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Guadalajara

$133+ Cheap flights from Midway (MDW) to Guadalajara (GDL)

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GDL
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Guadalajara Miguel Hidal are usually found in February or January, booked 51 days in advance, depart on a Tuesday or Saturday and return on a Sunday

Cheap flight deals from Midway to Guadalajara

Cheapest flights from Midway to Guadalajara
Explore the most affordable flight options available from Midway to Guadalajara. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Thu 3/51:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/26$334
This eDestinos deal was found by Cheapflights users on 1/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Mon 3/21:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/24$335
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Wed 3/41:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/26$336
This FlightHub deal was found by Cheapflights users on 1/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Sat 3/211:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/24$338
This Gotogate deal was found by Cheapflights users on 1/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Mon 3/161:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/26$339
This FlightHub deal was found by Cheapflights users on 1/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Sun 3/11:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/26$340
This eDestinos deal was found by Cheapflights users on 1/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Wed 3/181:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/25$341
This Booking.com deal was found by Cheapflights users on 1/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:09 pm
MDW
-
GDL
Nonstop4h 10m
Volaris
Mon 4/201:36 pm
GDL
-
MDW
Nonstop4h 04m
Volaris
Deal found 1/26$342
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 3/46:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Sun 3/81:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/24$343
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Mon 3/161:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/26$345
This CheapOair deal was found by Cheapflights users on 1/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:54 pm
MDW
-
GDL
Nonstop4h 30m
Volaris
Tue 3/241:39 pm
GDL
-
MDW
Nonstop3h 55m
Volaris
Deal found 1/25$347
This Trip.com deal was found by Cheapflights users on 1/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:09 pm
MDW
-
GDL
Nonstop4h 10m
Volaris
Wed 4/151:36 pm
GDL
-
MDW
Nonstop4h 04m
Volaris
Deal found 1/23$350

Find flight deals from Midway to Guadalajara

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Guadalajara (GDL). 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(FlightHub)

One-way from

$133
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$321

Good round-trip deal

$313 or less

Good one-way deal

$148 or less
Provider with most accurate pricing for Chicago Midway-Guadalajara Miguel Hidal flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Guadalajara Miguel Hidal flights.
Search Deals
From Chicago Midway to Guadalajara Miguel Hidal
Search Deals
One-way flight from Chicago Midway to Guadalajara Miguel Hidal
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Guadalajara Miguel Hidal.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Guadalajara Miguel Hidal.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Guadalajara that are best for you.

Fly from

Midway

Fly to

Guadalajara

Route

Depart

Return

Price

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 4/22

8:09 pm-11:19 pm

Nonstop4h 10m

Guadalajara Miguel Hidal

Wed 4/29

1:36 pm-6:40 pm

Nonstop4h 04m

$317

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 2/25

6:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Wed 3/4

1:39 pm-5:34 pm

Nonstop3h 55m

$319

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 4/20

8:09 pm-11:19 pm

Nonstop4h 10m

Guadalajara Miguel Hidal

Mon 4/27

1:36 pm-6:40 pm

Nonstop4h 04m

$342

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 3/14

7:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Wed 5/20

1:36 pm-6:40 pm

Nonstop4h 04m

$362

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 2/25

6:00 am-12:50 pm

1 stop6h 50m

Guadalajara Miguel Hidal

Fri 2/27

2:15 pm-10:31 pm

1 stop8h 16m

$477

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 2/20

10:49 am-11:59 pm

2 stops13h 10m

Guadalajara Miguel Hidal

Wed 2/25

2:15 pm-10:31 pm

1 stop8h 16m

$477

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 2/25

6:00 am-12:50 pm

1 stop6h 50m

Guadalajara Miguel Hidal

Tue 3/3

2:15 pm-10:33 pm

1 stop8h 18m

$477

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 2/9

12:46 pm-11:59 pm

2 stops11h 13m

Guadalajara Miguel Hidal

Mon 3/9

6:39 pm-9:56 am

2 stops14h 17m

$481

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 3/9

10:45 am-10:32 pm

2 stops12h 47m

Guadalajara Miguel Hidal

Mon 3/16

6:39 pm-9:56 am

2 stops14h 17m

$481

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 2/9

6:54 pm-11:24 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Mon 2/16

6:10 am-8:00 pm

1 stop13h 50m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 20 results
1
2

Compare providers for flights from Midway to Guadalajara

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 Midway to Guadalajara in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice 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 Chicago Midway Airport-Guadalajara flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Guadalajara flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Guadalajara flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Guadalajara 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 Chicago Midway Airport-Guadalajara 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 Midway to Guadalajara

Have a flexible travel schedule? Discover the best time to fly to Guadalajara from Midway 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 Chicago Midway Airport to Guadalajara

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Guadalajara. Price data was last updated on January 23, 2026.

The price you pay for your flight from Chicago Midway Airport to Guadalajara may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Guadalajara (average of $133). Flying from Chicago Midway Airport to Guadalajara in November is currently the most expensive (average of $243). 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 MDW to GDL?

Find hourly flight availability from Midway to Guadalajara. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 26, 2026.

One of the essential ways to save on airfare from Chicago Midway Airport to Guadalajara is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 55% on airfare.

Reviews of airlines servicing Guadalajara

Get insights into the airlines that provide service to Guadalajara. 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 Guadalajara. Reviews last updated January 26, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Guadalajara, such as Viva, Volaris, and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Viva
7.0
Good
819 reviews

Boarding

7.0

Comfort

6.7

Entertainment

5.5

Crew

7.6

Overall

7.0

Food

5.9

Reviews

1 / 20
2.0
Mediocre

Ligita,Mar 2025

MTY - DEN

This was all around a bad experience. The airline bumped my flight to being 2 hours earlier and had no other alternatives for me even within 2 days. So I had to wake my 2 small children at 2:30am to board a 5:00am flight. This also made our layover 4 hours instead of the 2 we had planned, so it was impossible to get any rest with the itinerary that we had. The seats were hard and uncomfortable and the airline charged extra for seats and luggage which I did not realize when I booked. There were no snacks or drinks served. The announcements at the airport for boarding were all in Spanish and no one translated them to English so many people were confused about when to board. At one point they got us in a big line to board and then we stood there crammed together for a long time. One of the landings was super bumpy and made us a little nervous. All around not great, but the change in schedule made it so that I don't think I will fly them again.
Viva
7.0
Good
819 reviews
Viva
7.0
Good
819 reviews

Boarding

7.0

Comfort

6.7

Entertainment

5.5

Crew

7.6

Overall

7.0

Food

5.9

Reviews

1 / 20
2.0
Mediocre

Ligita,Mar 2025

MTY - DEN

This was all around a bad experience. The airline bumped my flight to being 2 hours earlier and had no other alternatives for me even within 2 days. So I had to wake my 2 small children at 2:30am to board a 5:00am flight. This also made our layover 4 hours instead of the 2 we had planned, so it was impossible to get any rest with the itinerary that we had. The seats were hard and uncomfortable and the airline charged extra for seats and luggage which I did not realize when I booked. There were no snacks or drinks served. The announcements at the airport for boarding were all in Spanish and no one translated them to English so many people were confused about when to board. At one point they got us in a big line to board and then we stood there crammed together for a long time. One of the landings was super bumpy and made us a little nervous. All around not great, but the change in schedule made it so that I don't think I will fly them again.
Volaris
6.6
Okay
1,172 reviews
Viva
7.0
Good
819 reviews

Boarding

7.0

Comfort

6.7

Entertainment

5.5

Crew

7.6

Overall

7.0

Food

5.9

Reviews

1 / 20
2.0
Mediocre

Ligita,Mar 2025

MTY - DEN

This was all around a bad experience. The airline bumped my flight to being 2 hours earlier and had no other alternatives for me even within 2 days. So I had to wake my 2 small children at 2:30am to board a 5:00am flight. This also made our layover 4 hours instead of the 2 we had planned, so it was impossible to get any rest with the itinerary that we had. The seats were hard and uncomfortable and the airline charged extra for seats and luggage which I did not realize when I booked. There were no snacks or drinks served. The announcements at the airport for boarding were all in Spanish and no one translated them to English so many people were confused about when to board. At one point they got us in a big line to board and then we stood there crammed together for a long time. One of the landings was super bumpy and made us a little nervous. All around not great, but the change in schedule made it so that I don't think I will fly them again.
Frontier
5.7
Fair
3,057 reviews
Viva
7.0
Good
819 reviews

Boarding

7.0

Comfort

6.7

Entertainment

5.5

Crew

7.6

Overall

7.0

Food

5.9

Reviews

1 / 20
2.0
Mediocre

Ligita,Mar 2025

MTY - DEN

This was all around a bad experience. The airline bumped my flight to being 2 hours earlier and had no other alternatives for me even within 2 days. So I had to wake my 2 small children at 2:30am to board a 5:00am flight. This also made our layover 4 hours instead of the 2 we had planned, so it was impossible to get any rest with the itinerary that we had. The seats were hard and uncomfortable and the airline charged extra for seats and luggage which I did not realize when I booked. There were no snacks or drinks served. The announcements at the airport for boarding were all in Spanish and no one translated them to English so many people were confused about when to board. At one point they got us in a big line to board and then we stood there crammed together for a long time. One of the landings was super bumpy and made us a little nervous. All around not great, but the change in schedule made it so that I don't think I will fly them again.

Related info for your journey

Find useful and relevant information for your journey from Midway to Guadalajara. 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 into for flights to Guadalajara from Chicago Midway?

    For a flight from Chicago Midway to Guadalajara, you will be flying into Miguel Hidal. Guadalajara Miguel Hidal (GDL) is just 9.7 mi from the center of the city. Miguel Hidal is the only Guadalajara airport and it handles 1 inbound flight from Chicago Midway per day. 3 airlines have flights to Guadalajara Miguel Hidal from Chicago Midway on a regular basis.

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

    For as low as $317, Volaris can have you in Guadalajara from Chicago Midway Airport in 4h 10m. Chicago Midway Airport and Guadalajara are separated by a distance of 1726 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Chicago Midway Airport to Guadalajara is Volaris. Our recent data shows that you can find tickets from as low as $170 on this airline. Additional options worth looking into are Viva and Frontier, starting at $190 and $200 round-trip. You may be able to fly from Chicago Midway Airport to Guadalajara for 59% less than the average price by searching for these airlines.

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

    The cheapest flight price from Chicago Midway Airport to Guadalajara is $123. On average you can expect to pay $257. The most popular route, (Chicago Midway - Guadalajara Miguel Hidal), can usually be booked for $319.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Guadalajara 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 Chicago Midway Airport to Guadalajara?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Guadalajara (average of $133). Flying from Chicago Midway Airport to Guadalajara in November is currently the most expensive (average of $243). 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 Guadalajara?

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

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Top 3 airlines flying from Midway to Guadalajara

Discover the top 3 airlines that operate flights from Midway to Guadalajara. 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$170Average$399FlexibilityNo cancel feeOn-time79%
VivaCheapest$190Average$339FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$200Average$319FlexibilityNo cancel feeOn-time62%

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