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Flight Deals from Guadalajara to Chicago from $147

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Stops

  • Nonstop
    from $287
  • Up to 1 stop
    $479
  • Up to 2 stops
    $484

Airlines

  • Aeromexico
    $479
  • Air Canada
    $997
  • Alaska Airlines
    $745
  • American Airlines
    $577
  • COPA Airlines
    $1306
  • Delta Air Lines
    $489
  • United Airlines
    $504
  • Viva Aerobus
    $287

Cabin Class

  • Economy
    $287

Departure Airports

  • Don Miguel Hidalgo Y Costilla International Airport
    $287

Arrival Airports

  • Chicago O Hare Airport
    $287

Layover Airports

  • Cancún International Airport
    $997
  • Dallas Fort Worth International Airport
    $577
  • General Mariano Escobedo International Airport
    $1075
  • George Bush Intercontinental Houston Airport
    $504
  • Hartsfield Jackson Atlanta International Airport
    $484
  • Licenciado Benito Juarez International Airport
    $479
  • Los Angeles International Airport
    $745
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $499
  • Norman Y. Mineta San Jose International Airport
    $1197
  • Phoenix Sky Harbor International Airport
    $577
  • Portland International Airport
    $1197
  • Seattle Tacoma International Airport
    $745
  • Tocumen International Airport
    $1306
  • Toronto Pearson Airport
    $997

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On average save $240 per traveler
Viva Aerobus Logo
Viva Aerobus

09/11/25

GDL
5h 5m
Direct

09/12/25

ORD
Viva Aerobus Logo
Viva Aerobus

09/16/25

ORD
3h 10m
Direct

09/16/25

GDL
$287
Free cancellation within 83 hours of booking
Viva Aerobus Logo
Viva Aerobus

09/19/25

GDL
5h 5m
Direct

09/20/25

ORD
Viva Aerobus Logo
Viva Aerobus

09/23/25

ORD
3h 10m
Direct

09/23/25

GDL
$287
Free cancellation within 83 hours of booking
Viva Aerobus Logo
Viva Aerobus

09/03/25

GDL
5h 5m
Direct

09/04/25

ORD
Viva Aerobus Logo
Viva Aerobus

09/11/25

ORD
3h 10m
Direct

09/11/25

GDL
$317
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

08/30/25

GDL
12h 20m
MEX

08/30/25

ORD
Aeromexico Logo
Aeromexico

09/03/25

ORD
7h 26m
MEX

09/03/25

GDL
$479
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/26/25

GDL
11h 31m
MEX

09/27/25

ORD
Aeromexico Logo
Aeromexico

09/30/25

ORD
6h 21m
MEX

09/30/25

GDL
$484
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

08/30/25

GDL
10h 17m
MEX

08/30/25

ORD
Aeromexico Logo
Aeromexico

09/03/25

ORD
9h 1m
ATL
MEX

09/03/25

GDL
$484
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/12/25

GDL
10h 7m
MEX

09/13/25

ORD
Aeromexico Logo
Aeromexico

09/16/25

ORD
7h 26m
MEX

09/16/25

GDL
$484
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

09/11/25

GDL
8h 10m
MEX

09/12/25

ORD
Delta Air Lines Logo
Delta Air Lines

09/16/25

ORD
10h 49m
ATL
MEX

09/16/25

GDL
$489
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/18/25

GDL
11h 31m
MEX

09/19/25

ORD
Aeromexico Logo
Aeromexico

10/01/25

ORD
10h 49m
ATL
MEX

10/01/25

GDL
$489
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

09/18/25

GDL
8h 35m
MEX

09/19/25

ORD
Delta Air Lines Logo
Delta Air Lines

10/01/25

ORD
10h 49m
ATL
MEX

10/01/25

GDL
$489
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/26/25

GDL
11h 31m
MEX

09/27/25

ORD
Aeromexico Logo
Aeromexico

09/30/25

ORD
11h 49m
ATL
MEX

09/30/25

GDL
$489
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

09/11/25

GDL
8h 10m
MEX

09/12/25

ORD
Delta Air Lines Logo
Delta Air Lines

09/16/25

ORD
5h 35m
ATL

09/16/25

GDL
$489
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/12/25

GDL
12h 40m
MEX
ATL

09/12/25

ORD
Aeromexico Logo
Aeromexico

09/17/25

ORD
10h 49m
MSP
MEX

09/17/25

GDL
$499
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

09/10/25

GDL
10h 11m
IAH

09/10/25

ORD
United Airlines Logo
United Airlines

09/15/25

ORD
16h 29m
IAH

09/16/25

GDL
$504
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

09/11/25

GDL
9h 45m
IAH

09/12/25

ORD
United Airlines Logo
United Airlines

09/15/25

ORD
16h 29m
IAH

09/16/25

GDL
$504
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

09/22/25

GDL
10h 11m
IAH

09/22/25

ORD
United Airlines Logo
United Airlines

09/26/25

ORD
6h 24m
IAH

09/26/25

GDL
$504
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

09/12/25

GDL
11h 2m
PHX

09/13/25

ORD
American Airlines Logo
American Airlines

09/15/25

ORD
14h 24m
PHX

09/16/25

GDL
$577
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

09/22/25

GDL
8h 6m
DFW

09/22/25

ORD
American Airlines Logo
American Airlines

09/26/25

ORD
7h 35m
PHX

09/26/25

GDL
$577
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

09/11/25

GDL
8h 6m
DFW

09/11/25

ORD
American Airlines Logo
American Airlines

09/15/25

ORD
11h 53m
DFW

09/16/25

GDL
$577
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/02/25

GDL
11h 31m
MEX

09/03/25

ORD
Aeromexico Logo
Aeromexico

09/16/25

ORD
10h 49m
MSP
MEX

09/16/25

GDL
$582
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

09/02/25

GDL
13h 47m
MEX
ATL

09/02/25

ORD
Aeromexico Logo
Aeromexico

09/16/25

ORD
10h 49m
MSP
MEX

09/16/25

GDL
$592
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

09/22/25

GDL
32h 4m
LAX
SEA

09/23/25

ORD
Alaska Airlines Logo
Alaska Airlines

09/26/25

ORD
32h 25m
SEA
LAX

09/27/25

GDL
$745
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

09/04/25

GDL
15h 8m
LAX
SEA

09/05/25

ORD
Alaska Airlines Logo
Alaska Airlines

09/11/25

ORD
23h 25m
SEA
LAX

09/12/25

GDL
$801
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

09/03/25

GDL
32h 4m
LAX
SEA

09/04/25

ORD
Alaska Airlines Logo
Alaska Airlines

09/11/25

ORD
21h
SEA
LAX

09/12/25

GDL
$804
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

09/16/25

GDL
20h 19m
CUN
YYZ

09/17/25

ORD
Air Canada Logo
Air Canada

09/21/25

ORD
17h 40m
YYZ
MEX

09/22/25

GDL
$997
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

09/03/25

GDL
13h 29m
MTY
YYZ

09/03/25

ORD
Air Canada Logo
Air Canada

09/11/25

ORD
10h 20m
YYZ
MTY

09/12/25

GDL
$1075
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

09/19/25

GDL
13h 45m
MEX
YYZ

09/20/25

ORD
Air Canada Logo
Air Canada

09/23/25

ORD
17h 40m
YYZ
MEX

09/24/25

GDL
$1105
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

09/22/25

GDL
21h
LAX
SJC

09/23/25

ORD
United Airlines Logo
United Airlines

09/26/25

ORD
24h 38m
PDX
LAX

09/27/25

GDL
$1197
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

08/30/25

GDL
13h 32m
PTY

08/30/25

ORD
COPA Airlines Logo
COPA Airlines

09/06/25

ORD
14h 33m
PTY

09/06/25

GDL
$1306
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

09/26/25

GDL
13h 32m
PTY

09/26/25

ORD
COPA Airlines Logo
COPA Airlines

09/30/25

ORD
14h 33m
PTY

09/30/25

GDL
$1329
Free cancellation within 83 hours of booking

Top Deals on flights from Guadalajara to Chicago

Guadalajara, MX (GDL) - Chicago, US (CHI)

Viva Aerobus Logo
Viva Aerobus

Aug 30

GDL
5h 5m
Direct

Aug 31

ORD

as low as

$147

Guadalajara, MX (GDL) - Chicago, US (CHI)

 Logo

Jun 27

GDL
5h 8m
Direct

Jun 27

ORD

as low as

$186

Guadalajara, MX (GDL) - Chicago, US (CHI)

 Logo

Jun 27

GDL
5h 8m
Direct

Jun 27

ORD

as low as

$204

Guadalajara, MX (GDL) - Chicago, US (CHI)

 Logo

Aug 4

GDL
5h 4m
Direct

Aug 4

MDW

as low as

$205

Guadalajara, MX (GDL) - Chicago, US (CHI)

 Logo

Jun 27

GDL
5h 20m
Direct

Jun 27

ORD

as low as

$213

Guadalajara, MX (GDL) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Aug 16

GDL
12h 54m
MEX

Aug 17

ORD

as low as

$216

Guadalajara, MX (GDL) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

Jun 20

GDL
5h 24m
Direct

Jun 20

ORD

as low as

$216

Guadalajara, MX (GDL) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Jun 27

GDL
9h 45m
IAH

Jun 28

ORD

as low as

$221

Guadalajara, MX (GDL) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jun 27

GDL
14h 11m
DFW

Jun 28

ORD

as low as

$226

Guadalajara, MX (GDL) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

Jun 19

GDL
13h 22m
MEX
ATL

Jun 19

ORD

as low as

$226

Guadalajara, MX (GDL) - Chicago, US (CHI)

Aeromexico Logo
Aeromexico

Aug 17

GDL
8h 52m
ATL

Aug 17

MDW

as low as

$226

Guadalajara, MX (GDL) - Chicago, US (CHI)

 Logo

Jun 27

GDL
17h 35m
MTY

Jun 27

ORD

as low as

$229

Frequently Asked Questions

What is the typical flight duration from Guadalajara to Chicago?
The typical flight duration from Guadalajara to Chicago is approximately 4 to 5 hours, depending on factors like weather and the specific flight route. Direct non-stop flights usually complete the journey in about 4 hours, while flights with a connection tend to take closer to 5 hours or slightly longer. Travelers should plan for potential minor delays and check updated flight schedules before departure, ensuring a smoother travel experience when commuting from Guadalajara to Chicago.
Are there any direct flights from Guadalajara to Chicago?
Yes, direct flights from Guadalajara to Chicago are available, though availability may vary seasonally and by airline. Typically, major airlines offer non-stop services that connect these two cities conveniently, reducing overall travel time and complexity. It is advisable to compare schedules and prices as direct flights usually have different booking windows. Before making a reservation, travelers from Guadalajara should check several options online to secure the best departure times and fare deals when heading to Chicago.
What are the best transportation options from Chicago airport to downtown?
Travelers arriving in Chicago have several transportation options to reach downtown from the airport. The CTA Blue Line from O’Hare or the Orange Line from Midway offers a cost-effective solution ranging from $5 to $15, taking between 30 to 60 minutes depending on the starting point. Alternatively, rideshare services and taxis provide convenience with fares typically ranging from $30 to $50. For those who prefer shuttle services, pre-booked transportation can offer door-to-door service, making the transfer from the airport to downtown Chicago hassle-free.
What are the must-see attractions in Chicago for travelers arriving from Guadalajara?
Travelers heading from Guadalajara should not miss iconic Chicago attractions such as Millennium Park, the Art Institute of Chicago, and Navy Pier. These landmarks offer a blend of outdoor beauty, culture, and entertainment. Exploring the architectural river tours provides further insight into the city's distinct skyline, while a visit to the Shedd Aquarium or Field Museum is perfect for history and nature enthusiasts. Each attraction presents unique experiences that capture Chicago’s vibrant urban spirit, ensuring a memorable trip for visitors.
Which local dishes should travelers from Guadalajara try when visiting Chicago?
When visiting Chicago, travelers from Guadalajara should indulge in the city’s signature deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. These iconic dishes provide a taste of Chicago’s culinary identity while also reflecting the city’s blend of cultural influences. Additionally, exploring neighborhood eateries in areas like Pilsen or River North could reveal a fusion of American comfort food with international twists. Sampling these diverse offerings not only satisfies the palate but also enhances the overall travel experience.
What are the best family-friendly activities in Chicago for visitors from Guadalajara?
Families traveling from Guadalajara can enjoy an array of family-friendly activities in Chicago. Top choices include visiting the Field Museum and Shedd Aquarium, which provide engaging educational exhibits for all ages. Lincoln Park Zoo offers free entry and delightful animal encounters in a beautiful outdoor setting. Millennium Park is ideal for picnics and interactive art installations, and Navy Pier presents rides, games, and seasonal events. These activities ensure that families have ample opportunities for fun and exploration during their stay in the vibrant city.
Are there any cultural festivals in Chicago that travelers from Guadalajara should not miss?
Yes, Chicago hosts several cultural festivals that travelers from Guadalajara should consider including in their itinerary. The Chicago Blues Festival, held in the summer, features world-class music in an outdoor setting. Additionally, events such as the Taste of Chicago and local neighborhood festivals often highlight the city’s diverse culinary and artistic traditions. These festivals provide a unique opportunity to experience Chicago’s multicultural landscape firsthand. It is advisable to check local event calendars ahead of time to coordinate visits during these vibrant cultural celebrations.
What are the most affordable dining options in Chicago for travelers from Guadalajara?
Affordable dining in Chicago can be found in neighborhoods like Pilsen, Chinatown, and various local diners scattered throughout the city. Travelers from Guadalajara can enjoy quality meals at prices ranging from $10 to $20 per person. Options include family-owned Mexican taquerias, middle-eastern eateries, and classic American diners offering burgers and sandwiches. Exploring food trucks and local cafés can also provide authentic flavors at low costs. Always check online reviews and local guides to pinpoint the best spots that offer delicious meals without the premium price tag.
What are the best shopping areas in Chicago for souvenirs for travelers from Guadalajara?
For travelers from Guadalajara seeking souvenirs, Chicago offers a variety of shopping experiences. Areas such as The Magnificent Mile and State Street feature well-known retailers and boutiques with diverse memorabilia. Neighborhood markets in areas like Wicker Park and Lincoln Park provide unique, handcrafted items that showcase local art and culture. These shopping districts frequently offer products that reflect Chicago’s vibrant history and urban spirit, making it easy to choose distinctive gifts. Visitors should compare prices and quality to find the best deals during their shopping excursions in the city.
What health precautions should travelers from Guadalajara consider before flying to Chicago?
Travelers should take several health precautions before flying from Guadalajara to Chicago. Ensure vaccinations are current, particularly for influenza and any region-specific requirements, as airline and airport protocols may vary. Carry a basic first-aid kit and ensure that prescription medications are in original containers. It is also wise to check current health advisories and pandemic guidelines in both cities. Maintaining regular hand hygiene and using sanitizers during travel can help prevent illness. Consulting with a healthcare provider prior to departure can ensure you are well-prepared for the journey.
Is there a specific time of year when Chicago is best visited by travelers from Guadalajara?
The best time to visit Chicago often falls during the spring and fall months, when the weather is pleasantly mild and the crowds are more manageable. From Guadalajara, travelers can benefit from these seasons with comfortable temperatures for exploring outdoor attractions. In spring, the city blooms with seasonal events and festivals, while fall offers crisp air and vibrant foliage. This timing allows for a wide range of activities, from sightseeing to cultural events, ensuring a well-rounded travel experience in Chicago.
What are the customs requirements for travelers flying from Guadalajara to Chicago?
Travelers flying from Guadalajara to Chicago must adhere to U.S. customs and immigration regulations. Essential requirements include a valid passport and possibly a visa or an approved travel authorization such as ESTA for those under the Visa Waiver Program. There is also a requirement to declare items such as food, large sums of cash, or goods that may be subject to duties. It is advisable to review the latest U.S. Customs and Border Protection guidelines before departure. Being well-prepared with the necessary documentation can significantly simplify the customs process upon arrival.
Are there any unique airport amenities in Chicago for travelers arriving from Guadalajara?
Chicago’s airports, including O’Hare and Midway, offer a range of unique amenities designed to enhance the travel experience. Travelers from Guadalajara will appreciate art installations, quiet lounges, and a variety of dining options that reflect local culinary trends. Commuter services such as free Wi-Fi, charging stations, and interactive information kiosks provide convenience for transit passengers. Additionally, wellness zones and retail outlets can make layovers more comfortable and engaging. Checking the airport’s official website before travel may reveal special features or temporary exhibits that further enrich the journey.
What are the best car rental options in Chicago for travelers from Guadalajara?
Travelers arriving in Chicago have several car rental options to choose from, including major international brands like Hertz, Avis, and Enterprise. These companies offer a range of vehicles to fit various budgets, with daily rates typically ranging from $40 to $100 depending on vehicle type and rental duration. It is advisable to compare online rates and consider booking in advance to secure the best deal. Many rental services are available directly at the airport or in convenient downtown locations, providing flexibility for exploring the city and its surrounding areas.
What tips can help first-time travelers from Guadalajara navigate Chicago?
First-time travelers should plan ahead by familiarizing themselves with Chicago’s layout and public transportation options. Using map apps and public transit guides can aid in navigating the city safely, especially when transferring between lines or choosing the right bus routes. It is beneficial to pick accommodations close to desired attractions and to purchase transit passes for unlimited travel on buses and trains. Additionally, keep local emergency numbers handy, stay aware of personal belongings in crowded areas, and embrace local dining and cultural experiences to fully enjoy the vibrant urban life in Chicago.

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