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Midway

$167+ Cheap flights from Guadalajara (GDL) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Guadalajara Miguel Hidal to Chicago Midway are usually found in February or October, booked 81 days in advance, depart on a Sunday or Tuesday and return on a Saturday

Cheap flight deals from Guadalajara to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Guadalajara (GDL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$279
(Frontier)

One-way from

$167
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$341

Good round-trip deal

$288 or less

Good one-way deal

$263 or less
From Guadalajara Miguel Hidal to Chicago Midway
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One-way flight from Guadalajara Miguel Hidal to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Guadalajara Miguel Hidal to Chicago Midway.
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Price to beat on a one-way flight from Guadalajara Miguel Hidal to Chicago Midway.
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Find flight deals from Guadalajara to Midway

Cheapest flights from Guadalajara to Midway
Explore the most affordable flight options available from Guadalajara to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/242:12 pmGDL - MDW
Nonstop4h 04mFrontier
Mon 10/278:39 pmMDW - GDL
Nonstop4h 14mFrontier
Deal found 9/11$279
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:12 pmGDL - MDW
Nonstop4h 04mFrontier
Sun 11/236:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/11$285
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:36 pmGDL - MDW
Nonstop3h 58mFrontier
Wed 11/126:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/10$291
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/211:36 pmGDL - MDW
Nonstop3h 58mFrontier
Tue 11/255:30 amMDW - GDL
1 stop8h 48mFrontier
Deal found 9/10$297
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/202:12 pmGDL - MDW
Nonstop4h 04mFrontier
Fri 10/248:39 pmMDW - GDL
Nonstop4h 14mFrontier
Deal found 9/10$301
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:36 pmGDL - MDW
Nonstop3h 58mFrontier
Sun 11/96:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/11$307
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:17 amGDL - MDW
1 stop9h 36mFrontier
Sun 11/26:49 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 9/10$320
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:15 amGDL - MDW
1 stop13h 31mMultiple Airlines
Thu 10/1610:30 amMDW - GDL
1 stop27h 46mMultiple Airlines
Deal found 9/9$322
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:12 pmGDL - MDW
Nonstop4h 04mFrontier
Fri 10/318:39 pmMDW - GDL
Nonstop4h 14mFrontier
Deal found 9/10$323
This Frontier deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:12 pmGDL - MDW
Nonstop4h 04mFrontier
Mon 9/228:39 pmMDW - GDL
Nonstop4h 14mFrontier
Deal found 9/9$326

Cheapflights Fare Finder

 
Customize your flight search to find flights from Guadalajara to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Guadalajara to Chicago Midway Airport that are best for you.

Fly from

Guadalajara

Fly to

Midway

Route

Depart

Return

Price

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 10/20

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 11/17

6:49 pm-11:19 pm

Nonstop4h 30m

$330

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 11/14

1:36 pm-5:34 pm

Nonstop3h 58m

Chicago Midway

Wed 11/19

6:49 pm-11:19 pm

Nonstop4h 30m

$335

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Thu 11/6

8:02 am-10:03 pm

2 stops14h 01m

Chicago Midway

Sun 11/9

6:49 pm-11:19 pm

Nonstop4h 30m

$351

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 9/26

7:08 am-8:46 pm

1 stop12h 38m

Chicago Midway

Sun 11/23

6:49 pm-11:19 pm

Nonstop4h 30m

$358

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 10/6

6:24 am-8:52 pm

1 stop13h 28m

Chicago Midway

Thu 10/16

8:39 pm-11:53 pm

Nonstop4h 14m

$372

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 10/20

7:02 am-11:46 pm

2 stops15h 44m

Chicago Midway

Fri 10/24

5:10 am-10:28 pm

2 stops18h 18m

$394

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 10/20

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 11/17

6:30 am-1:21 pm

1 stop6h 51m

$400

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 2/13

2:18 pm-9:46 pm

1 stop7h 28m

Chicago Midway

Wed 2/18

6:00 am-12:58 pm

1 stop6h 58m

$415

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Tue 3/3

6:03 am-4:25 pm

2 stops10h 22m

Chicago Midway

Wed 3/4

1:05 pm-8:27 am

2 stops19h 22m

$416

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 10/3

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

Mon 10/6

8:39 pm-11:53 pm

Nonstop4h 14m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 21 results
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Best time to book a flight from Guadalajara to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Guadalajara with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Guadalajara to Chicago Midway Airport

How far ahead should I book a flight from Guadalajara to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Guadalajara to Midway. Price data was last updated on August 29, 2025.

The best time to book flights from Guadalajara to Chicago Midway Airport is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Guadalajara to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $160). Flying from Guadalajara to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from GDL to MDW?

Find hourly flight availability from Guadalajara to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Guadalajara to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 3% versus a flight in the morning.

How much does it cost to fly round-trip from Guadalajara to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Volaris and Frontier from Guadalajara to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Volaris
6.6
Okay
1,155 reviews

Entertainment

5.0

Food

5.3

Boarding

6.6

Comfort

6.4

Overall

6.6

Crew

7.3

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.
Volaris
6.6
Okay
1,155 reviews
Volaris
6.6
Okay
1,155 reviews

Entertainment

5.0

Food

5.3

Boarding

6.6

Comfort

6.4

Overall

6.6

Crew

7.3

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.
Frontier
5.8
Fair
3,177 reviews
Volaris
6.6
Okay
1,155 reviews

Entertainment

5.0

Food

5.3

Boarding

6.6

Comfort

6.4

Overall

6.6

Crew

7.3

Reviews

1 / 20
4.0
Okay

Tania,Jul 2025

OAX - MEX

They don’t even offer you water, we paid $300 usd from Oaxaca to PV and you have to pay for water, and tv entertainment. Seats are super small that a regular size person won’t fit comfortably.

Related info for your journey

Find useful and relevant information for your journey from Guadalajara to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Guadalajara to Chicago Midway?

    If you book a flight to Chicago Midway from Guadalajara, you will be flying from Miguel Hidal, which is the city’s only airport. Guadalajara Miguel Hidal (GDL) is located 9.7 mi from the center of Guadalajara. There is 1 flight from Miguel Hidal to Chicago Midway per day from 2 different airlines.

  • How long is the flight from Guadalajara to Chicago Midway Airport?

    There are many flights that can get you from Guadalajara to Chicago Midway Airport in 4h 04m. Fly via Frontier to get the fastest option. There are 1726 mi between Guadalajara and Chicago Midway Airport. Generally, flights for this route are nonstop.

  • What are the cheapest airlines flying from Guadalajara to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Guadalajara to Chicago Midway Airport round-trip from $177. Another airline that can offer you cheap pricing is Volaris. These flights start at 47% lower than the current average price 3 months from now.

  • What are the cheapest flights from Guadalajara to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $174. While the most popular route (Guadalajara Miguel Hidal - Chicago Midway) can be booked for $318 on average, our data indicates $346 when flying from Guadalajara to Chicago Midway Airport.

  • Can I find deals for flights from Guadalajara to Midway that include hotel bookings?

    Yes. In addition to deals on Guadalajara to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Guadalajara to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Guadalajara to Midway.

  • Can I find deals for business class flights from Guadalajara to Midway?

    Yes. Cheapflights offers flight deals from Guadalajara to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Guadalajara to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $160). Flying from Guadalajara to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Guadalajara to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Aguascalientes to Midway flights
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Puerto Vallarta to Midway flights

Top 2 airlines flying from Guadalajara to Midway

Discover the top 2 airlines that operate flights from Guadalajara to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$177Average$370FlexibilityNo cancel feeOn-time62%
VolarisCheapest$271Average$419FlexibilityNo cancel feeOn-time79%

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