HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Guadalajara

$111+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GDL
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Guadalajara with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago Midway to Guadalajara Miguel Hidal are usually found in February or January, booked 88 days in advance, depart on a Saturday or Tuesday and return on a Sunday

Cheap 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 September 11, 2025.

Round-trip from

$291
(Kiwi.com)

One-way from

$111
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$319

Good round-trip deal

$280 or less

Good one-way deal

$133 or less
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. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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

Find 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 September 11, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:30 amMDW - GDL
1 stop6h 51mMultiple Airlines
Thu 11/2011:20 amGDL - MDW
1 stop10h 57mMultiple Airlines
Deal found 9/10$305
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:30 amMDW - GDL
1 stop6h 51mMultiple Airlines
Fri 11/141:36 pmGDL - MDW
Nonstop3h 58mMultiple Airlines
Deal found 9/10$310
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:30 amMDW - GDL
2 stops21h 48mMultiple Airlines
Thu 10/162:12 pmGDL - MDW
Nonstop4h 04mMultiple Airlines
Deal found 9/10$317
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.
Thu 11/136:30 amMDW - GDL
1 stop6h 51mMultiple Airlines
Mon 11/171:36 pmGDL - MDW
Nonstop3h 58mMultiple Airlines
Deal found 9/9$319
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 10/62:26 pmMDW - GDL
1 stop23h 50mMultiple Airlines
Fri 10/172:12 pmGDL - MDW
Nonstop4h 04mMultiple Airlines
Deal found 9/9$321
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.
Thu 10/2310:30 amMDW - GDL
1 stop27h 46mMultiple Airlines
Sun 11/91:36 pmGDL - MDW
Nonstop3h 58mMultiple Airlines
Deal found 9/9$324
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:30 amMDW - GDL
1 stop7h 46mMultiple Airlines
Fri 10/172:12 pmGDL - MDW
Nonstop4h 04mMultiple Airlines
Deal found 9/10$328
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:49 pmMDW - GDL
Nonstop4h 30mVolaris
Sun 11/161:36 pmGDL - MDW
Nonstop3h 58mVolaris
Deal found 9/11$332
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.
Tue 10/75:20 pmMDW - GDL
1 stop21h 04mMultiple Airlines
Tue 10/146:24 amGDL - MDW
1 stop15h 56mMultiple Airlines
Deal found 9/9$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/56:30 amMDW - GDL
1 stop7h 46mMultiple Airlines
Sat 10/187:08 amGDL - MDW
1 stop8h 01mMultiple Airlines
Deal found 9/10$334
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:49 pmMDW - GDL
Nonstop4h 30mVolaris
Wed 11/191:36 pmGDL - MDW
Nonstop3h 58mVolaris
Deal found 9/9$335

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 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

Midway

Fly to

Guadalajara

Route

Depart

Return

Price

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 1/23

6:49 pm-11:19 pm

Nonstop4h 30m

Guadalajara Miguel Hidal

Fri 2/6

1:36 pm-5:34 pm

Nonstop3h 58m

$351

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sun 10/12

10:30 am-12:05 pm

1 stop26h 35m

Guadalajara Miguel Hidal

Wed 10/22

2:12 pm-7:16 pm

Nonstop4h 04m

$370

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 10/11

10:00 am-8:45 pm

2 stops11h 45m

Guadalajara Miguel Hidal

Sun 10/26

6:36 am-12:36 am

1 stop17h 00m

$436

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 1/14

6:00 am-12:58 pm

1 stop6h 58m

Guadalajara Miguel Hidal

Wed 1/28

2:18 pm-9:46 pm

1 stop7h 28m

$480

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 1/23

10:35 am-11:37 pm

2 stops13h 02m

Guadalajara Miguel Hidal

Fri 2/6

2:18 pm-9:46 pm

1 stop7h 28m

$480

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Wed 11/12

12:47 pm-11:59 pm

2 stops11h 12m

Guadalajara Miguel Hidal

Wed 11/19

2:06 pm-11:32 pm

1 stop9h 26m

$493

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Tue 11/11

6:00 am-6:42 pm

2 stops12h 42m

Guadalajara Miguel Hidal

Tue 11/25

12:25 pm-11:32 pm

2 stops11h 07m

$498

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 3/9

10:35 am-8:27 am

2 stops22h 52m

Guadalajara Miguel Hidal

Wed 3/11

9:23 am-9:56 am

2 stops23h 33m

$498

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 10/18

10:00 am-1:16 pm

1 stop28h 16m

$123

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 11/1

6:30 am-7:20 am

2 stops25h 50m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 20 results
1
2

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 August 29, 2025.

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 88 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 $265). Flying from Chicago Midway Airport to Guadalajara in December is currently the most expensive (average of $492). 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 September 11, 2025.

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 at noon tend to be the most expensive. A flight in the morning could potentially save you up to 22% 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 September 11, 2025.
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
788 reviews

Crew

7.6

Boarding

6.9

Entertainment

5.5

Overall

7.0

Food

5.9

Comfort

6.7

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
788 reviews
Viva
7.0
Good
788 reviews

Crew

7.6

Boarding

6.9

Entertainment

5.5

Overall

7.0

Food

5.9

Comfort

6.7

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
1,155 reviews
Viva
7.0
Good
788 reviews

Crew

7.6

Boarding

6.9

Entertainment

5.5

Overall

7.0

Food

5.9

Comfort

6.7

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
5.8
Fair
3,177 reviews
Viva
7.0
Good
788 reviews

Crew

7.6

Boarding

6.9

Entertainment

5.5

Overall

7.0

Food

5.9

Comfort

6.7

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 $351, Volaris can have you in Guadalajara from Chicago Midway Airport in 4h 30m. 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 Viva. Our recent data shows that you can find tickets from as low as $125 on this airline. Additional options worth looking into are Frontier and Volaris, starting at $200 and $217 round-trip. You may be able to fly from Chicago Midway Airport to Guadalajara for 66% 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 $302. The most popular route, (Chicago Midway - Guadalajara Miguel Hidal), can usually be booked for $320.

  • 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 $265). Flying from Chicago Midway Airport to Guadalajara in December is currently the most expensive (average of $492). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$125Average$339FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$200Average$516FlexibilityNo cancel feeOn-time62%
VolarisCheapest$217Average$380FlexibilityNo cancel feeOn-time79%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.