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Flight Deals from Cancun to Chicago O Hare Airport from $120

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Stops

  • Nonstop
    from $233
  • Up to 1 stop
    $308

Airlines

  • Aeromexico
    $325
  • American Airlines
    $336
  • Delta Air Lines
    $325
  • Frontier Airlines
    $233
  • JetBlue
    $456
  • Spirit Airlines
    $302
  • United Airlines
    $308

Cabin Class

  • Economy
    $233

Departure Airports

  • Cancún International Airport
    $233

Arrival Airports

  • Chicago O Hare Airport
    $233

Layover Airports

  • Charlotte Douglas International Airport
    $366
  • Dallas Fort Worth International Airport
    $336
  • Denver International Airport
    $355
  • Detroit Metropolitan Airport
    $325
  • Fort Lauderdale Hollywood International Airport
    $311
  • General Edward Lawrence Logan International Airport
    $456
  • George Bush Intercontinental Houston Airport
    $308
  • Hartsfield Jackson Atlanta International Airport
    $325
  • Licenciado Benito Juarez International Airport
    $377
  • Miami International Airport
    $336
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $325
  • New York John F Kennedy Airport
    $456
  • Orlando International Airport
    $354

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Frontier Airlines Logo
Frontier Airlines

07/30/25

CUN
4h 1m
Direct

07/30/25

ORD
Frontier Airlines Logo
Frontier Airlines

08/13/25

ORD
3h 55m
Direct

08/13/25

CUN
$233
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/29/25

CUN
4h 3m
Direct

07/29/25

ORD
Spirit Airlines Logo
Spirit Airlines

08/12/25

ORD
3h 31m
Direct

08/12/25

CUN
$302
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/15/25

CUN
4h 3m
Direct

07/15/25

ORD
Spirit Airlines Logo
Spirit Airlines

07/29/25

ORD
3h 31m
Direct

07/29/25

CUN
$302
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

07/29/25

CUN
6h 51m
IAH

07/29/25

ORD
United Airlines Logo
United Airlines

08/12/25

ORD
3h 46m
Direct

08/12/25

CUN
$308
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/29/25

CUN
4h 3m
Direct

07/29/25

ORD
Spirit Airlines Logo
Spirit Airlines

08/12/25

ORD
6h 28m
FLL

08/12/25

CUN
$311
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

07/22/25

CUN
7h 30m
ATL

07/22/25

ORD
Aeromexico Logo
Aeromexico

08/05/25

ORD
7h 15m
ATL

08/05/25

CUN
$325
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

08/02/25

CUN
6h 34m
ATL

08/02/25

ORD
Aeromexico Logo
Aeromexico

08/08/25

ORD
7h 1m
MSP

08/08/25

CUN
$325
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

07/15/25

CUN
8h 54m
ATL

07/15/25

ORD
Delta Air Lines Logo
Delta Air Lines

07/29/25

ORD
5h 50m
DTW

07/29/25

CUN
$325
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

07/31/25

CUN
8h 34m
ATL

08/01/25

ORD
Aeromexico Logo
Aeromexico

08/05/25

ORD
5h 50m
ATL

08/05/25

CUN
$325
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

07/31/25

CUN
8h 34m
ATL

08/01/25

ORD
Delta Air Lines Logo
Delta Air Lines

08/05/25

ORD
5h 50m
ATL

08/05/25

CUN
$325
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

07/30/25

CUN
4h 2m
Direct

07/30/25

ORD
United Airlines Logo
United Airlines

08/13/25

ORD
3h 53m
Direct

08/13/25

CUN
$326
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

08/06/25

CUN
7h 56m
MIA

08/06/25

ORD
American Airlines Logo
American Airlines

08/20/25

ORD
3h 40m
Direct

08/20/25

CUN
$336
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

07/29/25

CUN
6h 53m
DFW

07/30/25

ORD
American Airlines Logo
American Airlines

08/12/25

ORD
3h 40m
Direct

08/12/25

CUN
$336
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

08/06/25

CUN
6h 51m
IAH

08/06/25

ORD
United Airlines Logo
United Airlines

08/20/25

ORD
3h 45m
Direct

08/20/25

CUN
$341
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/31/25

CUN
4h 3m
Direct

07/31/25

ORD
Spirit Airlines Logo
Spirit Airlines

08/05/25

ORD
6h 28m
FLL

08/05/25

CUN
$354
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/22/25

CUN
7h 35m
MCO

07/22/25

ORD
Spirit Airlines Logo
Spirit Airlines

08/05/25

ORD
3h 31m
Direct

08/05/25

CUN
$354
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

07/28/25

CUN
10h 20m
DEN

07/29/25

ORD
United Airlines Logo
United Airlines

08/11/25

ORD
3h 46m
Direct

08/11/25

CUN
$355
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

07/30/25

CUN
10h 20m
DEN

07/31/25

ORD
United Airlines Logo
United Airlines

08/13/25

ORD
3h 46m
Direct

08/13/25

CUN
$360
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

07/15/25

CUN
6h 53m
DFW

07/16/25

ORD
American Airlines Logo
American Airlines

07/29/25

ORD
6h 26m
DFW

07/29/25

CUN
$366
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

07/29/25

CUN
9h 3m
MIA

07/29/25

ORD
American Airlines Logo
American Airlines

08/12/25

ORD
7h 55m
CLT

08/12/25

CUN
$366
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

08/06/25

CUN
8h 40m
MIA

08/06/25

ORD
American Airlines Logo
American Airlines

08/20/25

ORD
7h 10m
MIA

08/20/25

CUN
$366
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

08/09/25

CUN
8h 15m
MEX

08/09/25

ORD
Aeromexico Logo
Aeromexico

08/18/25

ORD
8h 8m
ATL

08/18/25

CUN
$377
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

07/18/25

CUN
10h 9m
ATL

07/19/25

ORD
Delta Air Lines Logo
Delta Air Lines

08/01/25

ORD
5h 50m
DTW

08/01/25

CUN
$377
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

07/21/25

CUN
4h 1m
Direct

07/21/25

ORD
Frontier Airlines Logo
Frontier Airlines

08/04/25

ORD
3h 55m
Direct

08/04/25

CUN
$381
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

07/21/25

CUN
6h 41m
CLT

07/21/25

ORD
American Airlines Logo
American Airlines

08/04/25

ORD
8h 17m
CLT

08/04/25

CUN
$386
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

08/14/25

CUN
6h 20m
ATL

08/14/25

ORD
Delta Air Lines Logo
Delta Air Lines

08/28/25

ORD
11h 54m
MEX

08/28/25

CUN
$397
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

07/15/25

CUN
10h 48m
MCO

07/15/25

ORD
Spirit Airlines Logo
Spirit Airlines

07/29/25

ORD
6h 28m
FLL

07/29/25

CUN
$407
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

07/21/25

CUN
7h 23m
MSP

07/21/25

ORD
Aeromexico Logo
Aeromexico

08/04/25

ORD
5h 50m
ATL

08/04/25

CUN
$437
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

07/15/25

CUN
17h 20m
BOS

07/16/25

ORD
JetBlue Logo
JetBlue

07/29/25

ORD
11h 30m
JFK

07/29/25

CUN
$456
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

07/28/25

CUN
17h 20m
BOS

07/29/25

ORD
JetBlue Logo
JetBlue

08/11/25

ORD
11h 30m
JFK

08/11/25

CUN
$502
Free cancellation within 83 hours of booking

Top Deals on flights from Cancun to Chicago O Hare Airport

Cancun, MX (CUN) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 16

CUN
3h 57m
Direct

May 16

ORD

as low as

$120

Cancun, MX (CUN) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 16

CUN
4h 1m
Direct

May 16

ORD

as low as

$129

Cancun, MX (CUN) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 15

CUN
4h 2m
Direct

May 15

ORD

as low as

$136

Cancun, MX (CUN) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 9

CUN
11h 47m
FLL

May 10

ORD

as low as

$147

Cancun, MX (CUN) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

May 10

CUN
10h
IAH

May 10

ORD

as low as

$147

Cancun, MX (CUN) - Chicago, US (CHI)

 Logo

Jun 2

CUN
3h 57m
Direct

Jun 2

ORD

as low as

$153

Cancun, MX (CUN) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jul 31

CUN
4h
Direct

Jul 31

ORD

as low as

$162

Cancun, MX (CUN) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

Jul 31

CUN
10h 9m
ATL

Aug 1

ORD

as low as

$168

Cancun, MX (CUN) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

Aug 21

CUN
10h 22m
MEX

Aug 21

ORD

as low as

$168

Cancun, MX (CUN) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jul 7

CUN
8h 15m
MEX

Jul 7

ORD

as low as

$168

Cancun, MX (CUN) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 6

CUN
14h 17m
MCO

Jun 6

ORD

as low as

$172

Cancun, MX (CUN) - Chicago, US (CHI)

 Logo

Jul 31

CUN
8h 34m
ATL

Aug 1

ORD

as low as

$173

Frequently Asked Questions

What is the typical flight duration from Cancun to Chicago O Hare Airport?
The typical flight duration from Cancun to Chicago O Hare Airport usually ranges from 4 to 5 hours for a direct flight, although flights with layovers can extend the travel time to 6 or 7 hours. Weather conditions and air traffic may also affect the overall journey duration. When planning your itinerary from Cancun, consider checking multiple flight options and booking in advance to secure the best schedule and rates for your trip to Chicago.
Are there any direct flights from Cancun to Chicago O Hare Airport?
Yes, there are direct flights available from Cancun to Chicago O Hare Airport provided by a few select carriers. Direct options generally offer a straightforward travel experience and minimize overall transit time. However, availability might vary depending on the season and airline schedules, so it is recommended to compare several flight providers and book early. This can ensure a more predictable travel plan when flying from Cancun to Chicago, allowing for a less stressful journey.
What are the best transportation options from Chicago O Hare Airport to downtown Chicago?
To travel from Chicago O Hare Airport to downtown Chicago, you have a range of options. The CTA Blue Line provides an economical service with fares typically ranging from $5 to $8, taking about 40 to 50 minutes. Taxis and rideshare services offer convenience with costs generally between $30 to $50 depending on traffic. Additionally, shuttle services and rental cars are available, providing flexible travel for those who prefer a direct route from the airport to your destination.
What are the must-see attractions in Chicago for travelers arriving from Cancun?
Chicago offers a vibrant mix of historical, cultural, and architectural attractions for visitors arriving from Cancun. Must-see locations include Millennium Park, home to the iconic Cloud Gate sculpture, and the Art Institute of Chicago, renowned for its diverse collections. The Navy Pier provides excellent dining and entertainment options. Additionally, the historic architecture along the Chicago River and the deep-dish pizza culture present unique local experiences. Such landmarks help bridge the travel experience from Cancun to this dynamic Midwestern metropolis.
What are the best dining options in Chicago for visitors from Cancun?
Chicago’s culinary scene is diverse and offers numerous options for food lovers coming from Cancun. The city is famous for its deep-dish pizza, with iconic spots ranging in price from $15 to $30 per meal. For upscale dining, you can explore gourmet restaurants offering contemporary American cuisine with prices between $40 to $70 per entrée. Food markets and ethnic eateries, especially in neighborhoods like Pilsen, also provide vibrant experiences that blend local flavors with international cuisines, catering to a wide range of budgets and tastes.
Is there a specific time of year when Chicago is best visited by travelers from Cancun?
Yes, many travelers find that visiting Chicago during the late spring to early fall, approximately from May to September, offers optimal weather and a range of outdoor events. During this period, temperatures are moderate, making it ideal for exploring urban parks and lakeside promenades. Additionally, seasonal festivals and outdoor concerts add extra appeal. Despite Cancun’s warm climate, Chicago’s varying seasons provide a refreshing change with lively cultural and culinary experiences that highlight the city’s dynamic character.
What are the top cultural experiences in Chicago for travelers coming from Cancun?
Chicago boasts a vibrant cultural scene with numerous experiences that cater to travelers from Cancun. Popular attractions include world-class museums such as the Field Museum and the Museum of Science and Industry, where exhibits range from ancient history to modern innovations. Additionally, the city's theater district offers Broadway-quality performances and local productions, while neighborhoods like Pilsen celebrate Latino culture with murals, art galleries, and community events. These cultural hubs provide enriching experiences that deepen your connection to the diverse heritage of Chicago.
Are there any family-friendly activities in Chicago for travelers from Cancun?
Yes, Chicago is well-equipped with family-friendly activities that appeal to travelers from Cancun. Notable options include interactive exhibits at the Shedd Aquarium and the Field Museum, both offering engaging educational experiences for younger visitors. Millennium Park hosts seasonal events and recreational spaces where families can enjoy outdoor activities. Additionally, the Zoo, accessible via affordable transportation options, provides a day of adventure. These attractions are designed to offer fun and enriching experiences for all age groups, ensuring a memorable family trip to Chicago.
What are the best shopping areas in Chicago for visitors arriving from Cancun?
Chicago offers a variety of shopping experiences that cater to diverse tastes for visitors arriving from Cancun. The Magnificent Mile is celebrated for its upscale retail stores and designer boutiques with items ranging from $50 to several hundred dollars. For more eclectic and unique finds, neighborhoods like Wicker Park and the boutiques near Lincoln Park provide affordable and trendy local fashion, with prices typically ranging from $20 to $100. These areas offer a blend of luxury shopping and local charm, making them perfect for discovering gifts and souvenirs.
What health precautions should travelers from Cancun consider before visiting Chicago?
Travelers from Cancun visiting Chicago should consider a few important health precautions. Ensure that routine vaccinations are up to date, and check for seasonal flu recommendations as Chicago’s climate can vary dramatically. It is advisable to carry any regular medications in their original packaging and consider travel insurance covering healthcare. During colder months, proper cold-weather gear is essential to prevent seasonal illnesses. Additionally, while Chicago’s medical facilities are well-equipped, having a list of nearby clinics and hospitals is a useful precaution for a smooth visit.
What are the customs requirements for travelers flying from Cancun to Chicago O Hare Airport?
Traveling from Cancun to Chicago O Hare Airport requires adherence to U.S. customs and immigration protocols. Travelers must complete a customs declaration upon arrival, and it is important to have all necessary documentation such as a valid passport and any required visas. For items purchased abroad, be prepared to declare purchases above the duty-free allowances, which can range from $800 to $1,000 depending on personal circumstances. It is advisable to review U.S. customs guidelines prior to travel and to keep receipts for higher value items for a smoother entry process.
What are the best budget-friendly hotels in Chicago for travelers from Cancun?
Budget-conscious travelers from Cancun visiting Chicago have several reliable hotel options near downtown and public transit hubs. Prices for budget-friendly hotels typically range from $80 to $150 per night. Consider options like boutique hotels in neighborhoods such as River North or hostels near the Loop, which offer comfortable accommodations with essential amenities. Always check recent reviews and package deals on booking platforms to secure the best rates. Additionally, proximity to CTA transit links can help minimize overall travel expenses while exploring the city.
Are there any seasonal events in Chicago that travelers from Cancun should not miss?
Yes, Chicago hosts a variety of seasonal events that are highly recommended for travelers from Cancun. During the summer, festivals like the Taste of Chicago and Lollapalooza provide vibrant cultural and culinary experiences, with events typically costing between $30 to $100 for entry or tickets. In addition, winter offers activities such as holiday markets and ice skating at Millennium Park, which are both festive and affordable. These seasonal events highlight Chicago’s rich cultural tapestry and provide opportunities to enjoy local traditions and community celebrations.
What unique airport amenities are available at Chicago O Hare Airport for travelers arriving from Cancun?
Chicago O Hare Airport provides a range of unique amenities designed to enhance the travel experience for visitors arriving from Cancun. Passengers can enjoy modern lounges, diverse dining options with meals ranging from $10 to $30, and high-speed Wi-Fi access throughout the facility. The airport also offers art installations and retail shops that cater to various tastes. Additionally, services such as baggage assistance and efficient customs processing aim to streamline the arrival procedure, ensuring that travelers benefit from a comfortable and modern environment upon landing.
What are the best solo travel activities in Chicago for travelers coming from Cancun?
Solo travelers from Cancun will find Chicago rich with engaging activities designed for individual exploration. The city’s museums, such as the Art Institute and the Field Museum, offer immersive experiences that can be enjoyed at your own pace, generally costing between $20 to $40 in admission fees. Taking a self-guided architectural boat tour or exploring eclectic neighborhoods like Wicker Park provides deep local insights. Additionally, joining a local walking tour can be a secure way to meet new people while discovering hidden gems of the city, ensuring an enriching and safely navigable personal adventure.

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