GDL - MDW

$197 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 5/8. 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, 0 bags

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 24% or moreCompare multiple travel sites with one search.

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Everything you should know

Cheapest round-trip
$340
Typical prices: $460-$375
Frontier
Fri 6/12Sun 6/14
GDL - MDW • Non-stop
Cheapest one-way
$196
Typical prices: $214-$310
Volaris
Fri 5/8
GDL - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Consider Frontier's Premium Bundle for extra legroom.
Use the CTA Orange Line from MDW for a quick ride.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $340 (round-trip)
Best reviews • 6.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Volaris. Average duration is 3h 55m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 84% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 25% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight 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

Fri, Jun 12 - Sun, Jun 14
Frontier Logo
2:01 pm - 7:04 pm
GDL
-
MDW
4h 03mnonstop
Frontier Logo
8:23 pm - 11:30 pm
MDW
-
GDL
4h 07mnonstop
$340Frontier
Thu, Jun 18 - Tue, Jun 23
Frontier Logo
2:31 pm - 7:34 pm
GDL
-
MDW
4h 03mnonstop
Frontier Logo
8:49 pm - 11:56 pm
MDW
-
GDL
4h 07mnonstop
$341Frontier
Mon, Aug 24 - Mon, Aug 31
Frontier Logo
2:01 pm - 7:04 pm
GDL
-
MDW
4h 03mnonstop
Frontier Logo
8:23 pm - 11:30 pm
MDW
-
GDL
4h 07mnonstop
$342Frontier
Sat, Jun 6 - Wed, Jun 17
Volaris Logo
2:31 pm - 7:34 pm
GDL
-
MDW
4h 03mnonstop
Volaris Logo
8:23 pm - 11:30 pm
MDW
-
GDL
4h 07mnonstop
$371Volaris
Sat, May 23 - Sat, May 30
Volaris Logo
2:25 pm - 7:20 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:48 pm - 12:12 am
MDW
-
GDL
4h 24mnonstop
$375Volaris
Tue, Jun 2 - Mon, Jun 8
Volaris Logo
2:31 pm - 7:34 pm
GDL
-
MDW
4h 03mnonstop
Volaris Logo
8:23 pm - 11:30 pm
MDW
-
GDL
4h 07mnonstop
$377Volaris
Sun, May 10 - Wed, May 13
Volaris Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$380Volaris
Fri, May 15 - Sun, May 17
Volaris Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$381Volaris
Sat, May 23 - Sat, May 30
Volaris Logo
2:25 pm - 7:20 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:48 pm - 12:12 am
MDW
-
GDL
4h 24mnonstop
$385Volaris
Mon, Jun 15 - Sun, Jun 21
Volaris Logo
2:01 pm - 7:04 pm
GDL
-
MDW
4h 03mnonstop
Volaris Logo
8:23 pm - 11:30 pm
MDW
-
GDL
4h 07mnonstop
$390Volaris
Booking Insights

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.

How much is a round-trip flight from Guadalajara to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Guadalajara to Chicago Midway Airport departing in June.

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 Sundays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Saturday is the cheapest day to fly and Wednesday 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 March, where tickets cost $281 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $426 and $424 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 3 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from Guadalajara to Midway

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Yulia Denisyuk

Yulia Denisyuk

Expert on Volaris

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.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

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.

Brandon Schultz

Brandon Schultz

Expert on GDL

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.

Good to know

Low seasonFebruary
Cheapest flight$196
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 13% 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 $196 for a one-way ticket and $340 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?

    Delta, and Aeromexico 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 $419 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 $423 and an overall rating of 5.6.

  • 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 $193 or less one-way and $222 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

Volaris

Volaris

Tuesday

Volaris

Volaris

Wednesday

Volaris

Volaris

Thursday

Volaris

Volaris

Friday

Volaris

Volaris

Saturday

Volaris

Volaris

Sunday

Volaris

Volaris

See more direct flights

Direct returns

Chicago Midway to Guadalajara Miguel Hidal

Monday

Volaris

Volaris

Tuesday

Volaris

Volaris

Wednesday

Volaris

Volaris

Thursday

Volaris

Volaris

Friday

Volaris

Volaris

Saturday

Volaris

Volaris

Sunday

Volaris

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 1167 reviews
7.3Crew
6.5Boarding
6.3Comfort
5.2Food
4.9Entertainment
Airline reviews

The flights were on time, the ground crew and on board crews were kind and efficient. The free snacks for Premium+ were good, similar to US First Class snacks. The plane were clean and bright! Complaints? The seats were worn and the seat-back pockets were missing. Overall, I'll book again with Volaris. Ignore the negative social media posts, understand what your fare includes, buy the add ons you need. We had no problems with our personal items and carryons.

10.0 ExcellentDarcy, Mar 2026
LAP - TIJ
Read more Volaris reviews

The flights were on time, the ground crew and on board crews were kind and efficient. The free snacks for Premium+ were good, similar to US First Class snacks. The plane were clean and bright! Complaints? The seats were worn and the seat-back pockets were missing. Overall, I'll book again with Volaris. Ignore the negative social media posts, understand what your fare includes, buy the add ons you need. We had no problems with our personal items and carryons.

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

The money you save flying volaris is not worth it

Is was a good short flight with some turbulence! I would fly Volaris again.

We had boarding passes for the next flight but we could not catch the flight in the small airport just because volaris closed the boarding at the counters an hour before for which we had to sepnd almost 3+ hours to catch next flight. There are hardly anyone who can speak english, but thank God, we have found an young man who could not only speak English but helped us book for the next flight. The air crafts are noisy and scary sometimes to hear that squeeking noises during the take off and during the flight. They do not even offer a cup of coffee for free in flight. The prices are super high and the services are zero. That’s pretty much for this airlines in summary.

Unfortunately it was not a good flight got canceled had to be at the airport all night long to get a different flight to another airport my first flight with Volaris was very bad. Poor services

The boarding , and it would be nice if they would let us know head of time about flight changes

The flight was delayed by two hours. I had paid for extended leg room. Due to the delay, the plane was different and I didn't end up having extended leg room. I finally was able to reach Volaris on Whats App and they gave me an airline credit. I wanted a refund to the credit card since I hardly ever fly Volaris. Other than that, it was a very comfortable flight.

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

The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

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

Information on your arrival and departure airports