GDL - MDW

$168 Find Cheap Flights from Guadalajara to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Guadalajara to Midway departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Guadalajara to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Guadalajara to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Expert advice
Useful Info
Flights Deals

Cheap Flights from Guadalajara to Midway (GDL-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Guadalajara to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Guadalajara to Midway

Thu, Oct 23 - Mon, Oct 27
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$281Frontier
Find Deal
Fri, Nov 7 - Sun, Nov 16
Frontier Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$286Frontier
Find Deal
Thu, Oct 30 - Sun, Nov 2
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$291Frontier
Find Deal
Wed, Oct 1 - Fri, Oct 31
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$293Frontier
Find Deal
Wed, Nov 26 - Sun, Nov 30
Frontier Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$301Frontier
Find Deal
Wed, Sep 17 - Wed, Sep 24
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$302Frontier
Find Deal
Wed, Nov 26 - Sun, Nov 30
Frontier Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
Frontier Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
$303Frontier
Find Deal
Thu, Oct 2 - Thu, Oct 23
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Frontier Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
$309Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
 Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
 Logo
6:00 am - 1:16 pmMDW-GDL
8h 16m1 stop
Fri, Sep 26 - Mon, Sep 29
 Logo
10:20 am - 8:52 pmGDL-MDW
9h 32m1 stop
 Logo
7:03 pm - 4:11 pmMDW-GDL
22h 08m2 stops
Expert advice

Expert advice for your flight from Guadalajara to Midway

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Volaris

Choose Plus fare for priority boarding and a checked bag, ideal for a flexible travel experience.


Opt for Basic fare with a carry-on for cost-effective travel without checked baggage.

Read more about Volarisby Yulia Denisyuk
Frontier

Consider the Premium Bundle for extra legroom and priority boarding at a reasonable cost.


Avoid Basic Fare to ensure seat selection and carry-on inclusion for a more comfortable journey.

Read more about Frontierby Stefanie Waldek
Airports
GDL

Arrive at GDL at least two hours before your flight due to potential long lines at check-in and security.

Read more about GDLby Brandon Schultz
MDW

Take the CTA Orange Line from MDW to downtown Chicago for a quick and convenient 25-30 minute ride.

Read more about MDWby Stefanie Waldek
Our travel experts
Yulia Denisyuk

Yulia Denisyuk

Expert on Volaris

Yulia Denisyuk

Yulia Denisyuk

Yulia is a freelance journalist who’s dispatched from 90+ countries. Her work focuses on cultures, adventure trips and air travel, appearing in NatGeo, NYT, CNTraveler, and more. For past assignments, she’s stayed with nomads in Mongolia and learned the art of Imigongo in Rwanda. She’s based in Chicago; in winter she often questions that decision.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Brandon Schultz

Brandon Schultz

Expert on GDL

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Useful Info

KAYAK's insights & trends for Guadalajara to Midway flights

Get data-powered insights and trends into flights from Guadalajara to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Guadalajara to Chicago Midway Airport?

The average price of all round-trip flights from Guadalajara to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Guadalajara to Chicago Midway Airport, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Guadalajara to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Guadalajara to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Guadalajara to Chicago Midway Airport is February, where tickets cost $268 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $411 and $375 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Guadalajara to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Guadalajara to Chicago Midway Airport, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$168
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Guadalajara to Chicago Midway Airport

When to book flights from Guadalajara to Midway

Are your dates flexible? Find out the best times to travel from Guadalajara to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Guadalajara to Chicago Midway Airport flights

  • What is the cheapest flight from Guadalajara to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Guadalajara to Chicago Midway Airport was $168 for a one-way ticket and $281 for a round-trip.

  • Do I need a passport to fly between Guadalajara and Chicago Midway Airport?

    Yes

  • Which airlines offer Wi-Fi service onboard planes from Guadalajara to Chicago Midway Airport?

    Aeromexico, and Delta offer inflight Wi-Fi service on the Guadalajara to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Guadalajara to Chicago Midway Airport?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Guadalajara to Chicago Midway Airport flight route.

  • On which days can I fly direct from Guadalajara to Chicago Midway Airport?

    There are nonstop flights from Guadalajara to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Guadalajara to Chicago, Volaris or Frontier?

    The two airlines most popular with KAYAK users for flights from Guadalajara to Chicago are Volaris and Frontier. With an average price for the route of $470 and an overall rating of 6.6, Volaris is the most popular choice. Frontier is also a great choice for the route, with an average price of $368 and an overall rating of 5.9.

  • How does KAYAK find such low prices on flights from Guadalajara to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Guadalajara to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Guadalajara to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Guadalajara is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Guadalajara to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Guadalajara with another airline. Booking your flights between Guadalajara and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Guadalajara to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Guadalajara up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Guadalajara to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $188 or less one-way and $324 or less round-trip.

Prefer to fly direct from Guadalajara to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Guadalajara Miguel Hidal to Chicago Midway.
Find which airlines fly direct from Guadalajara Miguel Hidal Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Guadalajara Miguel Hidal to Chicago Midway

Monday

Frontier, Volaris

Frontier, Volaris

Tuesday

Frontier, Volaris

Frontier, Volaris

Wednesday

Frontier, Volaris

Frontier, Volaris

Thursday

Frontier, Volaris

Frontier, Volaris

Friday

Frontier, Volaris

Frontier, Volaris

Saturday

Frontier, Volaris

Frontier, Volaris

Sunday

Frontier, Volaris

Frontier, Volaris

See more direct flights

Direct returns

Chicago Midway to Guadalajara Miguel Hidal

Monday

Frontier, Volaris

Frontier, Volaris

Tuesday

Frontier, Volaris

Frontier, Volaris

Wednesday

Frontier, Volaris

Frontier, Volaris

Thursday

Frontier, Volaris

Frontier, Volaris

Friday

Frontier, Volaris

Frontier, Volaris

Saturday

Frontier, Volaris

Frontier, Volaris

Sunday

Frontier, Volaris

Frontier, Volaris

See more direct flights

Reviews of the top airlines flying from Guadalajara to Midway

 
See real verified KAYAK customer reviews for airlines flying from Guadalajara to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Guadalajara to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.6
VolarisOverall score based on 1162 reviews
6.4Comfort
6.6Boarding
5.4Food
5.0Entertainment
7.3Crew
Airline reviews

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

2.0 MediocreAnonymous, Jun 2025MEX - ORD
Read more Volaris reviews

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

Better communication about delayed flight. I am thankful for a small credit for late flight.

Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests

Terrible. And they charged over $400 just for luggage. And threatened that I would loose my flight if I didn’t pay. So I didn’t have another choice but to pay.

They check you everything before entering to waiting room, if you have any liquid they take it away even if you buy it inside the airport, no recommend volaris, for mi know Alaska airline is better

They don’t give anything for free you have to pay for everything which it’s expected but at least give out water and a snack as a courtesy for flying with them.

I got to where I needed to go quickly. There were no amenities. And the seats were painful.

The worst. Kayak sent notification at 2am and 10am regarding the delay. Then sends a notification an hour before original depart time that it will depart on time. I had to wait 8 hours at the airport. My family had to pay for lodging in Guadalajara where I was landing for pick up.

The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.

They were only able to give me a seat and not my travel companion, she had to fly on a different airline. unacceptable

Terrible communication with weather delay, lost baggage, near impossible to reach customer service

My tickets got canceled on me by your site and I didn't have a flight. Then you kept sending me emails on the status of q flight I didn't have tickets for.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

I missed a flight because of a delay. I had to buy a new ticket through Southwest.

The crew was mostly okay. The flight attendant who answered our questions was curt and unhelpful unfortunately. He seemed upset and I understand having off days.

Flight was delayed one hour. Notification to the crowd waiting near the gate was terrible…announcements were unclear and very hard to hear and therefore understand. Frontier does NOT send texts to notify, only email. The reader board over the gate itself was NEVER updated to indicate the gate had been changed. It’s like a bunch of children are running things.

I’m not gonna fly Frontier Airlines because booking is not an option. No water or food is for high price, not equipped for health emergency incompetent crew for emergency services. Cheap airline shows it is cheaper in all service categories. Boarding is the best of all airlines!

We’ve all seen the YouTube vids of out of control passengers. But this was an instance of a highly aggressive, bully flight attendant. Yelling in the face of a vet with PTSD who was texting their family. And no , we had not yet been instructed to put our phones in airplane mode. My suggestion is that you should pay whatever difference there is in order to avoid Frontier airlines. Additionally, after 3hrs trying to get customer service frontier offered a $25 voucher. I declined. This experience was so traumatic. To be verbally assaulted and abused by a flight attendant that has the power to say “boo” and I miss my flight ( which was to a family member’s funeral ). Frontier is unsafe and I cannot impress enough how much I discourage anyone ( esp those with any kind of disability like PTSD ) flying on Frontier.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

We were delayed three times ,and that destroyed my plans, and reservations

Everything you need to know for your flight from Guadalajara to Midway

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.