MDW - GDL

$114 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 9/3. 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 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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Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Guadalajara

Mon, Sep 8 - Fri, Sep 12
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$251Volaris
Find Deal
Thu, Oct 30 - Wed, Nov 12
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$278Volaris
Find Deal
Fri, Jan 30 - Mon, Feb 2
Volaris Logo
6:49 pm - 11:19 pmMDW-GDL
4h 30mnonstop
Volaris Logo
1:36 pm - 5:34 pmGDL-MDW
3h 58mnonstop
$279Volaris
Find Deal
Mon, Sep 1 - Wed, Sep 10
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$281Volaris
Find Deal
Mon, Sep 1 - Thu, Sep 4
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$287Volaris
Find Deal
Wed, Sep 17 - Wed, Sep 24
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$294Volaris
Find Deal
Fri, Sep 19 - Mon, Sep 29
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$298Volaris
Find Deal
Mon, Sep 8 - Wed, Sep 10
Volaris Logo
8:39 pm - 11:53 pmMDW-GDL
4h 14mnonstop
Volaris Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$310Volaris
Find Deal
Mon, Sep 8 - Fri, Sep 12
 Logo
9:47 pm - 1:24 pmMDW-GDL
16h 37m1 stop
 Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Mon, Sep 8 - Wed, Sep 10
 Logo
9:47 pm - 1:24 pmMDW-GDL
16h 37m1 stop
 Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
Booking Insights

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 Tuesdays and the most expensive ones on Fridays.

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 $546 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, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$114
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 46% 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 $114 for a one-way ticket and $251 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?

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

  • 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 $371 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 $516 and an overall rating of 5.8.

  • 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.

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 $153 or less one-way and $368 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Guadalajara?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Guadalajara Miguel Hidal.
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

Wednesday

Frontier, Volaris

Frontier, Volaris

Thursday

Frontier, Volaris

Frontier, Volaris

Friday

Frontier, Volaris

Frontier, Volaris

See more direct flights

Direct returns

Guadalajara Miguel Hidal to Chicago Midway

Monday

Frontier, Volaris

Frontier, Volaris

Wednesday

Frontier, Volaris

Frontier, Volaris

Thursday

Frontier, Volaris

Frontier, Volaris

Friday

Frontier, Volaris

Frontier, Volaris

See more direct flights

Reviews of the 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.
7.0
VivaOverall score based on 790 reviews
6.9Boarding
7.6Crew
5.9Food
6.7Comfort
5.5Entertainment
Airline reviews

The bad thing is they didnt send me the deatils about how much alowed bagage ehight 1 carryon or cheacking bag Also they just send in spanishlanfuage i couldnt understand emails

10.0 ExcellentNoor, Jul 2025TIJ - MEX
Read more Viva reviews

The bad thing is they didnt send me the deatils about how much alowed bagage ehight 1 carryon or cheacking bag Also they just send in spanishlanfuage i couldnt understand emails

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.

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 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.

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

I never got an email for checking in for my flight back to Los Angeles so I got to airport extra early to sort it. they changed the gate, and so I had to run to the other end of the airport. Their app is wonky. They are not on WhatsApp and I didn’t have cell service to call for help. I think they need to up their game with communicating.

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;(

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

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

Information on your arrival and departure airports

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