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Cheap flights from Guadalajara to Chicago from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Guadalajara to Chicago departing on 12/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Guadalajara to Chicago

Cheap round-trip flights

Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$278Frontier
Find Deal
Thu, Sep 4 - Thu, Sep 11
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$280Volaris
Find Deal
Wed, Dec 24 - Mon, Jan 12
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$285Frontier
Find Deal
Wed, Sep 24 - Mon, Sep 29
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:49 pmMDW-GDL
4h 10mnonstop
$286Frontier
Find Deal
Fri, Aug 22 - Mon, Aug 25
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$291Frontier
Find Deal
Wed, Sep 3 - Thu, Sep 11
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:49 pmMDW-GDL
4h 10mnonstop
$292Frontier
Find Deal
Wed, Aug 20 - Mon, Aug 25
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$295Frontier
Find Deal
Wed, Aug 27 - Wed, Sep 10
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$297Frontier
Find Deal
Fri, Sep 19 - Wed, Sep 24
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$300Frontier
Find Deal
Fri, Sep 12 - Fri, Sep 19
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$368Volaris
Find Deal
Thu, Aug 28 - Thu, Sep 4

Frontier flights from Guadalajara to Chicago Midway Airport

Our best Frontier deals on Guadalajara to Chicago Midway Airport flight tickets
Frontier
Sep 4
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Sep 11
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
$278
Find similar
Frontier
Sep 24
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Sep 29
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
$285
Find similar
Frontier
Aug 22
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Aug 25
MDW8:39 pmChicago Midway
4h 10m
GDL11:49 pmGuadalajara Miguel Hidal
$286
Find similar

Volaris flights from Guadalajara to Chicago Midway Airport

Our best Volaris deals on Guadalajara to Chicago Midway Airport flight tickets
Volaris
Dec 24
GDL1:36 pmGuadalajara Miguel Hidal
3h 58m
MDW5:34 pmChicago Midway
Jan 12
MDW6:49 pmChicago Midway
4h 30m
GDL11:19 pmGuadalajara Miguel Hidal
$280
Find similar
Volaris
Aug 28
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Sep 4
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
$368
Find similar
Volaris
Aug 28
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
Sep 4
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
$380
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Guadalajara to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Guadalajara to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Thu 9/4

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Thu 9/11

8:39 pm-11:53 pm

Nonstop4h 14m

$278

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 12/24

1:36 pm-5:34 pm

Nonstop3h 58m

Chicago Midway

Mon 1/12

6:49 pm-11:19 pm

Nonstop4h 30m

$280

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 9/24

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 9/29

8:39 pm-11:53 pm

Nonstop4h 14m

$285

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 8/22

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 8/25

8:39 pm-11:49 pm

Nonstop4h 10m

$286

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 9/3

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Thu 9/11

8:39 pm-11:53 pm

Nonstop4h 14m

$291

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 8/20

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 8/25

8:39 pm-11:49 pm

Nonstop4h 10m

$292

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 8/27

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Wed 9/10

8:39 pm-11:53 pm

Nonstop4h 14m

$295

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 9/19

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Wed 9/24

8:39 pm-11:53 pm

Nonstop4h 14m

$297

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 9/12

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Fri 9/19

8:39 pm-11:53 pm

Nonstop4h 14m

$300

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Thu 8/28

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Thu 9/4

8:39 pm-11:53 pm

Nonstop4h 14m

$368

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Guadalajara to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Guadalajara, with most prices found around $268. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Guadalajara during the month October is also very affordable. Most momondo users find prices during this month for around $291.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Guadalajara. The lowest ticket price found for a Tuesday departure recently was $283. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Guadalajara because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $368.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Guadalajara at noon is the least expensive time of day to depart. momondo users have found prices as low as $315 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $320. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Guadalajara Miguel Hidal to Chicago Midway flight route?

Fly from Guadalajara Miguel Hidal to Chicago Midway for the best Guadalajara Miguel Hidal - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Guadalajara when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $342 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Guadalajara for as low as $254 on momondo.

What cabin class options are available on Guadalajara Miguel Hidal to Chicago Midway flights?

There are 1 cabin classes available to choose from on Guadalajara Miguel Hidal to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Guadalajara to Chicago Midway Airport flight prices changed over time?

As of July 2025, prices for Guadalajara to Chicago Midway Airport flights are approximately 5% more expensive when compared to flights at the same time last year.

When to book flights from Guadalajara to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Guadalajara to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Guadalajara to Chicago Midway Airport (GDL to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Guadalajara to Chicago Midway Airport

Best Price Found

$164

Fastest flight time

3h 58m

Direct flights

Mon, Tue, Thu, Fri and Sat
The best one-way flight to Chicago Midway Airport from Guadalajara in the past 72 hours is $164. The best round-trip flight deal from Guadalajara to Chicago Midway Airport found on momondo in the last 72 hours is $278.
The fastest flight from Guadalajara to Chicago Midway Airport takes 3h 58m
Direct flights go from Guadalajara to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday and Saturday. Airlines offering direct flights are: Frontier and Volaris.
Search flight deals

  • How far is Guadalajara Miguel Hidal to Chicago Midway by plane?

    The straight-line distance from Guadalajara Miguel Hidal to Chicago Midway is 1718.9 mi. 3h 58m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Guadalajara Miguel Hidal Airport to Chicago Midway Airport?

    Prices for flights from Guadalajara Miguel Hidal Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Guadalajara Miguel Hidal Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Guadalajara Miguel Hidal Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Guadalajara Miguel Hidal Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Guadalajara to Chicago Midway Airport?

  • What is the most popular airline from Guadalajara to Chicago Midway Airport?

Best airlines flying from Guadalajara to Chicago Midway Airport

Compare and see reviews for airlines that fly from Guadalajara to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $177Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
VolarisPriceFrom $239Free CancellationRating
6.6
1,164 reviews
Search Volaris flights

  • Volaris Flights From Guadalajara to Chicago Midway Airport

    The lowest priced Volaris flight from Guadalajara to Chicago Midway Airport from the last 72 hours was $239. Generally, Volaris has 7 flights on this route every week with an average price of $368. Volaris is rated 6.6/10 by our users.

  • Frontier Flights From Guadalajara to Chicago Midway Airport

    Across 3,239 Frontier reviews on momondo, the average score is 5.9/10. Frontier flies from Guadalajara to Chicago Midway Airport about 7 times each week, with ticket deals ranging from $177 to $370. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Guadalajara to Chicago?

It is quick and easy to find Guadalajara to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Guadalajara to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Guadalajara which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Guadalajara to Chicago?

Once you have performed a search for Guadalajara to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Guadalajara to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Guadalajara to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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