App
Customer Support
SGD
Search Bookings
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Latest Flight Deals from Cancun to Chicago

Book one-way or return flights from Cancun to Chicago from as little as SGD 143. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • CUN12:09
        4h 4m
        Direct
        ORD16:13
        Thu, Jul 25|Cancun - Chicago|Frontier Airlines
        SGD 143SGD 193
        26% OFF
        26% OFF
        SGD 193SGD 143
      • CUN10:35
        4h 12m
        Direct
        ORD14:47
        Tue, Jul 16|Cancun - Chicago|Spirit Airlines
        SGD 150SGD 193
        22% OFF
        22% OFF
        SGD 193SGD 150
      • CUN11:59
        4h 5m
        Direct
        ORD16:04
        Wed, Jul 10|Cancun - Chicago|Frontier Airlines
        SGD 151SGD 193
        22% OFF
        22% OFF
        SGD 193SGD 151
      • CUN10:35
        4h 12m
        Direct
        ORD14:47
        Tue, Jul 2|Cancun - Chicago|Spirit Airlines
        SGD 154
        SGD 154
      • CUN12:09
        4h 4m
        Direct
        ORD16:13
        Tue, Jul 23|Cancun - Chicago|Frontier Airlines
        SGD 155
        SGD 155
      • CUN12:18
        4h 3m
        Direct
        ORD16:21
        Wed, Aug 28|Cancun - Chicago|Frontier Airlines
        SGD 155
        SGD 155
      • CUN12:09
        4h 4m
        Direct
        ORD16:13
        Tue, Jul 9|Cancun - Chicago|Frontier Airlines
        SGD 155
        SGD 155
      • CUN10:35
        4h 12m
        Direct
        ORD14:47
        Thu, Jul 18|Cancun - Chicago|Spirit Airlines
        SGD 155
        SGD 155
      • CUN10:35
        4h 12m
        Direct
        ORD14:47
        Thu, Jul 11|Cancun - Chicago|Spirit Airlines
        SGD 156
        SGD 156
      • CUN12:18
        4h 3m
        Direct
        ORD16:21
        Thu, Aug 29|Cancun - Chicago|Frontier Airlines
        SGD 157
        SGD 157
      • CUN13:00
        3h 5m
        Direct
        CHI14:00
        Sat, Jul 6|Cancun - Chicago|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Cancun to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Cancun to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Cancun to Chicago

View airlines operating flights from Cancun to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From SGD 143
Spirit Airlines
From SGD 150
United Airlines
From SGD 180
American Airlines
From SGD 191
Avianca
From SGD 235
Volaris
From SGD 242
Aeromexico
From SGD 257
Sun Country Airlines
From SGD 282
Delta Air Lines
From SGD 292
Jetblue Airways
From SGD 308
ANA airlines

Find more flights and airlines

Alternative Routes from Cancun to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Cancun to Chicago.

  • Cheapest
    Frontier Airlines
    CUN
    12:09
    4h 4m
    Direct
    ORD
    16:13
    Cancún International Airport - O'Hare International Airport
    Thu, Jul 25Frontier Airlines
    SGD 143
  • Frontier Airlines
    CUN
    09:11
    11h 38m
    1 transfer
    MDW
    20:49
    Cancún International Airport - Midway International Airport
    Thu, Jul 4Frontier Airlines
    SGD 201
  • Frontier Airlines
    CUN
    08:40
    10h 39m
    1 transfer
    RFD
    19:19
    Cancún International Airport - Chicago Rockford International Airport
    Mon, Jul 15Frontier Airlines
    SGD 365
  • Frontier Airlines
    CUN
    08:40
    10h 39m
    1 transfer
    RFD
    19:19
    Cancún International Airport - Chicago Rockford International Airport
    Mon, Jul 15Frontier Airlines
    SGD 365
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Cancun (CUN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Cancun to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Cancun (CUN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around SGD 704.

  • How long does it take to fly from Cancun (CUN) to Chicago (CHI) and what is the distance?

    It takes around 4 hours 15 minutes to fly from Cancun (CUN) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Cancun (CUN) to Chicago (CHI)?

    Airlines with flights from Cancun (CUN) to Chicago (CHI): United Airlines, Southwest Airlines, Spirit Airlines, Frontier Airlines, American Airlines, Volaris, Emirates and Qatar Airways.

How to find a cheap flight from Cancun to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Cancun to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Cancun to Chicago

Cheapest nonstop flight price

SGD 142

Cheapest round-trip ticket price

SGD 257

Off-season for travel

February

Peak season for travel

August

Flight distance

2,318.16km

Average flight time

4 hours 15 minutes

Popular airline

American Airlines

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.