GDL - MDW

$164 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 3/15. 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 23% 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.

Everything you should know

Cheapest round-trip
$237
Overall average: $407
Volaris
Wed 3/18Sun 3/22
GDL - MDW • Non-stop
Cheapest one-way
$174
Typical prices: $185-$312
Volaris
Sun 3/15
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
Volaris
Cheapest • from $237 (round-trip)
Volaris
Best reviews • 6.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Volaris. Average duration is 3h 55m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Volaris
Most punctual • 87% on-time
Night flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 37% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 13% price drop
July
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

Wed, Mar 18 - Sun, Mar 22
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$237Volaris
Fri, Apr 17 - Sun, Apr 26
Volaris Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$258Volaris
Sat, Mar 21 - Tue, Mar 24
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$284Volaris
Sat, Mar 21 - Tue, Mar 24
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$286Volaris
Fri, Mar 20 - Tue, Mar 24
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$289Volaris
Fri, Apr 10 - Wed, Apr 15
Volaris Logo
2:09 pm - 7:04 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$290Volaris
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
$293Volaris
Tue, May 19 - Fri, May 29
Frontier Logo
2:25 pm - 7:29 pm
GDL
-
MDW
4h 04mnonstop
Frontier Logo
8:09 pm - 11:19 pm
MDW
-
GDL
4h 10mnonstop
$301Frontier
Sat, May 2 - Sun, May 10
Frontier Logo
2:25 pm - 7:20 pm
GDL
-
MDW
3h 55mnonstop
Frontier Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$303Frontier
Tue, May 19 - Fri, May 29
Frontier Logo
2:25 pm - 7:20 pm
GDL
-
MDW
3h 55mnonstop
Frontier Logo
8:23 pm - 11:47 pm
MDW
-
GDL
4h 24mnonstop
$305Frontier
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.

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, Friday 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 October, where tickets cost $336 (return) on average. On the other hand, the most expensive months are July and March, where the average cost of round-trip tickets is $410 and $407 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 4 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 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$174
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 6% 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 $174 for a one-way ticket and $237 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 $457 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 $421 and an overall rating of 5.7.

  • 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 $199 or less one-way and $200 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 1170 reviews
6.3Comfort
4.9Entertainment
6.5Boarding
7.3Crew
5.3Food
Airline reviews

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.

10.0 ExcellentDebbie, Jan 2026
PVR - TIJ
Read more Volaris reviews

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.

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

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Frontier line changes my flight schedule with out my authorization. They never ask me and with out my concern they cut off 4 hours of my vacation they force my to leave 4 hours early from Puerto Rico.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

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

Information on your arrival and departure airports