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Midway

$202+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — MDW
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheapflights Tip: The best prices from Guadalajara Miguel Hidal to Chicago Midway are usually found in March or October, booked 22 days in advance, depart on a Thursday or Saturday and return on a Friday

Cheap 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 July 28, 2026.

This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Wed 9/28:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 7/24$358
This CheapOair deal was found by Cheapflights users on 7/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Mon 8/318:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 7/23$360
This Frontier deal was found by Cheapflights users on 7/26. 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 8/282:01 pm
GDL
-
MDW
Nonstop4h 03m
Frontier
Mon 8/318:23 pm
MDW
-
GDL
Nonstop4h 07m
Frontier
Deal found 7/26$361
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Fri 9/252:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Sun 9/278:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 7/25$362
This Frontier deal was found by Cheapflights users on 7/26. 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 11/2312:44 pm
GDL
-
MDW
Nonstop3h 55m
Frontier
Fri 11/276:07 pm
MDW
-
GDL
Nonstop4h 30m
Frontier
Deal found 7/26$366
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Wed 8/267:57 am
GDL
-
MDW
2 stops13h 50m
Multiple Airlines
Wed 9/28:23 pm
MDW
-
GDL
Nonstop4h 07m
Multiple Airlines
Deal found 7/24$367
This OneTravel deal was found by Cheapflights users on 7/28. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Wed 9/168:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 7/28$368
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 8/247:57 am
GDL
-
MDW
2 stops13h 50m
Multiple Airlines
Mon 8/318:23 pm
MDW
-
GDL
Nonstop4h 07m
Multiple Airlines
Deal found 7/25$370
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/212:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Sun 9/278:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 7/23$372
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Thu 9/38:02 am
GDL
-
MDW
2 stops13h 45m
Multiple Airlines
Thu 9/107:30 pm
MDW
-
GDL
1 stop15h 57m
Multiple Airlines
Deal found 7/27$373
This Mytrip deal was found by Cheapflights users on 7/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:01 pm
GDL
-
MDW
Nonstop4h 03m
Volaris
Tue 9/87:30 pm
MDW
-
GDL
1 stop15h 57m
Volaris
Deal found 7/25$374
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Thu 9/38:02 am
GDL
-
MDW
2 stops13h 45m
Multiple Airlines
Mon 9/218:23 pm
MDW
-
GDL
Nonstop4h 07m
Multiple Airlines
Deal found 7/27$377

Find 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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$358
(CheapOair)

One-way from

$202
(eDestinos)

Popular in

July

Cheapest in

March

Average price

$472

Good round-trip deal

$384 or less

Good one-way deal

$248 or less
Provider with most accurate pricing for Guadalajara Miguel Hidal-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Guadalajara Miguel Hidal-Chicago Midway flights.
Search Deals
From Guadalajara Miguel Hidal to Chicago Midway
Search Deals
One-way flight from Guadalajara Miguel Hidal to Chicago Midway
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Guadalajara Miguel Hidal to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Guadalajara Miguel Hidal to Chicago Midway.
Search Deals

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 July 28, 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

Cheapest round-trip
Quickest round-trip

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Sun 9/6

2:01 pm-7:04 pm

Nonstop4h 03m

Chicago Midway

Sun 9/13

8:23 pm-11:30 pm

Nonstop4h 07m

$387

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 9/16

2:01 pm-7:04 pm

Nonstop4h 03m

Chicago Midway

Sun 9/20

8:23 pm-11:30 pm

Nonstop4h 07m

$402

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 12/30

9:00 am-7:02 pm

1 stop10h 02m

Chicago Midway

Sun 1/3

6:07 pm-10:37 pm

Nonstop4h 30m

$568

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 8/24

3:48 pm-8:39 am

2 stops15h 51m

Chicago Midway

Mon 8/31

6:05 am-11:25 am

1 stop6h 20m

$580

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 12/18

2:10 pm-10:56 pm

1 stop8h 46m

Chicago Midway

Sun 1/10

6:00 am-12:50 pm

1 stop6h 50m

$582

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Fri 12/18

9:00 am-7:02 pm

1 stop10h 02m

Chicago Midway

Sun 1/10

6:07 pm-10:37 pm

Nonstop4h 30m

$582

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Sun 9/6

12:50 pm-10:36 pm

1 stop8h 46m

Chicago Midway

Sun 9/13

6:05 am-2:52 pm

2 stops9h 47m

$611

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Tue 10/6

5:50 pm-9:17 am

2 stops14h 27m

Chicago Midway

Sun 10/11

6:04 am-2:43 pm

2 stops9h 39m

$613
Cheapest one-way

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Mon 1/18

6:45 pm-8:49 am

2 stops14h 04m

$275

GuadalajaraChicago

GDL - MDW

GDLMDW

Guadalajara Miguel Hidal

Wed 10/7

7:04 am-10:58 am

2 stops26h 54m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 20 resultsSorted by cheapest first
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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust 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?

The best time to book flights from Guadalajara to Chicago Midway Airport is 21 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, March is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $335). Flying from Guadalajara to Chicago Midway Airport in July is currently the most expensive (average of $472). 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 July 28, 2026.

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 evening, which can drop the price by up to 52% versus a flight at noon.

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

Airfare is below average for this route at the moment.

Guadalajara to Chicago Midway Airport flights typically cost between $380 and $440 in August.
The cheapest round-trip price found within the last 5 days was $358 on Volaris (Aug 31-Sep 2).

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 July 28, 2026.
Read reviews from past customers who have flown Volaris 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
1,149 reviews

Crew

7.3

Entertainment

4.9

Comfort

6.3

Food

5.3

Overall

6.6

Boarding

6.5

Reviews

1 / 20
6.0
Good

Anonymous,Apr 2026

MEX - LAX

My husband had and issue with check in through the app so we had to go to the counter and make line. We had to walk a long way to the gate. Volaris counter was in gate 2 and we had to go all the way to gate 34. It felt forever to get to our gate.
Volaris
6.6
Okay
1,149 reviews
Volaris
6.6
Okay
1,149 reviews

Crew

7.3

Entertainment

4.9

Comfort

6.3

Food

5.3

Overall

6.6

Boarding

6.5

Reviews

1 / 20
6.0
Good

Anonymous,Apr 2026

MEX - LAX

My husband had and issue with check in through the app so we had to go to the counter and make line. We had to walk a long way to the gate. Volaris counter was in gate 2 and we had to go all the way to gate 34. It felt forever to get to our gate.

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 1 airline.

  • 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 03m. Fly via Volaris 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 is the cheapest airline to fly from Guadalajara to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Guadalajara to Chicago Midway Airport round-trip from $279. This flight start at 29% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Guadalajara to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $174 on Volaris. Other airlines that offer cheap prices include Frontier from $199 and Delta from $243 one-way.

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

    Looking at all options, your cheapest flight can be booked for $217. While the most popular route (Guadalajara Miguel Hidal - Chicago Midway) can be booked for $358 on average, our data indicates $370 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, March is the cheapest month in which you can book a flight from Guadalajara to Chicago Midway Airport (average of $335). Flying from Guadalajara to Chicago Midway Airport in July is currently the most expensive (average of $472). 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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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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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Top airline flying from Guadalajara to Midway

Discover the top airline 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$279Average$440FlexibilityNo cancel feeOn-time79%

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