Chicago

$281+ Cheap flights from Durango (DRO) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
DRO — CHI
out 15 — out 221
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Cheap flight deals from Durango to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Durango (DRO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated setembro 15, 2025.

Round-trip from

$281
(United Airlines)

Popular in

January

Cheapest in

June

Average price

$403
From Durango La Plata County to Chicago (CHI)
Highest demand for flights based on searches. 27% potential increase in price ($166 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Durango to Chicago

Cheapest flights from Durango to Chicago
Explore the most affordable flight options available from Durango to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on setembro 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/25:55 pmDRO - ORD
1 stop5h 04mUnited Airlines
sáb 10/45:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 9/14$288
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/161:36 pmDRO - ORD
1 stop5h 49mUnited Airlines
dom 10/195:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 9/13$338
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/2411:15 amDRO - ORD
1 stop7h 40mUnited Airlines
dom 10/267:10 amORD - DRO
1 stop6h 26mUnited Airlines
Deal found 9/13$341
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/25:55 pmDRO - ORD
1 stop5h 04mUnited Airlines
ter 10/77:10 amORD - DRO
1 stop6h 21mUnited Airlines
Deal found 9/15$353
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/25:55 pmDRO - ORD
1 stop5h 04mUnited Airlines
dom 10/55:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 9/15$368
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 9/308:29 amDRO - ORD
1 stop5h 41mAmerican Airlines
sáb 10/41:20 pmORD - DRO
1 stop7h 39mAmerican Airlines
Deal found 9/15$404
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/2411:34 amDRO - ORD
1 stop7h 23mUnited Airlines
qua 10/14:09 pmORD - DRO
1 stop5h 24mUnited Airlines
Deal found 9/14$413
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 9/186:09 amDRO - ORD
1 stop6h 59mAmerican Airlines
seg 9/222:23 pmORD - DRO
1 stop8h 52mAmerican Airlines
Deal found 9/14$433
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 9/281:36 pmDRO - ORD
1 stop19h 05mUnited Airlines
dom 10/55:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 9/14$467

Cheapflights Fare Finder

 
Customize your flight search to find flights from Durango to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated setembro 15, 2025.
Use the filters below to find and compare flights from Durango to Chicago that are best for you.

Fly from

Durango

Fly to

Chicago

Route

Depart

Return

Price

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 2/12

1:41 pm-9:29 pm

1 stop6h 48m

Chicago O'Hare Intl

dom 2/22

8:45 am-12:36 pm

1 stop4h 51m

$281

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

sex 2/13

10:33 am-7:40 pm

1 stop8h 07m

Chicago O'Hare Intl

dom 2/22

8:45 am-12:36 pm

1 stop4h 51m

$281

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 10/2

5:55 pm-11:59 pm

1 stop5h 04m

Chicago O'Hare Intl

sáb 10/4

5:01 am-9:49 am

1 stop5h 48m

$288

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 10/16

1:36 pm-8:25 pm

1 stop5h 49m

Chicago O'Hare Intl

dom 10/19

5:01 am-9:49 am

1 stop5h 48m

$338

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 2/26

10:33 am-6:54 pm

1 stop7h 21m

Chicago O'Hare Intl

seg 3/2

2:02 pm-8:56 pm

1 stop7h 54m

$338

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

sex 10/24

11:15 am-7:55 pm

1 stop7h 40m

Chicago O'Hare Intl

dom 10/26

7:10 am-12:36 pm

1 stop6h 26m

$341

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 10/2

5:55 pm-11:59 pm

1 stop5h 04m

Chicago O'Hare Intl

ter 10/7

5:01 am-9:49 am

1 stop5h 48m

$353

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

qui 10/2

5:55 pm-11:59 pm

1 stop5h 04m

Chicago O'Hare Intl

dom 10/5

5:01 am-9:49 am

1 stop5h 48m

$368

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

dom 10/12

11:15 am-7:55 pm

1 stop7h 40m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Best time to book a flight from Durango to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Durango with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Durango to Chicago?

Currently, August is the cheapest month in which you can book a flight from Durango to Chicago (average of $245). Flying from Durango to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated setembro 15, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Durango to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Durango to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Durango to Chicago?

    Most people fly from Durango La Plata County (DRO) if they book a flight from Durango to Chicago. On average, La Plata County has 0 outbound flights to Chicago per day from 2 airlines. Durango La Plata County is conveniently located just 11.0 mi from Durango’s city center.

  • How long is the flight from Durango to Chicago?

    For as low as $281, United Airlines can have you in Chicago from Durango in 6h 48m. The distance from Durango to Chicago is about 1105 mi.

  • What are the cheapest airlines flying from Durango to Chicago round-trip?

    United Airlines, at $298, was found to be the cheapest airline from Durango to Chicago. An alternate airline flying to your destination would be American Airlines. United Airlines is 33% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Durango to Chicago that include hotel bookings?

    Yes. In addition to deals on Durango to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Durango to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Durango to Chicago.

  • Can I find deals for business class flights from Durango to Chicago?

    Yes. Cheapflights offers flight deals from Durango to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Durango to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Durango to Chicago (average of $245). Flying from Durango to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 2 airlines flying from Durango to Chicago

Discover the top 2 airlines that operate flights from Durango to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated setembro 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$298Average$542FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$428FlexibilityNo cancel feeOn-time71%

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