CUN - CHI

$201 Find Cheap Flights from Cancun to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cancún to Chicago departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$271
Typical prices: $175-$377
Arajet
Thu 9/24Mon 9/28
CUN - ORD • 1 stop
Cheapest non-stop
$385
Typical prices: $175-$377
American Airlines
Fri 9/25Tue 9/29
CUN - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United Economy Plus adds up to six inches more legroom than standard economy.
Frontier Premium Bundle adds priority boarding; check in online to avoid fees.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
You can fly direct with American Airlines, Frontier and others. Average duration is 4h 01m
Direct flights
Direct flights
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Top routes
Cheapest • 33% average savings
Most popular
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Avoid delays
Most punctual • 85% on-time
Best time • Fewest delays
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Top layover airports
Cheapest • Avg $346 (round-trip)
Shortest trip • 7h 05m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 44% compared to booking last minute.
Insights
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When to travel
Cheapest • 28% price drop
Most popular
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Flight Deals

Cheap Flights from Cancún to Chicago (CUN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cancún to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cancún to Chicago

Thu, Sep 24 - Mon, Sep 28
Arajet Logo
12:35 pm - 11:40 pm
CUN
-
ORD
11h 05m
1 stop
Arajet Logo
5:30 am - 5:12 pm
ORD
-
CUN
11h 42m
1 stop
$271Arajet
Thu, Sep 24 - Mon, Sep 28
Multiple Airlines Logo
12:35 pm - 11:40 pm
CUN
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
$295Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
Multiple Airlines Logo
12:35 pm - 11:40 pm
CUN
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
$297Multiple Airlines
Thu, Sep 3 - Tue, Sep 8
Multiple Airlines Logo
12:35 pm - 11:40 pm
CUN
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
1:40 am - 2:28 pm
ORD
-
CUN
12h 48m
1 stop
$299Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Frontier Logo
3:24 pm - 9:53 pm
CUN
-
MDW
7h 29m
1 stop
Frontier Logo
7:25 am - 2:14 pm
MDW
-
CUN
5h 49m
1 stop
$393Frontier
Thu, Oct 29 - Mon, Nov 9
Frontier Logo
2:24 pm - 9:53 pm
CUN
-
MDW
7h 29m
1 stop
Frontier Logo
7:25 am - 2:14 pm
MDW
-
CUN
5h 49m
1 stop
$393Frontier
Sat, Oct 31 - Mon, Nov 9
Frontier Logo
2:24 pm - 9:53 pm
CUN
-
MDW
7h 29m
1 stop
Frontier Logo
7:25 am - 2:14 pm
MDW
-
CUN
5h 49m
1 stop
$393Frontier
Fri, Oct 2 - Sun, Oct 11
United Airlines Logo
3:38 pm - 7:35 pm
CUN
-
ORD
3h 57mnonstop
United Airlines Logo
6:25 am - 7:19 pm
ORD
-
CUN
12h 54m
1 stop
$395United Airlines
Tue, Oct 6 - Sun, Oct 11
United Airlines Logo
3:38 pm - 7:35 pm
CUN
-
ORD
3h 57mnonstop
United Airlines Logo
6:25 am - 7:19 pm
ORD
-
CUN
12h 54m
1 stop
$395United Airlines
Wed, Oct 14 - Wed, Oct 28
United Airlines Logo
3:38 pm - 7:35 pm
CUN
-
ORD
3h 57mnonstop
United Airlines Logo
7:20 am - 11:23 am
ORD
-
CUN
4h 03mnonstop
$395United Airlines
Booking Insights

KAYAK's insights & trends for Cancún to Chicago flights

Get data-powered insights and trends into flights from Cancún to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Cancún to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cancún to Chicago departing in September.

Flight prices are typical for this route right now.

Flights to Chicago from Cancún usually cost between $260 and $433 in September.
The lowest price found in the past 5 days was $271 on Arajet (Sep 24-Sep 28).

What is the cheapest Cancun to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Cancun to Chicago costs $305 on the route between Cancun (CUN) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 33% cheaper than other Cancun-Chicago routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Cancun to Chicago?

The average price of all round-trip flights from Cancún to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Cancun to Chicago. For your return ticket, we recommend flying on a Sunday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Cancun to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cancún to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cancun to Chicago is January, where tickets cost $221 (return) on average. On the other hand, the most expensive months are September and June, where the average cost of round-trip tickets is $418 and $388 respectively.

Can I save money by flying with a layover from Cancun to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $529, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Cancun to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cancún to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cancun to Chicago, you should book around 2 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Expert advice

Expert advice for your flight from Cancún to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Brandon Schultz

Brandon Schultz

Expert on CUN

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low season

May

Cheapest flight

$201
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from Cancun to Chicago O'Hare Airport

When to book flights from Cancún to Chicago

Are your dates flexible? Find out the best times to travel from Cancún to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cancun to Chicago

  • How do I go from Chicago O'Hare Airport (ORD) to the city center?

    You can take the Blue Line train from O'Hare Airport to reach downtown Chicago. The train runs 24 hours a day and takes around 45 minutes to reach the city center. Alternatively, you can take a taxi or ride-share to the city center. The ride takes around 30-40 minutes, depending on traffic. You can also book a shuttle bus service like Go Airport Express. The shuttle takes around 30 minutes to reach the city center.

  • What is the luggage allowance on flights from Cancun to Chicago with Spirit Airlines?

    The luggage allowance on flights from Cancun to Chicago with Spirit Airlines varies depending on the fare type and if any additional bags are added. In general, economy class does not include an allowance for either checked baggage or carry-on. However, passengers can purchase up to 5 checked bags per person, with a maximum weight of 40 lbs. per bag.

  • What seat selection options are available on flights from Cancun to Chicago with Frontier?

    Frontier Airlines offers several seat selection options for flights from Cancun to Chicago, including Standard seats, Stretch seats, and Select seats. Standard seats are included with the ticket fare, and passengers are automatically assigned a random seat at check-in. Stretch seats provide extra legroom and may be purchased for an additional fee.

  • Are there changeable ticket options for flights from Cancun to Chicago?

    Yes. Most airlines offer flexible ticket options that allow passengers to make changes or cancel their flights without penalty fees. Some of the airlines that operate flights from Cancun to Chicago and offer changeable ticket options include United Airlines, American Airlines, Delta Air Lines, Frontier Airlines, and Southwest Airlines.

  • What is the cheapest flight from Cancun to Chicago?

    In the last 5 days, the lowest price for a flight from Cancun to Chicago was $201 for a one-way ticket and $271 for a round-trip.

  • Do I need a passport to fly between Cancun and Chicago?

    Yes

  • Which airports will I be using when flying from Cancun to Chicago?

    Cancun is served by only 1 airport and there are 2 airports in Chicago. You will leave Cancun from Cancun and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Cancun to Chicago?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Cancun to Chicago flight route.

  • Which aircraft models fly most regularly from Cancun to Chicago?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Cancun to Chicago flight route.

  • Which airline alliances offer flights from Cancun to Chicago?

    Star Alliance is the only airline alliance operating flights between Cancun and Chicago.

  • On which days can I fly direct from Cancun to Chicago?

    There are nonstop flights from Cancun to Chicago on a daily basis.

  • Which is the best airline for flights from Cancun to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cancun to Chicago are Southwest and United Airlines. With an average price for the route of $564 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $429 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Cancun to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cancun to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cancun to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cancun is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cancun to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Cancun with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cancun to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cancun up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Cancun to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $287 or less one-way and $305 or less round-trip.
  • Spirit Airlines provides wheelchair assistance for boarding, deplaning, and connecting flights. Wheelchairs are also available at the airport upon request. Passengers with reduced mobility can also request special seating to accommodate their needs on flights from Cancun (CUN) to Chicago (CHI).
  • United Airlines offers many services to make traveling with children a more pleasant experience on flights from Cancun to Chicago. United Airlines also provides complimentary baby and toddler food and special kids’ meals for children under 12, and parents can order them at the time of booking or email them up to 24 hours before the flight.
  • Passengers who book connecting flights from Cancun to Chicago can expect layovers in various cities depending on the airline they chose. Some of these cities include Orlando (MCO), Fort Lauderdale (FLL), Dallas (DFW), Charlotte (CLT), Minneapolis (MSP), and Atlanta (ATL).
  • Volaris Airlines allows passengers to travel with small pets in the cabin on flights from Cancun to Chicago. Only small dogs and cats are allowed in the cabin, and they must be at least 8 weeks old. In addition, the pet and its carrier must not exceed the maximum weight of 22 lbs.
  • American Airlines has been investing in newer, fuel-efficient aircraft to replace older, less efficient ones. Through fleet modernization, the airline aims to reduce its carbon footprint including for their flights from Cancun to Chicago. For example, they have added new aircraft like the Boeing 787 Dreamliner and Airbus A321neo, which offer better fuel efficiency compared to older models.

Prefer to fly direct from Cancun to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Cancun to Chicago.
Find which airlines fly direct from Cancun Airport to Chicago, which days they fly and book direct flights.

Direct departures

Cancun to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Chicago to Cancun

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Everything you need to know for your flight from Cancún to Chicago

Information on your arrival and departure airports