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Cheap flights from Guadalajara to Chicago from $177

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 3/2. 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

Enter your travel dates to find the best prices.
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$278Volaris
Thu, Mar 5 - Wed, Mar 11
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$288Volaris
Fri, Feb 13 - Fri, Feb 27
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$289Volaris
Mon, Mar 2 - Thu, Mar 12
Volaris Logo
1:36 pm - 6:40 pm
GDL
-
MDW
4h 04mnonstop
Volaris Logo
8:09 pm - 11:19 pm
MDW
-
GDL
4h 10mnonstop
$296Volaris
Mon, Jun 1 - Mon, Aug 31
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$302Volaris
Mon, Mar 2 - Sun, Mar 8
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$306Volaris
Wed, Mar 4 - Sat, Mar 7
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$307Volaris
Mon, Mar 2 - Sun, Mar 8
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$308Volaris
Fri, Feb 27 - Fri, Mar 6
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$310Volaris
Mon, Mar 16 - Thu, Mar 19
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$323Volaris
Fri, Feb 20 - Sun, Mar 1

Volaris flights from Guadalajara to Chicago Midway Airport

Our best Volaris deals on Guadalajara to Chicago Midway Airport flight tickets
Volaris
Mar 5
GDL1:39 pmGuadalajara Miguel Hidal
3h 55m
MDW5:34 pmChicago Midway
Mar 11
MDW7:54 pmChicago Midway
4h 30m
GDL11:24 pmGuadalajara Miguel Hidal
$278
Volaris
Feb 13
GDL1:39 pmGuadalajara Miguel Hidal
3h 55m
MDW5:34 pmChicago Midway
Feb 27
MDW6:54 pmChicago Midway
4h 30m
GDL11:24 pmGuadalajara Miguel Hidal
$288
Volaris
Jun 1
GDL1:36 pmGuadalajara Miguel Hidal
4h 04m
MDW6:40 pmChicago Midway
Aug 31
MDW8:09 pmChicago Midway
4h 10m
GDL11:19 pmGuadalajara Miguel Hidal
$296

Frontier flights from Guadalajara to Chicago Midway Airport

Our best Frontier deals on Guadalajara to Chicago Midway Airport flight tickets
Frontier
Feb 20
GDL1:39 pmGuadalajara Miguel Hidal
3h 55m
MDW5:34 pmChicago Midway
Feb 23
MDW6:54 pmChicago Midway
4h 30m
GDL11:24 pmGuadalajara Miguel Hidal
$330
Frontier
Feb 13
GDL6:10 amGuadalajara Miguel Hidal
13h 50m
1 stop
MDW8:00 pmChicago Midway
Feb 27
MDW6:54 pmChicago Midway
4h 30m
GDL11:24 pmGuadalajara Miguel Hidal
$333
Frontier
Feb 20
GDL6:10 amGuadalajara Miguel Hidal
17h 31m
1 stop
MDW11:41 pmChicago Midway
Mar 1
MDW6:54 pmChicago Midway
4h 30m
GDL11:24 pmGuadalajara Miguel Hidal
$334

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 January 15, 2026.
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 3/5

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Wed 3/11

7:54 pm-11:24 pm

Nonstop4h 30m

$278

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 2/13

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Fri 2/27

6:54 pm-11:24 pm

Nonstop4h 30m

$288

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 3/2

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Thu 3/12

7:54 pm-11:24 pm

Nonstop4h 30m

$289

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 6/1

1:36 pm-6:40 pm

Nonstop4h 04m

Chicago Midway

Mon 8/31

8:09 pm-11:19 pm

Nonstop4h 10m

$296

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 3/2

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Sun 3/8

7:54 pm-11:24 pm

Nonstop4h 30m

$302

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 3/4

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Sat 3/7

6:54 pm-11:24 pm

Nonstop4h 30m

$306

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 3/2

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Sun 3/8

7:54 pm-11:24 pm

Nonstop4h 30m

$307

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 2/27

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Fri 3/6

6:54 pm-11:24 pm

Nonstop4h 30m

$308

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 3/16

1:39 pm-6:34 pm

Nonstop3h 55m

Chicago Midway

Thu 3/19

7:54 pm-11:24 pm

Nonstop4h 30m

$310

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 2/20

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

Sun 3/1

6:54 pm-11:24 pm

Nonstop4h 30m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 typical price of a round-trip flight between Guadalajara and Chicago Midway Airport?

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 $273. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Guadalajara during the month March is also very affordable. Most momondo users find prices during this month for around $290.

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

According to our data, Sunday is the cheapest day to fly to Chicago Midway Airport from Guadalajara. The lowest ticket price found for a Sunday departure recently was $239. 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, Monday 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 $394.

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

Flying to Chicago Midway Airport from Guadalajara in the evening is the least expensive time of day to depart. momondo users have found prices as low as $273 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $341. 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 $356 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 $263 on momondo.

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

There is only 1 cabin class 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 January 2026, prices for Guadalajara to Chicago Midway Airport flights are approximately 19% 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

$216

Fastest flight time

3h 55m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Guadalajara in the past 72 hours is $216. The best round-trip flight deal from Guadalajara to Chicago Midway Airport found on momondo in the last 72 hours is $265.
The fastest flight from Guadalajara to Chicago Midway Airport takes 3h 55m
Direct flights go from Guadalajara to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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 55m 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
5.7
3,057 reviews
Search Frontier flights
VolarisPriceFrom $273Free CancellationRating
6.6
1,171 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 $273. Generally, Volaris has 2 flights on this route every week with an average price of $419. Volaris is rated 6.6/10 by our users.

  • Frontier Flights From Guadalajara to Chicago Midway Airport

    Across 3,057 Frontier reviews on momondo, the average score is 5.7/10. Frontier flies from Guadalajara to Chicago Midway Airport about 4 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
Munster
Crown Point
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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