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Cheap flights from Chicago Midway Airport to Guadalajara from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Guadalajara departing on 11/9. 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 Chicago Midway Airport to Guadalajara

Cheap round-trip flights

Logo
6:30 am - 1:16 pmMDW-GDL
7h 46m1 stop
Logo
8:55 pm - 11:20 pmGDL-MDW
25h 25m2 stops
$291
Find Deal
Sun, Oct 5 - Wed, Oct 15
Logo
6:30 am - 1:21 pmMDW-GDL
6h 51m1 stop
Logo
11:20 am - 10:17 pmGDL-MDW
10h 57m1 stop
$305
Find Deal
Thu, Nov 13 - Thu, Nov 20
Logo
6:30 am - 1:21 pmMDW-GDL
6h 51m1 stop
Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$310
Find Deal
Thu, Nov 13 - Fri, Nov 14
Logo
6:30 am - 1:16 pmMDW-GDL
7h 46m1 stop
Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$311
Find Deal
Sun, Oct 5 - Thu, Oct 16
Logo
10:30 am - 7:18 amMDW-GDL
21h 48m2 stops
Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$317
Find Deal
Thu, Oct 9 - Thu, Oct 16
Logo
6:30 am - 1:21 pmMDW-GDL
6h 51m1 stop
Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$319
Find Deal
Thu, Nov 13 - Mon, Nov 17
Logo
2:26 pm - 1:16 pmMDW-GDL
23h 50m1 stop
Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$321
Find Deal
Mon, Oct 6 - Fri, Oct 17
Logo
10:30 am - 1:16 pmMDW-GDL
27h 46m1 stop
Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$324
Find Deal
Thu, Oct 23 - Sun, Nov 9
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$332Volaris
Find Deal
Wed, Nov 12 - Sun, Nov 16
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$335Volaris
Find Deal
Wed, Nov 12 - Wed, Nov 19

Volaris flights from Chicago Midway Airport to Guadalajara

Our best Volaris deals on Chicago Midway Airport to Guadalajara flight tickets
Volaris
Nov 12
MDW6:49 pmChicago Midway
4h 30m
GDL11:19 pmGuadalajara Miguel Hidal
Nov 16
GDL1:36 pmGuadalajara Miguel Hidal
3h 58m
MDW5:34 pmChicago Midway
$332
Find similar
Volaris
Nov 12
MDW6:49 pmChicago Midway
4h 30m
GDL11:19 pmGuadalajara Miguel Hidal
Nov 19
GDL1:36 pmGuadalajara Miguel Hidal
3h 58m
MDW5:34 pmChicago Midway
$335
Find similar
Volaris
Oct 9
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
Oct 16
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
$349
Find similar

Frontier flights from Chicago Midway Airport to Guadalajara

Our best Frontier deals on Chicago Midway Airport to Guadalajara flight tickets
Frontier
Sep 25
MDW6:30 amChicago Midway
7h 46m
1 stop
GDL1:16 pmGuadalajara Miguel Hidal
Sep 29
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
$479
Find similar
Frontier
Sep 19
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
Sep 27
GDL7:08 amGuadalajara Miguel Hidal
15h 09m
2 stops
MDW11:17 pmChicago Midway
$497
Find similar
Frontier
Sep 15
MDW8:39 pmChicago Midway
4h 14m
GDL11:53 pmGuadalajara Miguel Hidal
Sep 17
GDL2:12 pmGuadalajara Miguel Hidal
4h 04m
MDW7:16 pmChicago Midway
$510
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Guadalajara 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Guadalajara that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sun 10/5

6:30 am-1:16 pm

1 stop7h 46m

Guadalajara Miguel Hidal

Wed 10/15

8:55 pm-11:20 pm

2 stops25h 25m

$291

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Thu 11/13

6:30 am-1:21 pm

1 stop6h 51m

Guadalajara Miguel Hidal

Thu 11/20

11:20 am-10:17 pm

1 stop10h 57m

$305

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Thu 11/13

6:30 am-1:21 pm

1 stop6h 51m

Guadalajara Miguel Hidal

Fri 11/14

1:36 pm-5:34 pm

Nonstop3h 58m

$310

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sun 10/5

6:30 am-1:16 pm

1 stop7h 46m

Guadalajara Miguel Hidal

Thu 10/16

2:12 pm-7:16 pm

Nonstop4h 04m

$311

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Thu 10/9

10:30 am-7:18 am

2 stops21h 48m

Guadalajara Miguel Hidal

Thu 10/16

2:12 pm-7:16 pm

Nonstop4h 04m

$317

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Thu 11/13

6:30 am-1:21 pm

1 stop6h 51m

Guadalajara Miguel Hidal

Mon 11/17

1:36 pm-5:34 pm

Nonstop3h 58m

$319

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 10/6

2:26 pm-1:16 pm

1 stop23h 50m

Guadalajara Miguel Hidal

Fri 10/17

2:12 pm-7:16 pm

Nonstop4h 04m

$321

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Thu 10/23

10:30 am-1:16 pm

1 stop27h 46m

Guadalajara Miguel Hidal

Sun 11/9

1:36 pm-5:34 pm

Nonstop3h 58m

$324

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 11/12

6:49 pm-11:19 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Sun 11/16

1:36 pm-5:34 pm

Nonstop3h 58m

$332

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 11/12

6:49 pm-11:19 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Wed 11/19

1:36 pm-5:34 pm

Nonstop3h 58m

$335

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 Guadalajara from

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

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 Guadalajara?

The cheapest month to fly to Guadalajara from Chicago Midway Airport is in February. Flight prices, which tend to average around $283, are often lower during this time because this is during the off-season. If you’re not able to fly to Guadalajara in February, then January is your next best option. Flight prices from Chicago Midway Airport to Guadalajara during January average around $298.

What is the cheapest day to depart on your flight to Guadalajara?

Our data shows that Tuesday is the least expensive day to fly to Guadalajara. Tickets to fly out on this day can be as low as $310. Flights from Chicago Midway Airport to Guadalajara on a Saturday will generally be more expensive and average around $361. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Guadalajara?

Flying to Guadalajara from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $336 when looking at flights departing in the afternoon. In contrast, the most expensive time of day to depart to Guadalajara is at noon when prices are around $365.

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

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

How far in advance should I book a flight to Guadalajara?

You are more likely to see cheaper flights to Guadalajara from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Guadalajara for around $372 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Guadalajara from Chicago Midway Airport for as low as $249 on momondo.

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

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

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

As of September 2025, prices for Chicago Midway Airport to Guadalajara flights are approximately 14% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Guadalajara

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

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

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

Best Price Found

$133

Fastest flight time

4h 14m

Direct flights

Tue, Thu, Fri and Sat

Airports in Guadalajara

1 airport
The best one-way flight to Guadalajara from Chicago Midway Airport in the past 72 hours is $133. The best round-trip flight deal from Chicago Midway Airport to Guadalajara found on momondo in the last 72 hours is $280.
The fastest flight from Chicago Midway Airport to Guadalajara takes 4h 14m
Direct flights go from Chicago Midway Airport to Guadalajara on Tuesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There is 1 airport near Guadalajara: Guadalajara Miguel Hidal (GDL)
Search flight deals

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

    Guadalajara Miguel Hidal is 1718.9 mi away from Chicago Midway. 4h 14m is a normal flight duration for this route.

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

    Prices for flights from Chicago Midway Airport to Guadalajara Miguel Hidal Airport are refreshed on a daily basis.

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

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

  • What documentation or ID do you need to fly to Guadalajara Miguel Hidal Airport?

    The travel and health documents required for your trip to Guadalajara Miguel Hidal Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Guadalajara Miguel Hidal Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Best airlines flying from Chicago Midway Airport to Guadalajara

Compare and see reviews for airlines that fly from Chicago Midway Airport to Guadalajara with momondo
Airline
Rating
Free Cancellation
Price
VivaPriceFrom $125Free CancellationRating
7.0
788 reviews
Search Viva flights
FrontierPriceFrom $200Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
VolarisPriceFrom $217Free CancellationRating
6.6
1,155 reviews
Search Volaris flights

  • Volaris Flights From Chicago Midway Airport to Guadalajara

    Volaris flight deals from Chicago Midway Airport to Guadalajara start from $217 round-trip. Over the 4 Volaris flights for this route in a normal week, average airfare is usually $380 round-trip - but some users have found much cheaper deals with momondo.

  • Frontier Flights From Chicago Midway Airport to Guadalajara

    $200 is the best Frontier flight deal from Chicago Midway Airport to Guadalajara found on momondo over the last 72 hours. The average Frontier ticket price found was closer to $516, however, with flight time and availability significantly affecting the price. Frontier (5.8/10 from 3,177 user reviews) flies into Guadalajara from Chicago Midway Airport 4 times in an average week so prices can vary.

Traveling to a place near Guadalajara?

Book flights to Guadalajara if you plan to visit one of these locations
Tequila
Ajijic
Zapopan
Tlaquepaque

Why use momondo?

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

Finding the right flight to Guadalajara from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Guadalajara quick and easy, saving you time and money.

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

Flights from Chicago to Guadalajara with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Chicago to Guadalajara flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Guadalajara from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Guadalajara trip

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