$126 Find Cheap Flights from Chicago to Cancun - 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 Chicago to Cancún departing on 9/28. 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.
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Flight Deals
Cheap Flights from Chicago to Cancún (CHI-CUN)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Cancún 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.
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One-way
Last minute
Direct
Recent round-trip flight deals from Chicago to Cancún
Thu, Oct 1 - Wed, Oct 7
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
3:20 pm - 11:47 pmCUN Cancun-ORD Chicago O'Hare Intl
8h 27m1 stop Mexico City Benito Juarez
$332Volaris
Sat, Oct 10 - Sat, Oct 17
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
10:50 am - 11:47 pmCUN Cancun-ORD Chicago O'Hare Intl
12h 57m1 stop Mexico City Benito Juarez
$332Volaris
Fri, Nov 6 - Wed, Nov 11
6:29 am - 8:57 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
11:44 am - 2:45 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$332Multiple Airlines
Wed, Nov 11 - Sun, Nov 15
12:35 am - 9:45 pmORD Chicago O'Hare Intl-CUN Cancun
20h 10m1 stop Monterrey Gen Mariano Escobedo
10:25 am - 10:55 pmCUN Cancun-ORD Chicago O'Hare Intl
13h 30m1 stop Monterrey Gen Mariano Escobedo
$333Viva
Wed, Nov 18 - Thu, Nov 26
6:29 am - 8:57 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
10:25 am - 10:55 pmCUN Cancun-ORD Chicago O'Hare Intl
13h 30m1 stop Monterrey Gen Mariano Escobedo
$333Multiple Airlines
Thu, Nov 26 - Tue, Dec 1
12:35 am - 11:55 pmORD Chicago O'Hare Intl-CUN Cancun
22h 20m1 stop Monterrey Gen Mariano Escobedo
10:35 pm - 11:00 pmCUN Cancun-ORD Chicago O'Hare Intl
25h 25m1 stop Monterrey Gen Mariano Escobedo
$334Viva
Mon, Oct 19 - Fri, Oct 23
6:10 am - 9:58 amORD Chicago O'Hare Intl-CUN Cancun
3h 48mnonstop
10:49 am - 2:50 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$361Frontier
Tue, Oct 27 - Fri, Oct 30
7:30 am - 11:25 amORD Chicago O'Hare Intl-CUN Cancun
3h 55mnonstop
10:29 am - 2:30 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$362Frontier
Sat, Oct 3 - Tue, Oct 6
9:15 pm - 11:09 amORD Chicago O'Hare Intl-CUN Cancun
13h 54m1 stop Dallas/Fort Worth
1:00 pm - 5:05 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$401American Airlines
Mon, Sep 14 - Fri, Sep 25
10:11 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
3:56 pm - 11:30 pmCUN Cancun-ORD Chicago O'Hare Intl
7h 34m1 stop Dallas/Fort Worth
$408American Airlines
Recent one-way flight deals from Chicago to Cancún
Mon, Sep 28
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$126Volaris
Wed, Sep 30
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$127Volaris
Fri, Nov 13
12:35 am - 8:25 pmORD Chicago O'Hare Intl-CUN Cancun
18h 50m1 stop Monterrey Gen Mariano Escobedo
$128Viva
Sun, Nov 15
12:35 am - 11:55 pmORD Chicago O'Hare Intl-CUN Cancun
22h 20m1 stop Monterrey Gen Mariano Escobedo
$142Viva
Sun, Nov 1
3:20 am - 4:57 pmORD Chicago O'Hare Intl-CUN Cancun
12h 37m1 stop Punta Cana
$143Arajet
Tue, Sep 29
10:11 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
$163American Airlines
Tue, Sep 15
10:11 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
$163American Airlines
Sun, Oct 25
9:21 pm - 9:40 amORD Chicago O'Hare Intl-CUN Cancun
12h 19m1 stop Toronto Pearson Intl
$166Air Canada
Mon, Oct 26
7:40 am - 6:14 pmORD Chicago O'Hare Intl-CUN Cancun
34h 34m2 stops Houston George Bush Intcntl Guadalajara Miguel Hidal
$166Multiple Airlines
Sat, Sep 12
11:05 am - 12:10 pmORD Chicago O'Hare Intl-CUN Cancun
25h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$171Air Canada
Recent last minute flight deals from Chicago to Cancún
Tue, Aug 25 - Mon, Nov 9
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
9:55 pm - 4:43 amCUN Cancun-ORD Chicago O'Hare Intl
7h 48m1 stop Mexico City Benito Juarez
$340Volaris
Tue, Aug 25 - Tue, Sep 1
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
10:50 am - 11:47 pmCUN Cancun-ORD Chicago O'Hare Intl
12h 57m1 stop Mexico City Benito Juarez
$344Volaris
Tue, Aug 25 - Tue, Sep 1
12:25 pm - 2:05 amORD Chicago O'Hare Intl-CUN Cancun
13h 40m2 stops Guadalajara Miguel Hidal Mexico City Benito Juarez
4:32 pm - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl
8h 23m1 stop Guadalajara Miguel Hidal
$402Multiple Airlines
Tue, Aug 25 - Sun, Nov 8
7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
12:35 am - 9:34 pmCUN Cancun-ORD Chicago O'Hare Intl
21h 59m2 stops Mexico City Benito Juarez Houston George Bush Intcntl
$434Multiple Airlines
Sun, Aug 23 - Sat, Aug 29
6:05 am - 1:54 pmMDW Chicago Midway-CUN Cancun
7h 49m1 stop Atlanta Hartsfield-Jackson
3:06 pm - 10:47 pmCUN Cancun-MDW Chicago Midway
7h 41m1 stop Atlanta Hartsfield-Jackson
$454Frontier
Tue, Aug 25 - Mon, Nov 9
4:38 pm - 12:30 pmORD Chicago O'Hare Intl-CUN Cancun
19h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
3:00 pm - 11:57 amCUN Cancun-ORD Chicago O'Hare Intl
21h 57m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$471Air Canada
Sun, Aug 23 - Sat, Aug 29
6:05 am - 1:54 pmMDW Chicago Midway-CUN Cancun
7h 49m1 stop Atlanta Hartsfield-Jackson
3:06 pm - 10:47 pmCUN Cancun-MDW Chicago Midway
7h 41m1 stop Atlanta Hartsfield-Jackson
$473Frontier
Tue, Aug 25 - Fri, Aug 28
8:20 am - 12:01 pmORD Chicago O'Hare Intl-CUN Cancun
3h 41mnonstop
1:14 pm - 5:19 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$520American Airlines
Tue, Aug 25 - Fri, Aug 28
5:05 am - 1:30 pmORD Chicago O'Hare Intl-CUN Cancun
8h 25m1 stop Charlotte Douglas
1:14 pm - 5:19 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$524American Airlines
Mon, Aug 24 - Mon, Aug 31
8:40 am - 8:30 pmORD Chicago O'Hare Intl-CUN Cancun
11h 50m1 stop Montreal Pierre Elliott Trudeau Intl
10:00 am - 8:05 pmCUN Cancun-ORD Chicago O'Hare Intl
10h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$752Air Canada
Recent direct flight deals from Chicago to Cancún
Mon, Oct 19 - Fri, Oct 23
6:10 am - 9:58 amORD Chicago O'Hare Intl-CUN Cancun
3h 48mnonstop
10:49 am - 2:50 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$361Frontier
Tue, Oct 27 - Fri, Oct 30
7:30 am - 11:25 amORD Chicago O'Hare Intl-CUN Cancun
3h 55mnonstop
10:29 am - 2:30 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
$362Frontier
Mon, Nov 30 - Thu, Dec 3
8:25 am - 1:25 pmORD Chicago O'Hare Intl-CUN Cancun
4h 00mnonstop
4:00 pm - 7:20 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 20mnonstop
$422American Airlines
Mon, Nov 16 - Fri, Nov 20
8:25 am - 1:25 pmORD Chicago O'Hare Intl-CUN Cancun
4h 00mnonstop
4:00 pm - 7:20 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 20mnonstop
$422American Airlines
Sun, Sep 27 - Tue, Oct 6
10:11 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
1:00 pm - 5:05 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$446British Airways
Sun, Sep 27 - Tue, Oct 6
10:11 am - 2:00 pmORD Chicago O'Hare Intl-CUN Cancun
3h 49mnonstop
1:00 pm - 5:05 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 05mnonstop
$447British Airways
Tue, Jan 26 - Wed, Feb 3
10:30 am - 3:30 pmORD Chicago O'Hare Intl-CUN Cancun
4h 00mnonstop
4:42 pm - 7:46 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 04mnonstop
$452United Airlines
Tue, Jan 26 - Tue, Feb 2
10:30 am - 3:30 pmORD Chicago O'Hare Intl-CUN Cancun
4h 00mnonstop
2:55 pm - 5:59 pmCUN Cancun-ORD Chicago O'Hare Intl
4h 04mnonstop
$452United Airlines
Mon, Sep 21 - Thu, Sep 24
8:25 am - 12:00 pmMDW Chicago Midway-CUN Cancun
3h 35mnonstop
1:05 pm - 4:40 pmCUN Cancun-MDW Chicago Midway
3h 35mnonstop
$452Southwest
Tue, Dec 8 - Fri, Dec 11
8:20 am - 1:05 pmMDW Chicago Midway-CUN Cancun
3h 45mnonstop
2:10 pm - 4:50 pmCUN Cancun-MDW Chicago Midway
3h 40mnonstop
$452Southwest
Booking Insights
Price, demand and travel trends for Chicago to Cancún flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Cancún with more confidence.
Prices
Airlines
Delays
Layovers
More
How much is a round-trip flight from Chicago to Cancún?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Cancún departing in October.
Round-trip flights from Chicago to Cancún start at $332. Prices are below average for this route right now, with typical round-trip fares ranging from $351 to $609. The lowest price found in the past 5 days was $332 on Volaris.
What is the cheapest Chicago to Cancún flight route?
KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.
Chicago O'Hare Intl Airport (ORD) to Cancún (CUN) is the cheapest Chicago to Cancún route, averaging $471 round-trip. Other Chicago to Cancún routes average $689, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Chicago to Cancún?
Tuesday is the cheapest day of the week to fly from Chicago to Cancún, it is 7% cheaper than the average day. Thursday is the most expensive day with flight prices 6% higher than average. Based on deals found by KAYAK users in the last 12 months.
What is the cheapest month to fly from Chicago to Cancún?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Chicago to Cancún, removes the top 0.1% to account for outliers and then takes the median of all values for each month.
January is the cheapest month to fly from Chicago to Cancún at $366 round-trip.
March ($553) and December ($540) are the most expensive months.
The price difference between flying in the cheapest and most expensive months is 51% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.
When are prices from Chicago to Cancún the cheapest?
Flights from Chicago to Cancún are cheapest 3 weeks before departure. Booking in this window typically costs about 4% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.
What is the cheapest airline to fly from Chicago to Cancún?
Volaris ($332) and Viva ($333) are the cheapest airlines to fly round-trip from Chicago to Cancún according to KAYAK data over the last 5 days.
Which airline offers the most nonstop flights between Chicago and Cancún?
United Airlines and American Airlines offer the most frequent nonstop flights from Chicago to Cancún, at 14 flights per week each. Southwest operates 7 flights per week. Based on KAYAK flight data over the last 3 months.
How often are flights from Chicago to Cancún delayed?
Over the last 12 months Chicago to Cancún flights were delayed in 21% of cases. Delayed flights averaged 158 minutes behind schedule.
What is the most punctual time of day to fly from Chicago to Cancún?
Morning flights have the fewest delays. Afternoon departures experience delays most often. Based on KAYAK data over the past 3 months.
Which day of the week has the fewest delays on Chicago to Cancún flights?
Tuesday has the fewest flight delays on the Chicago to Cancún route, at only 13% of flights delayed.
Saturday has the most delays at 32%. Based on KAYAK data over the past 3 months.
Which airline is the most punctual on Chicago to Cancún flights?
Spirit Airlines is the most punctual airline on Chicago to Cancún flights, KAYAK's system tracked that 85% of flights were on time in the past 3 months.
What is the most popular layover airport when flying from Chicago to Cancún?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.
Mexico City Benito Juarez (MEX) is the most popular layover for the Chicago to Cancún route. 29% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via MEX.
What is the cheapest layover airport when flying from Chicago to Cancún?
Flights via New Orleans Louis Armstrong (MSY) offer the most affordable fares, with an average round-trip price of $262. Based on KAYAK data over the past 3 months.
Which route, including a layover, takes the shortest amount of time from Chicago to Cancún?
New Orleans Louis Armstrong (MSY) offers the shortest 1-stop connection from Chicago to Cancún at 5h 37m one-way, 1h 50m longer than the 3h 47m direct flight. Based on KAYAK data over the past 3 months.
When flying from Chicago to Cancún which airport offers the shortest layover?
New Orleans Louis Armstrong (MSY) had the shortest average connection time for Chicago to Cancún layovers at 209 minutes over the past 3 months.
How many nonstop flights run daily between Chicago and Cancún?
There are 5 to 6 flights per day from Chicago to Cancún, about 36 flights per week. Saturday has the most departures, with 17% of weekly flights.
What time of day do most flights depart from Chicago to Cancún?
Based on KAYAK flight schedules for the upcoming 3 months.
Most nonstop flights from Chicago to Cancún depart in the morning, accounting for 100% of nonstop departures. Around 5 flights are scheduled in that window over the next three months.
Expert advice for your flight from Chicago to Cancún
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
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 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 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.
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight 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
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.
Your Chicago to Cancún flight questions, answered
Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.
Are there any nonstop flights between Chicago and Cancun?
Since Cancun is such a popular vacation destination for those dealing with cold Chicago winters, there are several nonstop options to get you to this amazing resort city. United Airlines, American Airlines, and Frontier Airlines all offer nonstop service from Chicago O'Hare International Airport while Southwest Airlines offers nonstop service from Chicago Midway Airport.
Is there a hotel located near Cancun International Airport?
A convenient option that is typically well-known to travelers coming from Chicago is the Courtyard by Marriott Cancun Airport. The hotel sits just a couple of miles from the entrance to the airport and offers a complimentary shuttle to and from the airport.
Is there a good public transportation option to get from downtown Chicago to Chicago O'Hare International Airport?
A great option is the Chicago Transit Authority (CTA) Blue Line train that offers 24h service from downtown Chicago to the airport. The fare to ride the train is around $2.50.
Is there a bus that will take me from Cancun Airport to downtown Cancun?
The Cancun Airport Shuttle offers service from all of the terminal buildings at Cancun Airport and will take you to the downtown bus station in Cancun. The fare to ride the bus is around $5.
Are there any services for passengers with limited mobility at the CUN upon arrival?
Disabled passengers and travelers with limited mobility arriving at Cancun International Airport (CUN) from Chicago will have their needs catered for. Cancun Airport Transportation provides vehicles with special ramps, making it easier for those on wheelchairs to board them, regardless of whether the wheelchairs are manual or electrical.
Are there currency exchange services at CUN?
Upon arrival at Cancun International Airport (CUN) from Chicago, you’ll have plenty of outlets to convert your dollars into Mexican Pesos. Several banks and credit unions, including Globo Cambio, run their ATMs at this establishment. You can locate these money exchange counters in Terminals 1, 2 and 3 in the arrivals halls.
Which is the best way to get to the Mayan Ruins of Chichén Itzá from Cancun International Airport (CUN)?
Mayan Ruins of Chichén Itzá lies approximately 120 miles from Cancun International Airport (CUN). You can get there via various transportation options, including taxis, rental cars, and buses. However, consider riding the ADO Bus if you’re commuting on a budget. It departs at 8:45 am every day and takes about 3h to reach this archaeological site.
How can I move between terminals at Cancun International Airport (CUN)?
Cancun International Airport (CUN) has three terminals, 1, 2, and 3, for passenger flights, with T3 serving as the main international terminal for flights from the US. A free shuttle connects all the terminals, with the service departing every 20min.
Which airlines offer extra legroom and free seat selection on Chicago to Cancún flights?
Among airlines operating Chicago 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 • Southwest: offers free seat selection
Extra legroom and free seat selection availability depends on fare class and route.
What airlines are available from Chicago to Cancún?
4 airlines operate flights between Chicago and Cancún. The airlines offering nonstop flights on this route include:
• United Airlines • American Airlines • Southwest • Frontier
Which airports can I use when flying from Chicago to Cancún?
Flights from Chicago to Cancún may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Cancun (CUN).
Which airlines include bags at no extra cost on Chicago to Cancún flights?
Here are some options for this route, based on selected ticket types and cabin classes:
• United Airlines: a cabin bag and a checked bag in Economy Class • American Airlines: a cabin bag and a checked bag in Economy Class • Lufthansa: a cabin bag and a checked bag in Economy Class
Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.
What cabin classes can I book on flights from Chicago to Cancún?
Four cabin classes are available on flights from Chicago to Cancún:
• Economy Class • Premium Economy Class • Business Class • First Class
Prices vary by airline.
How much can I save by taking a layover when flying from Chicago to Cancún?
On this route, layover flights are cheaper than nonstop options on average. Layover fares average $262 round-trip via New Orleans Louis Armstrong (MSY), compared to $479 for nonstop.
What is the standard checked-bag allowance on flights from Chicago to Cancún?
There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.
Which airports do connecting flights from Chicago to Cancún pass through?
One-stop flights from Chicago to Cancún most commonly connect through:
• Mexico City Benito Juarez (MEX) - 29% of one-stop connections • Chicago O'Hare Intl (ORD) - 16% of one-stop connections • Atlanta Hartsfield-Jackson (ATL) - 14% of one-stop connections • Houston George Bush Intcntl (IAH) - 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 to Cancún?
Yes. Being flexible with your travel dates can save you up to 14% on the Chicago to Cancún route. Tuesday is the cheapest departure day at $440 round-trip on average, while Thursday is the most expensive at $506, a difference of $66. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
At what point is a flight considered delayed from Chicago 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 to Cancún route, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 38 minutes.
How are flight departures from Chicago to Cancún spread across the day?
Morning is the busiest departure period on Chicago to Cancún flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.
What popular places can I visit in Cancún?
Some of the most popular sights in Cancún are Puerto Cancun, Nichupte Lagoon and Playa Delfines. These are among the most viewed places in Cancún on KAYAK.
How long is a flight from Chicago to Cancún?
A nonstop flight from Chicago to Cancún takes 3h 47m, covering 1,440 miles.
What are the earliest and latest flights from Chicago to Cancún?
These are the earliest and latest flight times available from Chicago to Cancún:
• Earliest: departs at 6:00 am and lands at 9:47 am • Latest: departs at 10:46 am and lands at 2:33 pm.
The flight takes about 3h 47m.
How expensive are last-minute Chicago to Cancún flights?
Last-minute fares on this route - booked within 2 weeks of departure - run 10% below the route average of $473. Booking late can sometimes save money on this route, but inventory is limited.
Do I need a passport to fly from Chicago 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 are flight prices from Chicago to Cancún looking right now?
One-way fares from Chicago to Cancún are currently lower than usual. Average one-way flight prices are about $150, which is 25% below the typical average for this route.
How does Spirit Airlines’s on-time performance compare to other airlines on Chicago to Cancún flights?
Spirit Airlines is slightly above the route average for timely arrivals, while Frontier has a lower on-time arrival rate. On-time arrival rates on Chicago to Cancún flights are:
• Spirit Airlines: 85% on time • Frontier: 82% on time • United Airlines: 82% on time
Overall, flights on this route are on time 79% of the time on average.
How do delay rates compare for morning and evening flights from Chicago 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.
How much time can I save by choosing a different layover airport from Chicago to Cancún?
Flying via New Orleans Louis Armstrong (MSY) gives the shortest average 1-stop total travel time at 5h 37m, compared with 6h 29m via Lambert-St Louis (STL) and 7h 03m via Detroit Metropolitan Wayne County (DTW).
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 $1 for economy cars. Top options include: · MEXRENTACAR · Hertz · America Car Rental · Budget · Europcar
How much should I expect to pay for a Chicago to Cancún flight?
Round-trip flights from Chicago to Cancún range from $351 to $609, with an average of $473 over the past 12 months. Anything below $351 counts as a good deal.
Which airlines offer Wi-Fi on Chicago to Cancún flights?
Two airlines offer in-flight Wi-Fi on Chicago 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.
Your guide to booking Chicago to Cancún flights
Get tips on when to book, when to fly and what to know before your trip.
If your dates can be flexible, aim for a Tuesday departure instead of Thursday. On this route, Tuesday flights average $440 - about $66 less than Thursday (13% savings) based on the last 12 months.
For the best chance at a low fare, aim to book around 3 weeks before you fly. On this route, that window historically saves about 4% versus last-minute pricing (KAYAK booking data, last 12 months).
If you can choose when to travel, plan your Chicago to Cancún trip for January. Fares historically average $366 round-trip in that month - typically $187 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, Spirit Airlines is the strongest pick on this route. 85% of Spirit Airlines flights from Chicago 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 hours 38 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 $262 round-trip on this route - about $218 less than direct flights (based on the last 12 months).
If you are looking for a place to relax before your flight to Cancun, there are a number of airlines that offer lounges at Chicago O'Hare International Airport. These include four United Club locations found in Terminals One and Two as well as three Admiral's Club locations found in Terminal Three.
If someone will be dropping you off before your flight to Cancun at Chicago Midway Airport, they can do so in front of any terminal concourse. When arriving at the airport, simply follow the signs to the departures area, which will lead you to the upper level roadway. All of the terminals are handicap accessible.
A unique feature of Cancun Airport is that in order to use a taxi service, it must be pre-arranged before your arrival. Taxis can be booked online and there are wheelchair-accessible taxis that are available if needed.
If you want to rent a car upon arrival in Cancun, you'll be glad to know that all of the major car rental companies operate at this location. The rental car center at Cancun Airport is the largest in the area and it's open 24h per day for your convenience. The car rental counters are found in the arrivals hall of Terminal 3.
For mothers that are nursing young children, Chicago O'Hare International Airport offers mother's rooms in each terminal building. All of the mother's rooms feature very comfortable seating, electrical outlets, a diaper changing surface, and a sink.
Just because you're traveling to the airport does not mean you need to leave your technology behind. The Chicago Midway Airport offers free Wi-Fi as well as several charging stations found throughout the terminal buildings and plenty of power outlets in waiting areas.
Travelers flying from Chicago to Cancun will be glad to know that Cancun International Airport (CUN) features multiple lounges accessible to any traveler, provided you pay for the day’s pass. They include Mera Business Lounges in Terminals 2, 3, and 4, Aeromexico Salon Premier in Terminal 2, and The Lounge by Global Lounge Network in Terminal 2.
If you are departing via Chicago Midway International Airport (MDW), remember that the facility features a road system connecting the terminal and the secure area. A pedestrian bridge offers an easy passage for travelers from one building to the other. Still, you’ll need clearance by the security before transiting from the terminal to the concourse.
Frontier Airlines flying between Chicago O’Hare International Airport (ORD) and Cancun International Airport (CUN) allows you to bring your four-legged friend in the cabin. Among the pets allowed in the cabin are rabbits, cats, and dogs. In addition, the pets must bear relevant health documentation and valid vaccination certificates, and you must lock them in their cages. Remember to check with the airline regarding any updates or changes in their pet policy.
Chicago Midway International Airport (MDW) sits about 10.7 miles from the city center of Chicago. Several public transportation options ply between the two destinations. However, the best way to get to MDW from downtown Chicago is via the Orange Line train. The train regularly runs along this stretch, covering the distance in about 25min.
For the prayerful travelers who want to have a private moment with their maker before their voyage from Chicago to Cancun, note that ORD has a dedicated prayer suite at your disposal. The chapel is tucked away from the noisy terminals in Terminal 2, Mezzanine level, atop Delta Air Lines ticket desks.
Prefer to fly direct from Chicago to Cancun?
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Cancun.
Find which airlines fly direct from Chicago to Cancun Airport, which days they fly and book direct flights.
Direct departures
Chicago to Cancun
Monday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Tuesday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Wednesday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Thursday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Friday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Saturday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Sunday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
See more direct flights
Direct returns
Cancun to Chicago
Monday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Tuesday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Wednesday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Thursday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Friday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Saturday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
Sunday
American Airlines,Southwest,United Airlines, +1 more
American Airlines,Southwest, +2 more
See more direct flights
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Other airlines flying from Chicago to Cancún
Flights from the other most popular airlines that fly from Chicago to Cancún according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
Cabin class types available on flights from Chicago to Cancún
Cabin classes available on flights from Chicago to Cancún. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from all airports within Chicago to Cancún. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
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