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Guadalajara

$118+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GDL
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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

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 October 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$299
(CheapOair)

One-way from

$118
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$343

Good round-trip deal

$370 or less

Good one-way deal

$184 or less
Provider with most accurate pricing for Chicago Midway-Guadalajara Miguel Hidal flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Guadalajara Miguel Hidal flights.
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From Chicago Midway to Guadalajara Miguel Hidal
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One-way flight from Chicago Midway to Guadalajara Miguel Hidal
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Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 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 Chicago Midway to Guadalajara Miguel Hidal.
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Price to beat on a one-way flight from Chicago Midway to Guadalajara Miguel Hidal.
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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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:59 pmMDW - GDL
2 stops16h 16mMultiple Airlines
Mon 12/81:39 pmGDL - MDW
Nonstop3h 55mMultiple Airlines
Deal found 10/28$358
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/142:01 pmMDW - GDL
2 stops17h 29mMultiple Airlines
Tue 12/235:45 amGDL - MDW
Nonstop3h 55mMultiple Airlines
Deal found 10/28$366
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 12/812:35 pmMDW - GDL
1 stop25h 43mMultiple Airlines
Thu 1/2210:55 amGDL - MDW
2 stops12h 30mMultiple Airlines
Deal found 10/27$369
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/274:00 pmMDW - GDL
1 stop20h 10mMultiple Airlines
Sat 12/67:15 pmGDL - MDW
2 stops25h 30mMultiple Airlines
Deal found 10/28$373
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:54 pmMDW - GDL
Nonstop4h 30mVolaris
Wed 12/101:39 pmGDL - MDW
Nonstop3h 55mVolaris
Deal found 10/28$388
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:49 pmMDW - GDL
2 stops22h 32mMultiple Airlines
Mon 12/157:04 amGDL - MDW
1 stop15h 14mMultiple Airlines
Deal found 10/28$391
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:15 amMDW - GDL
3 stops25h 15mMultiple Airlines
Sun 12/141:39 pmGDL - MDW
Nonstop3h 55mMultiple Airlines
Deal found 10/28$394
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 11/146:54 pmMDW - GDL
Nonstop4h 30mMultiple Airlines
Fri 11/216:20 amGDL - MDW
1 stop9h 26mMultiple Airlines
Deal found 10/27$395
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:30 amMDW - GDL
1 stop6h 51mMultiple Airlines
Sun 11/1611:20 amGDL - MDW
2 stops37h 10mMultiple Airlines
Deal found 10/28$398
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 11/146:54 pmMDW - GDL
Nonstop4h 30mVolaris
Fri 11/211:39 pmGDL - MDW
Nonstop3h 55mVolaris
Deal found 10/27$403

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 October 28, 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

Mon 12/8

6:00 am-6:42 pm

2 stops12h 42m

Guadalajara Miguel Hidal

Thu 1/22

11:23 am-10:26 pm

2 stops11h 03m

$507

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Tue 11/11

6:00 am-12:41 pm

1 stop6h 41m

Guadalajara Miguel Hidal

Tue 11/25

2:06 pm-11:40 pm

1 stop9h 34m

$554

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 11/15

6:00 am-12:41 pm

1 stop6h 41m

Guadalajara Miguel Hidal

Sat 11/22

8:20 am-11:40 pm

2 stops15h 20m

$584

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Tue 11/11

6:00 am-12:41 pm

1 stop6h 41m

Guadalajara Miguel Hidal

Tue 11/18

9:45 am-11:40 pm

2 stops13h 55m

$589

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sat 12/6

6:00 am-6:42 pm

2 stops12h 42m

Guadalajara Miguel Hidal

Sun 12/14

2:06 pm-11:47 pm

1 stop9h 41m

$619

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Sun 11/9

6:00 am-12:41 pm

1 stop6h 41m

Guadalajara Miguel Hidal

Sat 11/15

9:45 am-11:40 pm

2 stops13h 55m

$649

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Tue 12/23

6:00 am-8:01 pm

2 stops14h 01m

Guadalajara Miguel Hidal

Sun 12/28

8:00 am-4:20 pm

1 stop8h 20m

$660

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Tue 12/23

6:00 am-8:01 pm

2 stops14h 01m

Guadalajara Miguel Hidal

Tue 12/30

9:07 am-10:22 pm

2 stops13h 15m

$660

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Fri 11/7

6:00 am-12:37 pm

1 stop6h 37m

Guadalajara Miguel Hidal

Fri 11/14

9:45 am-11:40 pm

2 stops13h 55m

$699

ChicagoGuadalajara

MDW - GDL

MDWGDL

Chicago Midway

Mon 12/1

6:00 am-12:41 pm

1 stop6h 41m

Guadalajara Miguel Hidal

Wed 12/10

2:06 pm-11:47 pm

1 stop9h 41m

$704

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 21 results
1
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago Midway Airport-Guadalajara flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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 October 24, 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 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 $134). Flying from Chicago Midway Airport to Guadalajara in July is currently the most expensive (average of $223). 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 October 28, 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 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 October 28, 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
791 reviews

Overall

7.0

Food

5.9

Boarding

6.9

Entertainment

5.5

Comfort

6.7

Crew

7.6

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
791 reviews
Viva
7.0
Good
791 reviews

Overall

7.0

Food

5.9

Boarding

6.9

Entertainment

5.5

Comfort

6.7

Crew

7.6

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
6.7
Okay
1,150 reviews
Viva
7.0
Good
791 reviews

Overall

7.0

Food

5.9

Boarding

6.9

Entertainment

5.5

Comfort

6.7

Crew

7.6

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
3,124 reviews
Viva
7.0
Good
791 reviews

Overall

7.0

Food

5.9

Boarding

6.9

Entertainment

5.5

Comfort

6.7

Crew

7.6

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 $507, Delta can have you in Guadalajara from Chicago Midway Airport in 12h 42m. Chicago Midway Airport and Guadalajara are separated by a distance of 1726 mi.

  • 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 Volaris and Frontier, starting at $187 and $200 round-trip. You may be able to fly from Chicago Midway Airport to Guadalajara for 67% 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 $170. On average you can expect to pay $350. The most popular route, (Chicago Midway - Guadalajara Miguel Hidal), can usually be booked for $242.

  • 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 $134). Flying from Chicago Midway Airport to Guadalajara in July is currently the most expensive (average of $223). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$125Average$337FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$187Average$384FlexibilityNo cancel feeOn-time79%
FrontierCheapest$200Average$537FlexibilityNo cancel feeOn-time62%

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