Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
ORDCUNSat, 03 Oct
Fare checked before payment No hidden charges Transparent cancellation policy 24×7 booking support
Lowest fareUS$214Air Canada
Fastest3h 40mgate to gate
Options found129flights on this route
Find your flightORD → CUN
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
Prices in USD
129 flight options
Fares are checked again before payment.
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Av. López Portillo y Torcasita,sm63, mz22 L-11, 77513
Room availability is checked live
$31per night+ taxes if applicable
1 Night • 3 Star
3.0Very GoodLive availability
Caribe Internacional
Av. Yaxchilan and Sunyaxchen #36 - #37,SM 24, 77509
Room availability is checked live
$32per night+ taxes if applicable
1 Night • 3 Star
5.0Very GoodLive availability
Pachamaya Holistic Wellness & Spa
Avenida Uxmal Lote 19 ,
Room availability is checked live
$33per night+ taxes if applicable
1 Night • 5 Star
3.0Very GoodLive availability
Suites Gaby
Av. Sunyaxchen Lote 46 y 47 Mza 2,Supermanzana 25, 77509
Room availability is checked live
$35per night+ taxes if applicable
1 Night • 3 Star
AA
American Airlines
AA-1559
18:00
2026-10-03
CHICAGO (ORD)O Hare International
18H :50 M
1 Stop
DFW
· 13h 11m Dallas (DFW), United States
12:50
2026-10-04
Cancun (CUN)Cancun
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$283
Flight DetailsORD to CUN - 18H :50 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 2 Pieces
$328
Flight DetailsORD to CUN - 18H :50 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
AA
American Airlines
AA-3794
18:50
2026-10-03
CHICAGO (ORD)O Hare International
18H :00 M
1 Stop
DFW
· 12h 26m Dallas (DFW), United States
12:50
2026-10-04
Cancun (CUN)Cancun
Non Refundable 5 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$283
Flight DetailsORD to CUN - 18H :00 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 2 Pieces
$328
Flight DetailsORD to CUN - 18H :00 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
AA
American Airlines
AA-3794
18:50
2026-10-03
CHICAGO (ORD)O Hare International
19H :07 M
1 Stop
DFW
· 13h 37m Dallas (DFW), United States
13:57
2026-10-04
Cancun (CUN)Cancun
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$283
Flight DetailsORD to CUN - 19H :07 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 2 Pieces
$328
Flight DetailsORD to CUN - 19H :07 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
United Airlines
UA-2666
05:00
2026-10-03
CHICAGO (ORD)O Hare International
7H :58 M
1 Stop
DEN
· 1h 22m Denver (DEN), United States
12:58
2026-10-03
Cancun (CUN)Cancun
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
$335
Flight DetailsORD to CUN - 7H :58 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
$395
Flight DetailsORD to CUN - 7H :58 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
Up to 120 of 129 options on this route. Open the full search to see them all with every filter.
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Today's Airfare Highlights
Selected flight highlights for 03 Oct 2026.
Lowest fare$214Air Canada07:09
Earliest departure$335United Airlines05:00
Shortest duration$388United Airlines10:46
Night
00:00-05:59
$335United Airlines at 05:00Morning
06:00-11:59
$214Air Canada at 07:09Afternoon
12:00-17:59
$214Air Canada at 14:15Evening
18:00-23:59
$214Air Canada at 20:40
Departure & Arrival Airport Details
Chicago (ORD)
O Hare International
USA
Cancun (CUN)
Cancun
Mexico
Flights shown for 03 Oct 2026. View all flights opens the complete search result.
Airlines flying from Chicago to Cancun
Compare fares, stops, baggage and refundability across the airlines flying this route.
UN
United Airlines Flights
from $33547 flights
Fares from
$335
Non-stop
2 in these results
Departures
47 — compare timings in the list above
AM
American Airlines Flights
from $27838 flights
Fares from
$278
Non-stop
1 in these results
Departures
38 — compare timings in the list above
DE
Delta Air Lines Flights
from $39323 flights
Fares from
$393
Non-stop
None in these results
Departures
23 — compare timings in the list above
AI
Air Canada Flights
from $21421 flights
Fares from
$214
Non-stop
None in these results
Departures
21 — compare timings in the list above
Route Overview & Flight Facts
Fastest flight duration
3h 40m · United Airlines
First departure of the day
05:00 · United Airlines
Last departure of the day
22:00 · United Airlines
Options in this snapshot
129
Direct / non-stop options
3
Airport codes
Chicago–ORD, Cancun–CUN
Fares and timings are indicative — the exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
Around 129 flights appear in the dated route snapshot, including 3 non-stop options. Departures run through the day — the first flight leaves around 05:00 and the last around 22:00. The fastest flight takes about 3h 40m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Morning from $214, Afternoon from $214, Evening from $214, Night from $335. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares — prices update continuously with airline inventory.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
How to Book Cheap Flights on FlyX
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2
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Sort or filter the Chicago–Cancun results by price, departure time, stops and airline.
3
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4
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5
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Destination & City Travel Guide
About Chicago
Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.
Read more about Chicago
Airports
Chicago is served by two major airports: • O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago • Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center
Hotels and Restaurants
Chicago offers a wide range of accommodation options to suit every budget: • The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan • The Drake Hotel - Historic hotel with elegant rooms and top-notch service • Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor • HI Chicago Hostel - Budget-friendly option with modern amenities
When it comes to dining, Chicago is a food lover's paradise: • Alinea - Renowned for its innovative and artistic dishes • Lou Malnati's Pizzeria - Famous for its deep-dish pizza • Girl & the Goat - Popular spot for creative small plates • Portillo's - Iconic for its Chicago-style hot dogs
Transportation
Getting around Chicago is convenient with various transportation options: • Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains • Metra - Commuter rail system connecting the suburbs to the city • Taxis and Rideshares - Widely available across the city • Divvy Bikes - Bike-sharing program with numerous docking stations
Must-See Places
Chicago boasts numerous attractions that should not be missed: • Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean) • The Art Institute of Chicago - Houses an impressive collection of artworks • Navy Pier - Entertainment hub with rides, restaurants, and shops • Willis Tower Skydeck - Offers breathtaking views from the 103rd floor • Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
Climate
Chicago experiences a continental climate with distinct seasons: • Winter (December to February) - Cold and snowy, ideal for winter sports • Spring (March to May) - Mild temperatures and blooming flowers • Summer (June to August) - Warm and humid, perfect for outdoor activities • Autumn (September to November) - Cool and crisp, great for sightseeing
The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.
Why Book Your Flight with FlyX?
Compare the available Chicago to Cancun options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
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Frequently Asked Questions
Is it worth booking Chicago to Cancun flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. Across the dates currently loaded for Chicago to Cancun, Saturday shows the lowest fare at $214. That is an observed snapshot for these dates, not a rule that holds every week.
How far is Chicago from Cancun by air?
The flying distance depends on the routing the airline selects. The live flight cards above show duration and stop details for each result.
Are there non-stop flights from ORD to CUN?
Yes. 3 non-stop flights are showing on Chicago to Cancun for the dates currently loaded. Use the Stops filter to see only those.
Which airlines fly Chicago to Cancun?
United Airlines, American Airlines, Delta Air Lines and Air Canada are showing on this route for the dates currently loaded. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from Chicago to Cancun?
The quickest non-stop Chicago to Cancun flight currently loaded takes about 3h 40m. Across the non-stop options showing, block time ranges from 3h 40m to 3h 49m. Journeys with a stop take longer, since the total includes the layover.
What is the baggage allowance on Chicago to Cancun flights?
Allowance is set by the airline and the fare you pick, not by the route. Fares showing right now include 1 Pieces. Cabin baggage is counted separately, and the exact allowance for the fare you choose is shown in the fare conditions before payment.
What is the cheapest Chicago to Cancun flight fare?
The lowest fare showing on Chicago to Cancun for the dates currently loaded is $214. Fares on the same dates run up to $1,109, depending on airline, timing and fare type. Airline pricing moves continuously, so treat this as a dated observation rather than a fixed price.
What time do Chicago to Cancun flights depart?
For the dates currently loaded the first departure is around 05:00 and the last is around 22:00, local time at Chicago. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay - if it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes ORD–CUN, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price — run a search to see what is available for your own dates.
Last checked .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The ORD to CUN cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
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Lowest Chicago to Cancun airfare today, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare Today
$214
03/10/2026
Air Canada
07:09
Cheapest Airfare Within 30 Days
$210
12/10/2026
Air Canada
07:09
Cheapest Airfare Within 90 Days
$203
11/12/2026
Air Canada
07:09
Book Chicago to Cancun Flight Tickets on FlyX
Planning to fly from Chicago to Cancun? FlyX lets you compare flight rates, airline timings, layovers, and baggage allowances all in one simple list. From quick non-stop routes to flexible connecting options, finding and booking cheap air tickets has never been easier.
Chicago to Cancun Flight Schedule and Timing
Around 129 flights operate on this route, providing plenty of choices for your travel window. The earliest morning flight departs from Chicago at 05:00, while the last night flight leaves at 22:00. Flights depart from O Hare International and land at Cancun.
Flight Route Details & Analysis
Flight Details
Information
Route
Chicago to Cancun
Flight Duration
3H :40 M - 29H :48 M
Airport Codes
Chicago - ORD, Cancun - CUN
Total Flights Available
129 flights (3 direct)
First Flight Departure
Departs at 05:00
Last Flight Departure
Departs at 22:00
Early Morning Flights (12 AM - 8 AM)
51 direct/indirect flights
Morning Flights (8 AM - 12 PM)
17 direct/indirect flights
Afternoon Flights (12 PM - 4 PM)
14 direct/indirect flights
Evening Flights (4 PM - 8 PM)
31 direct/indirect flights
Night Flights (8 PM - 12 AM)
16 direct/indirect flights
Airport Information & Terminals
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
CUN: Cancun airport. Airport access in Cancun depends on arrival time, terminal, hotel location and local traffic. Confirm the airport name on the ticket, then choose between official taxi, app cab, airport bus, rail or hotel transfer based on luggage and time of day.
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O Hare International
Cancun