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$170+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — MDW
nov. 13 — nov. 201
jue. 11/13
jue. 11/20
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 March, booked 75 days in advance, depart on a Sunday or Tuesday and return on a Tuesday

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 octubre 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Priceline)

One-way from

$170
(eDestinos)

Popular in

July

Cheapest in

February

Average price

$336

Good round-trip deal

$336 or less

Good one-way deal

$204 or less
Provider with most accurate pricing for Guadalajara Miguel Hidal-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Guadalajara Miguel Hidal-Chicago Midway flights.
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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. 10% potential increase in price ($39 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 October 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 octubre 14, 2025.

This Frontier deal was found by Cheapflights users on 10/12. 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.
jue. 10/302:12 pmGDL - MDW
Nonstop4h 04mFrontier
dom. 11/26:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/12$331
This Frontier deal was found by Cheapflights users on 10/12. 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.
sáb. 11/17:08 amGDL - MDW
2 stops10h 31mFrontier
sáb. 11/156:30 amMDW - GDL
2 stops17h 29mFrontier
Deal found 10/12$338
This Frontier deal was found by Cheapflights users on 10/13. 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.
dom. 11/21:39 pmGDL - MDW
Nonstop3h 55mFrontier
mié. 11/56:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/13$341
This Frontier deal was found by Cheapflights users on 10/13. 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.
mié. 10/222:12 pmGDL - MDW
Nonstop4h 04mFrontier
vie. 10/318:39 pmMDW - GDL
Nonstop4h 14mFrontier
Deal found 10/13$362
This Frontier deal was found by Cheapflights users on 10/13. 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.
vie. 12/51:39 pmGDL - MDW
Nonstop3h 55mFrontier
dom. 12/76:00 amMDW - GDL
2 stops14h 35mFrontier
Deal found 10/13$365
This Frontier deal was found by Cheapflights users on 10/13. 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.
mié. 11/121:39 pmGDL - MDW
Nonstop3h 55mFrontier
lun. 11/176:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/13$368
This Frontier deal was found by Cheapflights users on 10/14. 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.
vie. 11/211:39 pmGDL - MDW
Nonstop3h 55mFrontier
vie. 11/286:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/14$369
This Frontier deal was found by Cheapflights users on 10/13. 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.
mié. 10/292:12 pmGDL - MDW
Nonstop4h 04mFrontier
vie. 11/146:54 pmMDW - GDL
Nonstop4h 30mFrontier
Deal found 10/13$374
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
sáb. 11/17:08 amGDL - MDW
2 stops10h 31mMultiple Airlines
lun. 11/106:30 amMDW - GDL
1 stop6h 51mMultiple Airlines
Deal found 10/12$375

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 octubre 14, 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

jue. 10/30

2:12 pm-7:16 pm

Nonstop4h 04m

Chicago Midway

dom. 11/2

6:54 pm-11:24 pm

Nonstop4h 30m

$331

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

lun. 11/10

8:02 am-10:11 pm

2 stops14h 09m

Chicago Midway

lun. 11/17

8:30 am-5:42 am

2 stops21h 12m

$378

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

mar. 2/24

6:45 pm-8:50 am

2 stops14h 05m

Chicago Midway

lun. 3/2

10:35 am-11:37 pm

2 stops13h 02m

$380

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

jue. 11/20

3:18 pm-12:13 am

1 stop8h 55m

Chicago Midway

lun. 11/24

6:54 pm-11:24 pm

Nonstop4h 30m

$383

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

vie. 3/6

2:18 pm-9:46 pm

1 stop7h 28m

Chicago Midway

mar. 3/10

10:35 am-11:37 pm

2 stops14h 02m

$386

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

mié. 11/12

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

lun. 11/24

5:30 am-2:18 pm

1 stop8h 48m

$394

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

mié. 12/24

1:39 pm-5:34 pm

Nonstop3h 55m

Chicago Midway

mar. 12/30

6:00 am-11:59 pm

2 stops17h 59m

$405

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

jue. 12/25

5:45 am-9:40 am

Nonstop3h 55m

$170

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

vie. 12/12

1:39 pm-5:34 pm

Nonstop3h 55m

$176

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

mar. 12/16

5:45 am-9:40 am

Nonstop3h 55m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 18 results
1
2

Compare providers for flights from Guadalajara to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Guadalajara to Midway in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
OneTravelPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy2 starsTrust Score*2 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Guadalajara-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Guadalajara-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Guadalajara-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Guadalajara-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Guadalajara-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 10, 2025.

The best time to book flights from Guadalajara to Chicago Midway Airport is 73 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, January is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $167). Flying from Guadalajara to Chicago Midway Airport in August is currently the most expensive (average of $285). 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 octubre 14, 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 in the afternoon, which can drop the price by up to 43% versus a flight at noon.

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 octubre 14, 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
6.7
Okay
1,150 reviews

Entertainment

5.0

Overall

6.7

Food

5.3

Comfort

6.4

Crew

7.3

Boarding

6.6

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
6.7
Okay
1,150 reviews
Volaris
6.7
Okay
1,150 reviews

Entertainment

5.0

Overall

6.7

Food

5.3

Comfort

6.4

Crew

7.3

Boarding

6.6

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
3,136 reviews
Volaris
6.7
Okay
1,150 reviews

Entertainment

5.0

Overall

6.7

Food

5.3

Comfort

6.4

Crew

7.3

Boarding

6.6

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 or Delta to get the fastest option. There are 1726 mi between Guadalajara and Chicago Midway Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 49% 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 $180. While the most popular route (Guadalajara Miguel Hidal - Chicago Midway) can be booked for $346 on average, our data indicates $299 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, January is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $167). Flying from Guadalajara to Chicago Midway Airport in August is currently the most expensive (average of $285). 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
Porter
Benton Harbor
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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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 octubre 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$177Average$370FlexibilityNo cancel feeOn-time62%
VolarisCheapest$271Average$367FlexibilityNo cancel feeOn-time79%

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