Book your flight from Cancún (CUN) to Chicago (ORD) at the best prices. Fares start from $686.
Cancún
CUN
→
Chicago
ORD
11/05/2025 – 11/12/2025
Cheap flight deals from Cancún to Chicago
Average price start from:
i
$223
Round-trip flights from Cancún to Chicago starting at $223. Book now for the best deals!
One-way from:
i
$93
One-way flights from Cancún to Chicago starting at $93. Great for flexible travel!
Cheapest day:
i
Wednesday
Wednesday is the cheapest day to fly from Cancún to Chicago. Save more by booking on this day!
Cheapest In:
i
$351
Aug 2025
Aug 2025 is the cheapest month to fly from Cancún to Chicago with prices starting at $351.
Find flight deals from Cancún to Chicago
Cheapest flights from Cancún to Chicago
ONEWAY FLIGHTS
LAST MINUTE
CHEAP FLIGHTS
BEST FLIGHTS
Explore the cheapest oneway flights from Cancún to Chicago spotted daily.
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$93
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$94
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$97
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
MKE
Unknown City
$107
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$112
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$115
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$116
Non-stop • 60 min
MID
Cancún
MID - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$127
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
MKE
Unknown City
$145
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
MKE
Unknown City
$155
Non-stop • 60 min
MID
Cancún
MID - Cancún • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$161
Non-stop • 60 min
CUN
Cancún
CUN - Cancún • 2025-11-05 • 09:00
Unknown
60 min
MKE
Unknown City
$164
Non-stop • 60 min
Price Trends & Analysis
Monthly Price Trends
Save the most on flights from Cancún to Chicago in January.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with cold winters averaging 20-30°F and warm summers between 70-85°F. The best times for comfortable travel are during late spring (May) and early fall (September to October), when temperatures are mild and precipitation is relatively low.
Rainfall
The best time to visit Chicago is during late spring (May to early June) or early fall (September to October) when the weather is mild and pleasant. These seasons also feature vibrant local events like the Chicago Blues Festival and the Chicago Gourmet, making it an ideal time for both sightseeing and cultural experiences.
Airlines at Chicago
Experience seamless travel from Cancún to Chicago with trusted airlines like Spirit Airlines, viva aerobus, Frontier Airlines, United Airlines. These carriers ensure reliable connections and flexible scheduling options for travelers.
Flight duration typically ranges around 10-15 hours, with most routes including one stopover in major aviation hubs. For your trip from Cancún to Chicago, these airlines offer modern amenities and professional service to make your journey comfortable and enjoyable.
Places to Visit in Chicago
Chicago, the Windy City, pulses with a vibrant energy that harmonizes stunning architecture and diverse neighborhoods. Marvel at the iconic skyline from the shores of Lake Michigan, then immerse yourself in the rich tapestry of history at the Art Institute and the historic Chicago Water Tower. Visitors can savor world-class cuisine, stroll along the picturesque Riverwalk, and experience the dynamic arts scene, all while feeling the heartbeat of a city that celebrates innovation and culture at every turn.
About Chicago
Travel to Chicago from Cancún for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Airlines Flying from Cancún to Chicago
Experience seamless travel from Cancún to Chicago with trusted airlines like Spirit Airlines, viva aerobus, Frontier Airlines, United Airlines. These carriers ensure reliable connections and flexible scheduling options for travelers.
Flight duration typically ranges around 10-15 hours, with most routes including one stopover in major aviation hubs. For your trip from Cancún to Chicago, these airlines offer modern amenities and professional service to make your journey comfortable and enjoyable.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Travel to Chicago from Cancún for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Places to Visit in Chicago
Chicago, the Windy City, pulses with a vibrant energy that harmonizes stunning architecture and diverse neighborhoods. Marvel at the iconic skyline from the shores of Lake Michigan, then immerse yourself in the rich tapestry of history at the Art Institute and the historic Chicago Water Tower. Visitors can savor world-class cuisine, stroll along the picturesque Riverwalk, and experience the dynamic arts scene, all while feeling the heartbeat of a city that celebrates innovation and culture at every turn.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Cancún to Chicago
Experience seamless travel from Cancún to Chicago with trusted airlines like Spirit Airlines, viva aerobus, Frontier Airlines, United Airlines. These carriers ensure reliable connections and flexible scheduling options for travelers.
Flight duration typically ranges around 10-15 hours, with most routes including one stopover in major aviation hubs. For your trip from Cancún to Chicago, these airlines offer modern amenities and professional service to make your journey comfortable and enjoyable.
Frequently Asked Questions
What's the lowest price for flights from Cancún to Chicago?
You can find flights starting from $93. For better deals, book during January and choose Wednesday departures.
How long is the journey from Cancún to Chicago?
The average flight time is about 10-15 hours, with most routes including one stopover for better pricing and comfort.
What airlines operate flights on this route?
Several airlines serve this route including Spirit Airlines, viva aerobus, Frontier Airlines. Research current schedules and compare prices for the best deal.
How far in advance should I book?
For the best prices, book 2-3 months ahead and consider traveling during January when prices are typically lower.
What accommodation options are near ORD Airport?
ORD Airport has several nearby hotels with shuttle services, making it convenient for travelers with early or late flights.
What attractions can I visit in Chicago?
Chicago features a wonderful combination of historical sites and modern attractions. The best time to visit is during pleasant weather months for optimal sightseeing.
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