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$159+ Cheap flights from Guadalajara (GDL) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Guadalajara Miguel Hidal to Chicago are usually found in February or March, booked 76 days in advance, depart on a Sunday or Thursday and return on a Tuesday

Cheap flight deals from Guadalajara to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Guadalajara (GDL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$249
(eDestinos)

One-way from

$159
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$277

Good round-trip deal

$196 or less

Good one-way deal

$176 or less
From Guadalajara Miguel Hidal to Chicago (CHI)
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One-way flight from Guadalajara Miguel Hidal to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Guadalajara Miguel Hidal to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Guadalajara Miguel Hidal to Chicago (CHI).
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Find flight deals from Guadalajara to Chicago

Cheapest flights from Guadalajara to Chicago
Explore the most affordable flight options available from Guadalajara to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:15 pmGDL - ORD
Nonstop4h 00mViva
Sat 10/251:45 amORD - GDL
Nonstop4h 20mViva
Deal found 9/13$249
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:15 pmGDL - ORD
Nonstop4h 00mViva
Sat 10/251:45 amORD - GDL
Nonstop4h 20mViva
Deal found 9/13$250
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:15 pmGDL - ORD
Nonstop4h 00mViva
Sat 11/84:40 pmORD - GDL
1 stop7h 30mViva
Deal found 9/14$254
This eDestinos deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:15 pmGDL - ORD
Nonstop4h 00mViva
Sun 10/51:45 amORD - GDL
Nonstop4h 20mViva
Deal found 9/14$257
This Frontier deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:31 pmGDL - ORD
Nonstop3h 58mFrontier
Sun 11/912:59 pmORD - GDL
Nonstop4h 28mFrontier
Deal found 9/12$258
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:21 amGDL - ORD
Nonstop3h 58mFrontier
Tue 1/1311:59 pmORD - GDL
Nonstop4h 28mFrontier
Deal found 9/14$259
This Booking.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2811:10 amGDL - ORD
1 stop11h 25mViva
Tue 11/412:50 pmORD - GDL
Nonstop4h 20mViva
Deal found 9/12$260
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:12 pmGDL - ORD
Nonstop4h 03mVolaris
Wed 11/511:58 pmORD - GDL
1 stop7h 22mVolaris
Deal found 9/13$261
This Booking.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:30 amGDL - ORD
1 stop6h 40mViva
Sun 11/164:40 pmORD - GDL
1 stop20h 20mViva
Deal found 9/13$263
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:12 pmGDL - ORD
Nonstop4h 03mFrontier
Sat 10/251:55 amORD - GDL
Nonstop4h 14mFrontier
Deal found 9/15$264
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:15 pmGDL - ORD
Nonstop4h 00mViva
Sat 10/258:35 pmORD - GDL
Nonstop4h 20mViva
Deal found 9/14$266
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/222:12 pmGDL - MDW
Nonstop4h 04mFrontier
Wed 11/126:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/14$286

Cheapflights Fare Finder

 
Customize your flight search to find flights from Guadalajara to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Guadalajara to Chicago that are best for you.

Fly from

Guadalajara

Fly to

Chicago

Route

Depart

Return

Price

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 12/25

6:30 am-10:49 am

Nonstop4h 19m

Chicago O'Hare Intl

Wed 1/14

12:57 pm-5:47 pm

Nonstop4h 50m

$273

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sun 9/28

8:30 am-11:50 pm

1 stop14h 20m

Chicago O'Hare Intl

Sat 10/25

1:45 am-5:05 am

Nonstop4h 20m

$280

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 12/11

7:30 pm-11:30 pm

Nonstop4h 00m

Chicago O'Hare Intl

Wed 1/7

12:55 am-5:30 am

Nonstop4h 35m

$282

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 12/11

1:45 pm-6:00 pm

Nonstop4h 15m

Chicago O'Hare Intl

Tue 1/6

12:55 am-5:30 am

Nonstop4h 35m

$282

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 10/22

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Wed 11/12

6:49 pm-11:19 pm

Nonstop4h 30m

$286

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 12/25

3:26 pm-7:47 am

1 stop16h 21m

Chicago O'Hare Intl

Wed 1/14

9:05 pm-10:35 pm

1 stop25h 30m

$287

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sun 2/8

7:30 pm-11:25 pm

Nonstop3h 55m

Chicago O'Hare Intl

Sat 2/14

12:55 am-5:30 am

Nonstop4h 35m

$292

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sun 2/8

5:45 am-7:47 am

1 stop26h 02m

Chicago O'Hare Intl

Sun 2/15

9:05 pm-2:37 pm

1 stop17h 32m

$293

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 3/12

12:35 pm-10:36 pm

1 stop9h 01m

Chicago O'Hare Intl

Mon 3/16

9:05 pm-1:36 pm

1 stop17h 31m

$293

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sat 10/4

6:02 am-11:05 am

Nonstop4h 03m

Chicago O'Hare Intl

Sat 10/18

1:55 am-5:09 am

Nonstop4h 14m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 39 results
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The best insider tips for Guadalajara to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Guadalajara to Chicago trip
Airlines
Viva

Viva Aerobus offers Zero Fare for budget travelers, with web check-in 72 hours before departure.


Check in via Vivabot on WhatsApp for a quick boarding pass QR code.

Read more about Vivaby Jennifer Simonson
Volaris

Volaris Plus fare includes priority boarding and one checked bag, ideal for flexible travel plans.


Check in with the Volaris app up to 24 hours before international flights for convenience.

Read more about Volarisby Mark Chesnut
Airports
GDL

Check-in lines at GDL can be long. Check-in online or via an airline app to save time and avoid crowds.

Read more about GDLby Mark Chesnut
ORD

At ORD, immigration lines can be long. Plan extra time for customs after your international flight.

Read more about ORDby Ramsey Qubein
Our travel experts
Jennifer Simonson

Jennifer Simonson

Expert on Viva

Jennifer Simonson

Jennifer Simonson

Jennifer Simonson is driven by her lifelong commitment to exploring the globe. Her insatiable curiosity had led her to immerse herself into diverse locations like Oklahoma City and Pismo. Her hotel recommendations are the result of the myriad hotels she's stayed at across her travels. Along her journey, she cherishes engaging conversations with locals, indulging in the finest ice cream, trying her hand at surfing, and embarking on nature-filled hikes.

Read more
Mark Chesnut

Mark Chesnut

Expert on Volaris and GDL

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Guadalajara to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Guadalajara with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Guadalajara to Chicago

How far ahead should I book a flight from Guadalajara to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Guadalajara to Chicago. Price data was last updated on September 12, 2025.

Booking 76 days in advance of your planned departure date is, on average, the best time to get cheap flights from Guadalajara to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Guadalajara to Chicago?

Currently, August is the cheapest month in which you can book a flight from Guadalajara to Chicago (average of $245). Flying from Guadalajara to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from GDL to CHI?

Find hourly flight availability from Guadalajara to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Guadalajara to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 14% versus a flight at noon.

What is the cheapest day to fly from Guadalajara to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Guadalajara to Chicago. Price data was last updated on August 17, 2025.

Travelers seeking maximum savings on their Guadalajara to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Guadalajara to Chicago

Explore weekly flight availability from Guadalajara to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from GDL to CHI are scheduled on a Friday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 15, 2025.
Read reviews from past customers who have flown Delta, Aeromexico, and Viva from Guadalajara to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Aeromexico
7.5
Good
1,697 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Viva
7.0
Good
788 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Volaris
6.6
Okay
1,155 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Frontier
5.8
Fair
3,173 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Guadalajara to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Guadalajara to Chicago?

    If you book a flight to Chicago from Guadalajara, you will be flying from Miguel Hidal, which is the city’s only airport. Guadalajara Miguel Hidal (GDL) is located 9.7 mi from the center of Guadalajara. There are 5 flights from Miguel Hidal to Chicago per day from 5 different airlines.

  • How long is the flight from Guadalajara to Chicago?

    For as low as $286, Delta can have you in Chicago from Guadalajara in 4h 04m. Guadalajara and Chicago are separated by a distance of 1726 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Guadalajara to Chicago round-trip?

    Cheapflights users have booked flights from Guadalajara to Chicago round-trip from $171. Other airlines that can offer you cheap pricing are Frontier, from $177, and Viva, from $218. Users have found that Volaris is 41% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Guadalajara to Chicago one-way?

    $163 is the cheapest one-way deal found within the past few days, from Viva. You may also be able to find cheap deals on Volaris and Frontier, with prices starting from $168 and $182, respectively.

  • What are the most reliable airlines from Guadalajara to Chicago?

    No one likes to see their flight delayed. When booking a flight from Guadalajara to Chicago consider choosing Delta (91%), Aeromexico (91%) or WestJet (91%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Guadalajara to Chicago?

    The cheapest flight price from Guadalajara to Chicago is $152. On average you can expect to pay $291. The most popular route, (Guadalajara Miguel Hidal - Chicago O'Hare Intl), can usually be booked for $250.

  • Can I find deals for flights from Guadalajara to Chicago that include hotel bookings?

    Yes. In addition to deals on Guadalajara to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Guadalajara to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Guadalajara to Chicago.

  • Can I find deals for business class flights from Guadalajara to Chicago?

    Yes. Cheapflights offers flight deals from Guadalajara to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Guadalajara to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Guadalajara to Chicago (average of $245). Flying from Guadalajara to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

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Hammond
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Top 5 airlines flying from Guadalajara to Chicago

Discover the top 5 airlines that operate flights from Guadalajara to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$171Average$369FlexibilityNo cancel feeOn-time79%
FrontierCheapest$177Average$356FlexibilityNo cancel feeOn-time62%
VivaCheapest$218Average$301FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$241Average$330FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$247Average$324FlexibilityNo cancel feeOn-timeN/A

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