1 stop
CUN4:30 pmCancun
Jan 16
CUN12:15 pmCancun
6h 59m
1 stop
MDW6:14 pmChicago Midway

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 February, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $313.

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 $435. 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 $230. 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 4 days ahead of your departure date. In general, you can expect to find flights to Cancún for around $378 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 2% 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

$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 $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
3,494 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $132Free CancellationRating
6.3
8,140 reviews
Search Spirit Airlines flights
VolarisPriceFrom $169Free CancellationRating
6.6
1,273 reviews
Search Volaris flights
United AirlinesPriceFrom $187Free CancellationRating
7.4
9,107 reviews
Search United Airlines flights
VivaPriceFrom $251Free CancellationRating
6.9
850 reviews
Search Viva flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AeromexicoPriceFrom $286Free CancellationRating
7.5
1,951 reviews
Search Aeromexico flights
SouthwestPriceFrom $331Free CancellationRating
8.1
4,902 reviews
Search Southwest flights
DeltaPriceFrom $355Free CancellationRating
8.0
8,656 reviews
Search Delta flights
Air CanadaPriceFrom $589Free CancellationRating
7.0
8,325 reviews
Search Air Canada flights
  • Southwest Flights From Chicago to Cancún

    Southwest operates around 8 flights from Chicago to Cancún every week. The average price of these flights found in the last 72 hours has been $741, but momondo users have found Southwest deals from Chicago to Cancún from as low as $331 round-trip. Southwest has been scored 8.1/10 in 4,902 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 $415, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,107 user reviews) flies into Cancún from Chicago 14 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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