GDL - MDW

$184 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 2/13. 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

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Everything you should know

Cheapest round-trip
$307
Typical prices: $249-$463
Frontier
Wed 3/4Sun 3/8
GDL - MDW • Non-stop
Cheapest one-way
$184
Typical prices: $160-$209
Volaris
Fri 2/13
GDL - MDW • Non-stop
Our travelers' advice
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 $319 (round-trip)
Volaris
Best reviews • 6.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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
February
Cheapest • 23% 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 4 - Sun, Mar 8
Frontier Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Frontier Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$307Frontier
Tue, Mar 10 - Tue, Mar 17
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$319Volaris
Sat, Mar 14 - 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
$320Volaris
Thu, Mar 19 - Mon, Mar 23
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$329Volaris
Sun, Mar 1 - Sun, Mar 8
Frontier Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Frontier Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$331Frontier
Thu, Mar 5 - Thu, Mar 12
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$340Volaris
Mon, Feb 23 - Sun, Mar 1
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$346Volaris
Wed, Apr 1 - Sun, Apr 5
Frontier Logo
1:36 pm - 6:40 pm
GDL
-
MDW
4h 04mnonstop
Frontier Logo
8:09 pm - 11:19 pm
MDW
-
GDL
4h 10mnonstop
$350Frontier
Mon, Jun 1 - Mon, Aug 31
Volaris Logo
1:36 pm - 6:40 pm
GDL
-
MDW
4h 04mnonstop
Volaris Logo
8:09 pm - 11:19 pm
MDW
-
GDL
4h 10mnonstop
$352Volaris
Fri, Feb 20 - Fri, Feb 27
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
$355Volaris
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 March.

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 Friday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday 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 February, where tickets cost $273 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $399 and $396 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 23 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.
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.

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.

Airports
GDL

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

MDW

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

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

Good to know

Low seasonNovember
Cheapest flight$184
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 11% 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 $184 for a one-way ticket and $307 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?

    You can catch a nonstop flight from Guadalajara to Chicago Midway Airport on Monday, Wednesday, Friday, and Sunday.

  • 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 $380 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 $216 or less one-way and $265 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 1169 reviews
4.9Entertainment
6.3Comfort
7.3Crew
6.6Boarding
5.3Food
Airline reviews

The money you save flying volaris is not worth it

4.0 OkayAnonymous, Jan 2026
MEX - EWR
Read more Volaris reviews

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.

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

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Not clean and was told I would get a great seat and it was not great at all

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

Information on your arrival and departure airports