ORD - CUN

C$ 244 Find Cheap Flights from Chicago to Cancun – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 593
Typical prices: C$ 489-C$ 849
Volaris
Sun 21/1Wed 24/1
ORD - CUN • 1 stop
Cheapest direct flights
C$ 610
Typical prices: C$ 498-C$ 858
United Airlines
Fri 26/10Thu 1/11
ORD - CUN • Direct
Direct flights
You can fly direct with United Airlines, American Airlines, and Frontier. Average duration is 3h 56m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 84% on-time
Best time • Fewest delays
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 367 (round-trip)
Shortest trip • 7h 02m (one-way)
Insights
Insights
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We hope you enjoy your trip to Cancún!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Cancún (ORD-CUN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Cancún

Thu, 21 Jan - Sun, 24 Jan
Volaris Logo
12:04 a.m. - 12:12 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
11h 08m1 stop Mexico City Benito Juarez
Volaris Logo
3:20 p.m. - 10:13 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
7h 53m1 stop Mexico City Benito Juarez
C$ 593Volaris
Sun, 13 Dec - Sat, 19 Dec
JetBlue Logo
7:00 a.m. - 4:15 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
8h 15m1 stop Fort Lauderdale
JetBlue Logo
3:05 p.m. - 11:49 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
9h 44m1 stop Fort Lauderdale
C$ 594JetBlue
Wed, 24 Feb - Sat, 27 Feb
Volaris Logo
12:04 a.m. - 12:12 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
11h 08m1 stop Mexico City Benito Juarez
Volaris Logo
9:55 p.m. - 4:43 a.m.CUN  Cancun-ORD Chicago O'Hare Intl
7h 48m1 stop Mexico City Benito Juarez
C$ 603Volaris
Mon, 26 Oct - Sun, 1 Nov
United Airlines Logo
7:20 a.m. - 11:23 a.m.ORD  Chicago O'Hare Intl-CUN Cancun
4h 03mdirect
United Airlines Logo
1:16 p.m. - 4:18 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
4h 02mdirect
C$ 610United Airlines
Wed, 20 Jan - Sun, 24 Jan
Volaris Logo
1:24 a.m. - 12:04 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
9h 40m1 stop Guadalajara Miguel Hidal
Volaris Logo
3:20 p.m. - 10:13 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
7h 53m1 stop Mexico City Benito Juarez
C$ 627Volaris
Fri, 30 Oct - Wed, 4 Nov
United Airlines Logo
7:20 a.m. - 11:23 a.m.ORD  Chicago O'Hare Intl-CUN Cancun
4h 03mdirect
United Airlines Logo
1:16 p.m. - 4:18 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
4h 02mdirect
C$ 628United Airlines
Tue, 15 Dec - Wed, 23 Dec
JetBlue Logo
7:00 a.m. - 4:15 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
8h 15m1 stop Fort Lauderdale
JetBlue Logo
3:05 p.m. - 11:49 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
9h 44m1 stop Fort Lauderdale
C$ 629JetBlue
Fri, 1 Jan - Fri, 8 Jan
United Airlines Logo
10:30 a.m. - 3:30 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
4h 00mdirect
United Airlines Logo
6:16 p.m. - 12:43 a.m.CUN  Cancun-ORD Chicago O'Hare Intl
7h 27m1 stop Houston George Bush Intcntl
C$ 636United Airlines
Tue, 15 Dec - Wed, 23 Dec
United Airlines Logo
6:50 a.m. - 3:24 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
7h 34m1 stop Houston George Bush Intcntl
United Airlines Logo
8:15 a.m. - 11:11 a.m.CUN  Cancun-ORD Chicago O'Hare Intl
3h 56mdirect
C$ 643United Airlines
Sat, 9 Jan - Wed, 13 Jan
United Airlines Logo
7:20 a.m. - 12:23 p.m.ORD  Chicago O'Hare Intl-CUN Cancun
4h 03mdirect
United Airlines Logo
2:55 p.m. - 5:59 p.m.CUN  Cancun-ORD Chicago O'Hare Intl
4h 04mdirect
C$ 648United Airlines
Booking Insights

Price, demand, and travel trends for Chicago O'Hare Intl Airport to Cancún flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to Cancún with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Cancún?

Round-trip flights from Chicago O'Hare Intl Airport to Cancún start at C$ 593. Prices are typical for this route right now, with typical round-trip fares ranging from C$ 489 to C$ 849. The lowest price found in the past 5 days was C$ 593 on Volaris.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Cancún?

Tuesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Cancún and is 7% cheaper than the average day. Thursday is the most expensive day with flight prices 7% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Cancún?

•January is the cheapest month to fly from Chicago O'Hare Intl Airport to Cancún at C$ 510 round-trip.
•March (C$ 778) and December (C$ 754) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 52% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to Cancún the cheapest?

Flights from Chicago O'Hare Intl Airport to Cancún are cheapest in the 2 weeks before departure, based on KAYAK prices tracked over the past 12 months. During this period, fares are 10% below average.

Expert advice

Expert advice for your flight from Chicago to Cancún

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on 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.

Brandon Schultz

Brandon Schultz

Expert on CUN

Brandon travels every week and makes friends with stray cats wherever he goes. Dogs, too... he once brought one home to the US from the Amalfi Coast. He’s written 6 books, visited 6 continents (still waiting on Antarctica), and would eat ice cream 6 times a day if he could. He lives in Brooklyn, New York, with his partner and three cats.

Key details for Chicago O'Hare Intl Airport to Cancún flights

Low season

September

Cheapest flight

C$ 244
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly and prices are also 14% lower on average.
Flights from Chicago O'Hare Intl Airport to Cancún

When to book flights from Chicago to Cancún

Are your dates flexible? Find out the best times to travel from Chicago to Cancún based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Cancún flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Cancún?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Cancún:

    • Earliest: departs at 6:10 am and lands at 10:06 am
    • Latest: departs at 3:46 pm and lands at 7:42 pm.

    The flight takes about 3h 56m.

  • Which cabin classes can I book on flights from Chicago O'Hare Intl Airport to Cancún?

    Only Economy Class is available on flights from Chicago O'Hare Intl Airport to Cancún.

  • How long does a flight from Chicago O'Hare Intl Airport to Cancún take?

    A direct flight from Chicago O'Hare Intl Airport to Cancún takes 3h 56m, covering 3,748 km.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Cancún?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Cancún flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Cancún range from C$ 489 to C$ 849, with an average of C$ 660 over the past 12 months. Anything below C$ 489 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Cancún flights?

    Last-minute fares on this route – booked within 2 weeks of departure – run 11% below the route average of C$ 660. Booking late can sometimes save money on this route, but inventory is limited.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Cancún?

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 367 round-trip via New Orleans Louis Armstrong (MSY), compared to C$ 671 for direct.

  • How does Frontier's on-time performance compare to other airlines on Chicago O'Hare Intl Airport to Cancún flights?

    Frontier is slightly above the route average for timely arrivals, while Spirit Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago O'Hare Intl Airport to Cancún flights are:

    • Frontier: 84% on time
    • Spirit Airlines: 84% on time
    • United Airlines: 81% on time

    On average, flights on this route are punctual 79% of the time.

  • What is the standard checked bag allowance on flights from Chicago O'Hare Intl Airport to Cancún?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 70–C$ 140 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Cancún?

    The Airbus A321neo family is used most often on this route, operated mainly by Frontier and United Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

  • How are flight departures from Chicago O'Hare Intl Airport to Cancún spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Cancún flights, with 100% leaving in that window. Afternoon departures account for 0%, Evening flights for 0%, and Night flights for 0%.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Cancún flights?

    Two airlines offer in-flight Wi-Fi on Chicago O'Hare Intl Airport to Cancún flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago O'Hare Intl Airport to Cancún looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Cancún are currently higher than usual. Average one-way flight prices are about C$ 285, which is 5% above the typical average for this route.

  • What car rental options are available at Cancun Airport (CUN)?

    Cancun Airport (CUN) hosts 5 major car rental companies, with daily rates starting from around C$ 2 for economy cars. Top options include:
    • MEXRENTACAR
    • Hertz
    • America Car Rental
    • Budget
    • Europcar

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Cancún?

    Flights from Chicago O'Hare Intl Airport to Cancún usually depart from Chicago O'Hare Intl (ORD) and arrive at Cancun (CUN).

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to Cancún?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • At what point is a flight considered delayed on the route from Chicago O'Hare Intl Airport to Cancún?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Cancún route, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 46 minutes.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Cancún pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Cancún most commonly connect through:

    • Mexico City Benito Juarez (MEX) – 41% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) – 11% of one-stop connections
    • Monterrey Gen Mariano Escobedo (MTY) – 7% of one-stop connections
    • Guadalajara Miguel Hidal (GDL) – 7% of one-stop connections

    Mexico City Benito Juarez (MEX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Cancún?

    Yes. Being flexible with your travel dates can save you up to 13% on the Chicago O'Hare Intl Airport to Cancún route. Tuesday is the cheapest departure day at C$ 618 round-trip on average, while Thursday is the most expensive at C$ 706, a difference of C$ 88. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • Which airlines are available on the route from Chicago O'Hare Intl Airport to Cancún?

    3 airlines operate flights between Chicago O'Hare Intl Airport and Cancún. The airlines offering direct flights on this route include:

    • United Airlines
    • American Airlines
    • Frontier

  • How much time can I save by choosing a different layover airport when travelling from Chicago O'Hare Intl Airport to Cancún?

    Flying via New Orleans Louis Armstrong (MSY) gives the shortest average 1-stop total travel time at 5h 37m, compared with 7h 02m via Detroit Metropolitan Wayne County (DTW) and 7h 04m via Charlotte Douglas (CLT).

  • Which popular places can I visit in Cancún?

    Some of the most popular sights in Cancún are Mercado 28, Playa Tortugas, and Playa Delfines. These are among the most viewed places in Cancún on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Cancún flights?

    Among airlines operating Chicago O'Hare Intl Airport to Cancún flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Frontier: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Cancún flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a carry-on bag and a checked bag in Economy Class
    • American Airlines: a carry-on bag and a checked bag in Economy Class
    • Emirates: a carry-on bag and a checked bag in Business Class

    Bag allowance can vary by ticket type, cabin class, route, and airline, so travellers should check the fare details before booking.

Your guide to booking Chicago O'Hare Intl Airport to Cancún flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure instead of Thursday. On this route, Tuesday flights average C$ 618 – about C$ 88 less than Thursday (13% savings) based on the last 12 months.
  • If you're flexible on your travel dates, booking last minute (within 2 weeks of departure) tends to be around 10% cheaper than the typical fare over the last 12 months, based on KAYAK data.
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Cancún trip for January. Fares historically average C$ 510 round-trip in that month – typically C$ 268 less than the most expensive month, which is March (based on the last 12 months).
  • If arriving on time is high on your priority list, Frontier is the strongest pick on this route. 84% of Frontier flights from Chicago O'Hare Intl Airport to Cancún arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 79%. When flights on this route do arrive late, the average delay is 2 hours46 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through New Orleans Louis Armstrong Airport (MSY) can be cheaper than flying direct. The cheapest layover option averages C$ 367 round-trip on this route – about C$ 304 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Cancun Airport.
    - Courtyard by Marriott Cancun Airport
    - Hilton Garden Inn Cancun Airport
    - City Express by Marriott Cancun Aeropuerto

Prefer to fly direct from Chicago to Cancun?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Cancun Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Cancun

Monday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Tuesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Wednesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Thursday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Friday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Saturday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Sunday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

See more nonstop flights

Direct returns

Cancun to Chicago O'Hare Intl

Monday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Tuesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Wednesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Thursday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Friday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Saturday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Sunday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

See more nonstop flights

More options for your flight from Chicago to Cancún