MDW - DGO

$109 Find Cheap Flights from Chicago Midway Airport to Durango

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 Durango departing on 9/29. 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 Durango

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Durango, 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 Durango, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$298
Typical prices: $513-$375
Volaris
Tue 9/29Tue 10/6
MDW - DGO • Non-stop
Cheapest one-way
$109
Volaris
Tue 9/29
MDW - DGO • Non-stop
Nonstop flights
Tue, Thu, Sat
You can fly direct with Volaris. Average duration is 3h 40m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top airlines
Cheapest • from $298 (round-trip)
Best reviews • 6.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
Cheapest • 29% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Durango!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Durango (MDW-DGO)

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

Tue, Sep 29 - Tue, Oct 6
Volaris Logo
4:15 pm - 7:00 pm
MDW
-
DGO
3h 45mnonstop
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
$298Volaris
Thu, Aug 27 - Thu, Sep 3
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
$382Volaris
Thu, Aug 13 - Sat, Aug 22
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
$445Volaris
Tue, Sep 29 - Tue, Oct 13
Volaris Logo
4:15 pm - 7:00 pm
MDW
-
DGO
3h 45mnonstop
Volaris Logo
7:58 pm - 7:04 pm
DGO
-
MDW
22h 06m
2 stops
$447Volaris
Thu, Aug 13 - Thu, Aug 20
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
$470Volaris
Tue, Sep 29 - Tue, Oct 13
Volaris Logo
4:15 pm - 7:00 pm
MDW
-
DGO
3h 45mnonstop
Volaris Logo
7:58 pm - 7:04 pm
DGO
-
MDW
22h 06m
3 stops
$475Volaris
Thu, Aug 27 - Thu, Sep 3
Multiple Airlines Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Multiple Airlines Logo
7:58 pm - 2:04 pm
DGO
-
MDW
41h 06m
3 stops
$484Multiple Airlines
Thu, Aug 27 - Thu, Sep 3
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Volaris Logo
7:58 pm - 1:15 pm
DGO
-
MDW
40h 17m
2 stops
$494Volaris
Tue, Sep 29 - Tue, Oct 6
Volaris Logo
7:30 pm - 5:54 pm
MDW
-
DGO
23h 24m
2 stops
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
$497Volaris
Sat, Aug 29 - Sun, Sep 6
Multiple Airlines Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
Multiple Airlines Logo
8:00 am - 2:04 pm
DGO
-
MDW
53h 04m
3 stops
$498Multiple Airlines
Booking Insights

KAYAK's insights & trends for Midway to Durango flights

Get data-powered insights and trends into flights from Midway to Durango to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to Durango?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Durango departing in September.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Durango?

The average price of all round-trip flights from Chicago Midway Airport to Durango clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Durango, you should consider leaving on a Tuesday and avoid Mondays 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 Saturdays.

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

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 Durango, 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 Durango is February, where tickets cost $353 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $1,058 and $616 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Durango?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $497 on average.

Good to know

Low seasonOctober
Cheapest flight$109
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Durango

When to book flights from Midway to Durango

Are your dates flexible? Find out the best times to travel from Midway to Durango 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 Durango flights

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

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Durango was $109 for a one-way ticket and $298 for a round-trip.

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

    Yes

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

    On your way to Durango, you’ll fly out from Chicago Midway. You’ll be landing at Durango Guadalupe Victoria.

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

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago Midway Airport to Durango flight route.

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

    You can catch a nonstop flight from Chicago Midway Airport to Durango on Tuesday, Thursday, and Saturday.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Durango are Volaris and Frontier. With an average price for the route of $460 and an overall rating of 6.5, Volaris is the most popular choice. Frontier is also a great choice for the route, with an average price of $485 and an overall rating of 5.6.

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

    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 Durango.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Durango 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 Durango?

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

    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 Durango 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 Durango

  • Looking for a cheap flight? 25% of our users found flights on this route for $287 or less one-way and $450 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Durango?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Durango Guadalupe Victoria.
Find which airlines fly direct from Chicago Midway Airport to Durango Guadalupe Victoria Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Durango Guadalupe Victoria

Tuesday

Volaris

Volaris

Thursday

Volaris

Volaris

Saturday

Volaris

Volaris

See more direct flights

Direct returns

Durango Guadalupe Victoria to Chicago Midway

Tuesday

Volaris

Volaris

Thursday

Volaris

Volaris

Saturday

Volaris

Volaris

See more direct flights

Reviews of the top airlines flying from Midway to Durango

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Durango. 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 Durango? 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.
6.5
VolarisOverall score based on 1157 reviews
6.5Boarding
4.9Entertainment
7.2Crew
5.2Food
6.3Comfort
Airline reviews

The flights were on time, the ground crew and on board crews were kind and efficient. The free snacks for Premium+ were good, similar to US First Class snacks. The plane were clean and bright! Complaints? The seats were worn and the seat-back pockets were missing. Overall, I'll book again with Volaris. Ignore the negative social media posts, understand what your fare includes, buy the add ons you need. We had no problems with our personal items and carryons.

10.0 ExcellentDarcy, Mar 2026
LAP - TIJ
Read more Volaris reviews

The flights were on time, the ground crew and on board crews were kind and efficient. The free snacks for Premium+ were good, similar to US First Class snacks. The plane were clean and bright! Complaints? The seats were worn and the seat-back pockets were missing. Overall, I'll book again with Volaris. Ignore the negative social media posts, understand what your fare includes, buy the add ons you need. We had no problems with our personal items and carryons.

Overall a good red eye. Crew chatted very loudly the whole time making it difficult to sleep.

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

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 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.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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

Information on your arrival and departure airports