MDW - GDL

$121 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 10/18. 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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Everything you should know

Cheapest round-trip
$339
Overall average: $347
Multiple Airlines
Sat 10/18Sat 10/25
MDW - GDL • 1 stop
Cheapest non-stop
$311
Typical prices: $240-320
Volaris
Wed 1/28Mon 2/2
MDW - GDL • Non-stop
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 10% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 28% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Guadalajara!
Flight Deals
Booking Insights
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

Sat, Oct 18 - Sat, Oct 25
Multiple Airlines Logo
10:00 am - 12:05 pmMDW-GDL
27h 05m1 stop
Multiple Airlines Logo
7:08 am - 4:09 pmGDL-MDW
8h 01m1 stop
$339Multiple Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Multiple Airlines Logo
3:27 pm - 7:20 amMDW-GDL
15h 53m2 stops
Multiple Airlines Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
$340Multiple Airlines
Find Deal
Fri, Dec 12 - Tue, Dec 23
Volaris Logo
6:54 pm - 11:24 pmMDW-GDL
4h 30mnonstop
Volaris Logo
5:45 am - 9:40 amGDL-MDW
3h 55mnonstop
$351Volaris
Find Deal
Sat, Nov 8 - Fri, Nov 14
Multiple Airlines Logo
6:30 am - 1:21 pmMDW-GDL
6h 51m1 stop
Multiple Airlines Logo
7:45 pm - 12:37 pmGDL-MDW
16h 52m2 stops
$354Multiple Airlines
Find Deal
Sat, Oct 18 - Fri, Oct 31
Multiple Airlines Logo
10:00 am - 8:45 pmMDW-GDL
11h 45m2 stops
Multiple Airlines Logo
2:12 pm - 7:16 pmGDL-MDW
4h 04mnonstop
$360Multiple Airlines
Find Deal
Sat, Nov 8 - Fri, Nov 14
Multiple Airlines Logo
6:30 am - 1:21 pmMDW-GDL
6h 51m1 stop
Multiple Airlines Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
$361Multiple Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
Multiple Airlines Logo
8:00 am - 1:21 pmMDW-GDL
29h 21m2 stops
Multiple Airlines Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
$362Multiple Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 1
Multiple Airlines Logo
10:00 am - 12:05 pmMDW-GDL
27h 05m1 stop
Multiple Airlines Logo
6:17 am - 2:57 pmGDL-MDW
7h 40m1 stop
$363Multiple Airlines
Find Deal
Mon, Nov 3 - Fri, Nov 7
Multiple Airlines Logo
7:04 pm - 2:18 pmMDW-GDL
19h 14m1 stop
Multiple Airlines Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
$370Multiple Airlines
Find Deal
Fri, Nov 28 - Fri, Dec 5
Volaris Logo
6:54 pm - 11:24 pmMDW-GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pmGDL-MDW
3h 55mnonstop
$389Volaris
Find Deal
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 Sundays and the most expensive ones on Wednesdays.

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 $282 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $585 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 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$121
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 49% 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 $121 for a one-way ticket and $339 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, and Sunday.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Guadalajara are Viva and Volaris. With an average price for the route of $337 and an overall rating of 7.0, Viva is the most popular choice. Volaris is also a great choice for the route, with an average price of $380 and an overall rating of 6.6.

  • 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 $159 or less one-way and $297 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

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

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

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 785 reviews
6.9Boarding
5.9Food
6.7Comfort
7.6Crew
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.

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.

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.

The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.

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

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

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.

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

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