MDW - GDL

$148 Find Cheap Flights from Chicago Midway Airport to Guadalajara

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Guadalajara departing on 5/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Guadalajara

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Guadalajara, 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 Chicago to Guadalajara, as well as popular online travel agencies
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Cheap Flight Deals from Midway to Guadalajara (MDW-GDL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Guadalajara 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.

Recent round-trip flight deals from Midway to Guadalajara

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Guadalajara.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Volaris Logo
8:39 pm - 12:06 amMDW-GDL
4h 27mnonstop
Volaris Logo
2:12 pm - 7:06 pmGDL-MDW
3h 54mnonstop
$361Volaris
Find Deal
Sat, May 17 - Fri, May 30
 Logo
3:49 pm - 9:45 amMDW-GDL
18h 56m2 stops
 Logo
6:15 am - 10:13 pmGDL-MDW
14h 58m1 stop
Mon, May 12 - Mon, May 19
 Logo
8:39 pm - 12:06 amMDW-GDL
4h 27mnonstop
 Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Sun, May 18 - Sun, Jun 1
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$381Volaris
Find Deal
Wed, Sep 10 - Wed, Sep 17
Frontier Logo
8:00 am - 11:39 pmMDW-GDL
16h 39m1 stop
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$417Frontier
Find Deal
Sat, May 31 - Sat, Jun 14
Frontier Logo
8:39 pm - 11:49 pmMDW-GDL
4h 10mnonstop
Frontier Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$426Frontier
Find Deal
Fri, Jul 25 - Tue, Aug 12
Delta Logo
6:00 am - 7:05 pmMDW-GDL
14h 05m2 stops
Delta Logo
12:48 pm - 9:45 pmGDL-MDW
7h 57m1 stop
$468Delta
Find Deal
Tue, Jun 10 - Tue, Jun 17
Delta Logo
12:48 pm - 11:48 pmMDW-GDL
12h 00m2 stops
Delta Logo
1:00 pm - 9:27 pmGDL-MDW
7h 27m1 stop
$484Delta
Find Deal
Wed, May 21 - Wed, May 28
Aeromexico Logo
12:48 pm - 9:39 pmMDW-GDL
9h 51m2 stops
Aeromexico Logo
1:00 pm - 9:27 pmGDL-MDW
7h 27m1 stop
$506Aeromexico
Find Deal
Tue, Jun 3 - Fri, Jun 6
Aeromexico Logo
6:00 am - 3:29 pmMDW-GDL
10h 29m2 stops
Aeromexico Logo
8:02 am - 9:45 pmGDL-MDW
12h 43m2 stops
$526Aeromexico
Find Deal
Fri, Jun 13 - Mon, Jun 16

KAYAK's insights & trends for Midway to Guadalajara flights

Get data-powered insights and trends into flights from Midway to Guadalajara 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 Chicago Midway Airport to Guadalajara?

The average price of all round-trip flights from Chicago Midway Airport to Guadalajara clicked on KAYAK for each day over the last 12 months.
When flying from Chicago Midway Airport to Guadalajara, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Guadalajara, 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 Chicago Midway Airport to Guadalajara is February, where tickets cost $283 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $587 and $494 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Guadalajara, 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 Chicago Midway Airport to Guadalajara, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low season

February

High season

December

Cheapest flight

$148
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 57% increase in price.
Flight from Chicago Midway Airport to Guadalajara

When to book flights from Midway to Guadalajara

Are your dates flexible? Find out the best times to travel from Midway to Guadalajara 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 Chicago Midway Airport to Guadalajara flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Guadalajara was $148 for a one-way ticket and $361 for a round-trip.

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

    Yes

  • Which airports will I be using when flying from Chicago Midway Airport to Guadalajara?

    On your way to Guadalajara, you’ll fly out from Chicago Midway. You’ll be landing at Guadalajara Miguel Hidal.

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

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Guadalajara flight route.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Guadalajara are Volaris and Frontier. With an average price for the route of $370 and an overall rating of 6.7, Volaris is the most popular choice. Frontier is also a great choice for the route, with an average price of $452 and an overall rating of 5.9.

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

    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 Chicago Midway Airport to Guadalajara.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Guadalajara from Chicago Midway Airport 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 Chicago Midway Airport to Guadalajara?

    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 Guadalajara with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and GDL 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 Chicago Midway Airport to Guadalajara?

    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 Guadalajara from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $127 or less one-way and $249 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Guadalajara?

Find which airlines fly direct from Chicago Midway Airport to Guadalajara Miguel Hidal Airport, which days they fly and book direct flights.

Direct departures

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

Direct returns

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
See more direct flights

Top 3 airlines serving from Midway to Guadalajara

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Guadalajara. 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 Midway to Guadalajara? 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.
6.9
VivaOverall score based on 784 reviews
7.6Crew
6.9Boarding
5.5Entertainment
6.7Comfort
5.8Food
Airline reviews

The boarding process was ridiculous. The boarded groups into a walkway just before the aerobridge (about 20 mins late), whilst we watch the crew stroll casually onto the plane, running late. And then they made us line up on then aerobridge with no aircon for 10 minutes before we boarded. Staff are just as ghetto as the customers. Wouldn’t fly again

4.0 OkayMatt, Mar 2025BJX - MID
Read more Viva reviews

The boarding process was ridiculous. The boarded groups into a walkway just before the aerobridge (about 20 mins late), whilst we watch the crew stroll casually onto the plane, running late. And then they made us line up on then aerobridge with no aircon for 10 minutes before we boarded. Staff are just as ghetto as the customers. Wouldn’t fly again

They closed the gate over 25 minutes before departure and I didn’t get to board.

No empathy for my situation, arriving at the check-in counter 5 minutes after the deadline to deposit baggage due to a very delayed incoming intercontinental flight. The attendant simply stared past my shoulder and picked up the microphone to announce a "reminder that all passengers must arrive at least one hour before the flight" before speaking to the passenger behind me. I understand that there are rules above deadlines but at least show some damn empathy. It was Christmas morning and I'd been travelling for 20 hours for goodness sake!

They no longer offer anything free to eat or drink, everything is sold, not even a bottle of water is offered for free.

I paid for Viva play and most of the time didn’t work and also I order some drinks and the price was to expensive.

The terminal and gate was never the right one announced in the Viva App, neither in screens, moved from one terminal to another

The smart/express line to check in was a mess, employees not doing the process smooth and quick, using their mobile phones, talking to their coworkers

My flight was changed 4 tienes , delaying my arrival lore than 5 hours

Everything was okay, but boarding begins late and when I was returning there was a gate change. The app never showed the change.

Flights were delayed both ways, with no communication provided by the boarding desk. Delay time kept changing and the boarding process is a pain, as it is so disorganized. Would not recommend.

Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.

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.

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

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.

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

Stood inside the plane for more than an hour before take off

The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(

When booking I was not made aware that my flight would be standby. I was told when checking my bags that I purchased standby tickets. Luckily there was enough room but an unpleasant experience to say the least.

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Landing in terminal 2, but my luggage is terminal 3. We (and others) were looking for it in terminal 1. We probably missed the crew broadcast, but the communication could have been clearer for non native (or elderly) passengers.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

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

Information on your arrival and departure airports

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