$142 Cheap Flights from Guadalajara (GDL) to Chicago (MDW)

View $142 flight on Wed, Feb 4, 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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Find available prices by choosing your travel dates.

Cheap Flights from Guadalajara to Chicago (GDL-MDW)

Prices were available within the past 7 days and start at $142 for one-way flights and $322 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Aug 13 - Thu, Aug 14
GDL
Guadalajara
MDW
Chicago
$322 Roundtrip, found 4 days ago
$322
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Aug 13 from Guadalajara to Chicago, returning Thu, Aug 14, priced at $322 found 4 days ago
Frontier Airlines
Tue, Aug 12 - Wed, Aug 13
GDL
Guadalajara
MDW
Chicago
$328 Roundtrip, found 4 days ago
$328
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 12 from Guadalajara to Chicago, returning Wed, Aug 13, priced at $328 found 4 days ago
Frontier Airlines
Sat, May 17 - Mon, May 26
GDL
Guadalajara
MDW
Chicago
$333 Roundtrip, found 3 days ago
$333
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 17 from Guadalajara to Chicago, returning Mon, May 26, priced at $333 found 3 days ago
Frontier Airlines
Tue, May 6 - Sat, May 10
GDL
Guadalajara
MDW
Chicago
$338 Roundtrip, found 5 hours ago
$338
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, May 6 from Guadalajara to Chicago, returning Sat, May 10, priced at $338 found 5 hours ago
Frontier Airlines
Mon, May 5 - Sun, May 18
GDL
Guadalajara
MDW
Chicago
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 5 from Guadalajara to Chicago, returning Sun, May 18, priced at $343 found 3 days ago
Frontier Airlines
Thu, Jun 5 - Wed, Jul 30
GDL
Guadalajara
MDW
Chicago
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 5 from Guadalajara to Chicago, returning Wed, Jul 30, priced at $347 found 1 day ago
Frontier Airlines
Sat, Apr 26 - Sat, May 17
GDL
Guadalajara
MDW
Chicago
$353 Roundtrip, found 2 days ago
$353
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 26 from Guadalajara to Chicago, returning Sat, May 17, priced at $353 found 2 days ago
Aeromexico
Wed, May 14 - Sat, May 17
GDL
Guadalajara
MDW
Chicago
$395 Roundtrip, found 16 hours ago
$395
Roundtrip
found 16 hours ago
Select Aeromexico flight, departing Wed, May 14 from Guadalajara to Chicago, returning Sat, May 17, priced at $395 found 16 hours ago
Delta
Tue, Jun 17 - Tue, Jul 1
GDL
Guadalajara
MDW
Chicago
$406 Roundtrip, found 9 hours ago
$406
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jun 17 from Guadalajara to Chicago, returning Tue, Jul 1, priced at $406 found 9 hours ago
Volaris
Wed, Feb 4 - Mon, Feb 9
GDL
Guadalajara
MDW
Chicago
$422 Roundtrip, found 12 hours ago
$422
Roundtrip
found 12 hours ago
Select Volaris flight, departing Wed, Feb 4 from Guadalajara to Chicago, returning Mon, Feb 9, priced at $422 found 12 hours ago
Flights from Guadalajara (GDL) to Chicago (MDW)
Origin airport
Don Miguel Hidalgo y Costilla Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Frontier Airlines, Volaris
Roundtrip price
$322
Distance
1726 mi

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 August. 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 $142 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.

Frequently asked questions

How much does a flight from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) cost?
Cheap round-trip flights from Don Miguel Hidalgo y Costilla Intl. Airport (GDL) to Midway Intl. Airport (MDW) start at $570. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Volaris flight leaving GDL on May 10 2025 and touching down at MDW. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from GDL to MDW?
The cheapest flights from GDL to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 GDL to MDW?
With prices starting from $248 for a one-way flight from GDL to MDW, Volaris is currently the cheapest airline for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from GDL on May 18 2025. Prices were last updated on April 23 2025 and have not changed since.
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.

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