$167 Cheap Flights from Guadalajara (GDL) to Chicago (MDW)

View $167 flight on Wed, Mar 11, 2026Opens in a new window

Popular airlines from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Chicago Midway Airport (MDW)

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Cheap Flights from Guadalajara to Chicago (GDL-MDW)

Prices were available within the past 7 days and start at $167 for one-way flights and $325 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Volaris
Wed, Dec 17 - Wed, Dec 31
GDL
Guadalajara
MDW
Chicago
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Select Volaris flight, departing Wed, Dec 17 from Guadalajara to Chicago, returning Wed, Dec 31, priced at $325 found 1 day ago
Frontier Airlines
Wed, Dec 3 - Mon, Jan 12
GDL
Guadalajara
MDW
Chicago
$334 Roundtrip, found 2 days ago
$334
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 3 from Guadalajara to Chicago, returning Mon, Jan 12, priced at $334 found 2 days ago
Volaris
Tue, Dec 16 - Mon, Jan 19
GDL
Guadalajara
MDW
Chicago
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select Volaris flight, departing Tue, Dec 16 from Guadalajara to Chicago, returning Mon, Jan 19, priced at $338 found 1 day ago
Frontier Airlines
Wed, Oct 22 - Mon, Oct 27
GDL
Guadalajara
MDW
Chicago
$340 Roundtrip, found 3 days ago
$340
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 22 from Guadalajara to Chicago, returning Mon, Oct 27, priced at $340 found 3 days ago
Frontier Airlines
Sun, Mar 8 - Sun, Mar 29
GDL
Guadalajara
MDW
Chicago
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Mar 8 from Guadalajara to Chicago, returning Sun, Mar 29, priced at $343 found 3 days ago
Frontier Airlines
Sun, Feb 1 - Mon, Feb 16
GDL
Guadalajara
MDW
Chicago
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Feb 1 from Guadalajara to Chicago, returning Mon, Feb 16, priced at $345 found 3 days ago
Frontier Airlines
Wed, Dec 3 - Sun, Jan 11
GDL
Guadalajara
MDW
Chicago
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 3 from Guadalajara to Chicago, returning Sun, Jan 11, priced at $346 found 2 days ago
Frontier Airlines
Sun, Mar 15 - Mon, Mar 30
GDL
Guadalajara
MDW
Chicago
$349 Roundtrip, found 3 days ago
$349
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Mar 15 from Guadalajara to Chicago, returning Mon, Mar 30, priced at $349 found 3 days ago
Aeromexico
Wed, Jan 21 - Tue, Jan 27
GDL
Guadalajara
MDW
Chicago
$370 Roundtrip, found 2 days ago
$370
Roundtrip
found 2 days ago
Select Aeromexico flight, departing Wed, Jan 21 from Guadalajara to Chicago, returning Tue, Jan 27, priced at $370 found 2 days ago
Delta
Wed, Jan 21 - Tue, Jan 27
GDL
Guadalajara
MDW
Chicago
$370 Roundtrip, found 2 days ago
$370
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 21 from Guadalajara to Chicago, returning Tue, Jan 27, priced at $370 found 2 days ago

Find the cheapest month to fly from Guadalajara (GDL) to Chicago (MDW)

February is typically the cheapest month to fly

From $254 - $483 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $383
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $383

Frequently asked questions

How much does a flight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight from $167 or cheap return flight from $325 from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
December is the cheapest month to fly from GDL to MDW. Planning your trip for the off-season is often the key to finding better deals on flights.
Which airlines fly direct from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
Take a direct flight with Volaris and journey straight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from GDL to MDW, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
On average, there's only 1 direct flight leaving from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) every day. If this doesn't suit your schedule, check out flights with layovers. Simply filter your search results on Expedia to include one or two stops to discover the next best option.
What are the most popular departure times for flights from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
The 4 AM departures from GDL to MDW are typically the busiest. Greater demand means you'll likely pay more for these departures. If you want to save on your trip, pick a less crowded time to fly.
What day of the week has the most flights from GDL to MDW?
Travel on a Friday if you're after the best selection of flights from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW).
What is the earliest flight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
The first flight of the day taking off from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) is at around 4:46AM UTC-6. Board this flight and you'll arrive at Midway Intl. Airport (MDW) at approximately 8:45AM UTC-6. The total flight duration is 3h 59m.
How long does it take to fly from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
Flights from GDL to MDW have an average travel time of 3 hours and 59 minutes. The total distance between the two airports is 1,750 mi.
What airline has the least delays from GDL to MDW?
Consider traveling with Volaris if you'd like to fly straight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) without any interruptions. This carrier has the best track record for punctuality, with an on-time score of 100%. Want to be updated if anything changes? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) route, aim to travel before 3 PM. Later flights have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Don Miguel Hidalgo y Costilla Intl. Airport (GDL)?
Take a direct flight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Chicago and touch down at O'Hare Intl. Airport (ORD). Another point of entry into the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) last-minute?
Booking your ticket from GDL to MDW just before your trip is usually more expensive. However, if you're flexible with your travel times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a GDL to MDW flight and hotel package?
Securing a GDL to MDW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Pick from our impressive range of stays and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW)?
You can usually reschedule or cancel your GDL to MDW flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Don Miguel Hidalgo y Costilla Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Frontier Airlines, Volaris
Roundtrip price
$325
Distance
1726 mi
Average flight time
5 hours 4 mins

Book with confidence

Book with confidence

Guadalajara to Chicago Flights

The cheapest times to fly from Guadalajara to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Guadalajara to Chicago are during the month of December. You can find some of the cheapest flights from Guadalajara to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Guadalajara to Chicago

Sunday is one of the best days to book for cheap flights from Guadalajara to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Guadalajara to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Guadalajara to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $167 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Guadalajara to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Guadalajara to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Guadalajara to Chicago Flights

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