DRO - CHI

$258 Find Cheap Flights from Durango to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Durango to Chicago departing on 11/15. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Durango to Chicago, 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 Durango to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Durango to Chicago (DRO-CHI)

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

Sat, Nov 15 - Tue, Nov 18
United Airlines Logo
3:18 pm - 11:59 pmDRO-ORD
7h 41m1 stop
United Airlines Logo
10:40 am - 2:43 pmORD-DRO
5h 03m1 stop
$258United Airlines
Find Deal
Sat, Nov 15 - Tue, Nov 18
American Airlines Logo
2:13 pm - 11:37 pmDRO-ORD
8h 24m2 stops
American Airlines Logo
8:10 am - 4:04 pmORD-DRO
8h 54m1 stop
$264American Airlines
Find Deal
Thu, Feb 12 - Sun, Feb 22
United Airlines Logo
1:41 pm - 9:29 pmDRO-ORD
6h 48m1 stop
United Airlines Logo
8:45 am - 12:36 pmORD-DRO
4h 51m1 stop
$281United Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 4
United Airlines Logo
5:55 pm - 11:59 pmDRO-ORD
5h 04m1 stop
United Airlines Logo
5:01 am - 9:49 amORD-DRO
5h 48m1 stop
$288United Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
United Airlines Logo
1:41 pm - 9:29 pmDRO-ORD
6h 48m1 stop
United Airlines Logo
2:45 pm - 8:56 pmORD-DRO
7h 11m1 stop
$338United Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
United Airlines Logo
5:55 pm - 11:59 pmDRO-ORD
5h 04m1 stop
United Airlines Logo
7:10 am - 12:31 pmORD-DRO
6h 21m1 stop
$353United Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
United Airlines Logo
5:55 pm - 11:59 pmDRO-ORD
5h 04m1 stop
United Airlines Logo
5:01 am - 9:49 amORD-DRO
5h 48m1 stop
$368United Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
United Airlines Logo
5:55 pm - 11:59 pmDRO-ORD
5h 04m1 stop
United Airlines Logo
5:01 am - 9:49 amORD-DRO
5h 48m1 stop
$399United Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
7:19 pm - 5:05 amDRO-ORD
8h 46m1 stop
American Airlines Logo
8:25 pm - 9:44 amORD-DRO
14h 19m2 stops
$402American Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
8:29 am - 3:10 pmDRO-ORD
5h 41m1 stop
American Airlines Logo
1:20 pm - 7:59 pmORD-DRO
7h 39m1 stop
$404American Airlines
Find Deal

Everything you should know

Top airlines
United Airlines
Cheapest • from $258 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
June
Cheapest • 30% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$258
Typical prices: $581-673
United Airlines
Sat 11/15Tue 11/18
DRO - ORD • 1 stop
Cheapest one-way
Multiple Airlines
Tue 9/16
DRO - CHI • multi-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Durango to Chicago flights

Get data-powered insights and trends into flights from Durango to Chicago 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 Durango to Chicago?

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

For Durango to Chicago, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Durango, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Durango to Chicago, 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 Durango to Chicago is June, where tickets cost $313 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $764 and $706 respectively.

Good to know

Low seasonMarch
Cheapest flight$258
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Durango to Chicago O'Hare Airport

When to book flights from Durango to Chicago

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

  • What is the cheapest flight from Durango to Chicago?

    In the last 3 days, the lowest price for a flight from Durango to Chicago was $258 for a round-trip ticket.

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

    A passport is not required to fly from Durango to Chicago.

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

    When flying out of Durango you will be using Durango La Plata County. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Durango to Chicago?

    Star Alliance, and oneworld are the airline alliances operating flights between Durango and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Durango to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Durango to Chicago are United Airlines and American Airlines. With an average price for the route of $414 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $333 and an overall rating of 7.2.

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

    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 Durango to Chicago.

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

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

    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 Chicago with an airline and back to Durango with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Durango to Chicago?

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

Reviews of the top airlines flying from Durango to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Durango to Chicago. 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 Durango to Chicago? 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.
7.4
United AirlinesOverall score based on 8929 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.6Food
Airline reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

2.0 MediocreAnonymous, Aug 2025RSW - ORD
Read more United Airlines reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.