MDW - GDL

$134 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 2/15. 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 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
$324
Overall average: $280
Volaris
Fri 2/6Fri 2/20
MDW - GDL • Non-stop
Cheapest one-way
$134
Typical prices: $135-$153
Multiple Airlines
Sun 2/15
MDW - GDL • 2 stops
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 14% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 32% price drop
March
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

Fri, Feb 6 - Fri, Feb 20
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$324Volaris
Wed, Feb 18 - Wed, Feb 25
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$326Volaris
Sun, Mar 1 - Mon, Mar 9
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
$330Volaris
Mon, Feb 2 - Wed, Feb 11
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$331Volaris
Sun, Mar 15 - Wed, Mar 25
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
$332Volaris
Fri, Feb 13 - Fri, Feb 20
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$336Volaris
Fri, Feb 27 - Mon, Mar 2
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$339Volaris
Fri, Mar 20 - Wed, Mar 25
Volaris Logo
7:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
$341Volaris
Fri, Feb 27 - Sun, Mar 8
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 6:34 pm
GDL
-
MDW
3h 55mnonstop
$343Volaris
Mon, Jan 19 - Fri, Jan 23
Volaris Logo
6:54 pm - 11:24 pm
MDW
-
GDL
4h 30mnonstop
Volaris Logo
1:39 pm - 5:34 pm
GDL
-
MDW
3h 55mnonstop
$344Volaris
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 Wednesdays 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 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 $280 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $780 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 14% 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$134
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 19% 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 $134 for a one-way ticket and $324 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, 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 $339 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 $399 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 $240 or less one-way and $544 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 809 reviews
5.5Entertainment
6.7Comfort
7.6Crew
7.0Boarding
5.9Food
Airline reviews

Staff especially Alan Hernandez was a great help with arrangements for my partner and me sit together. This made the trip do much more enjoyable. Thanks so much.

10.0 ExcellentBailey, Dec 2025
OAX - NLU
Read more Viva reviews

Staff especially Alan Hernandez was a great help with arrangements for my partner and me sit together. This made the trip do much more enjoyable. Thanks so much.

One of the flight was delayed an hour. We then boarded a new flight. We were told to unboard after some other time. To wait for the next flight for another hour. I paid for a short flight that turned in to half a day of travel.

No entertainment, charging, nor wifi on board but I napped for basically the entire time so it was alright. Was allowed to switch seats because the flight was not full but everyone was assigned to the back. Comfortable seats and we got moved to the emergency exit so the extra room was nice.

Painless trip. Only downside: No entertainment system (which we know with Viva & Volaris) and very small seat space. I'm petite and felt squizzed. I'm not sure how most overweight passengers do.

I was charge $90 for my bag more then the fight crazy!! And the plain hit a couple of birds on the take off bird strikes we returned back and had to change planes bad customer service everyone has an attitude problem!!! Bad experience!!!

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.

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 fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

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.

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 Midway to Guadalajara

Information on your arrival and departure airports