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$200+ Cheap flights from Durango (DRO) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
DRO — CHI
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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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 August 16, 2025.

Round-trip from

$238
(United Airlines)

One-way from

$200
(American Airlines)

Popular in

January

Cheapest in

June

Average price

$408
From Durango La Plata County to Chicago (CHI)
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One-way flight from Durango La Plata County to Chicago (CHI)
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Highest demand for flights based on searches. 26% potential increase in price ($160 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 16, 2025.

This United Airlines deal was found by Cheapflights users on 8/14. 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.
Mon 9/155:58 pmDRO - ORD
1 stop5h 01mUnited Airlines
Sat 9/202:53 pmORD - DRO
1 stop6h 43mUnited Airlines
Deal found 8/14$238
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 8/295:58 pmDRO - ORD
1 stop5h 01mUnited Airlines
Tue 9/25:00 amORD - DRO
1 stop6h 59mUnited Airlines
Deal found 8/14$268
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 11/223:18 pmDRO - ORD
1 stop7h 41mUnited Airlines
Sat 11/299:30 pmORD - DRO
1 stop4h 38mUnited Airlines
Deal found 8/15$313
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 9/244:59 pmDRO - ORD
1 stop6h 00mAmerican Airlines
Wed 10/11:20 pmORD - DRO
1 stop7h 39mAmerican Airlines
Deal found 8/14$314
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 10/25:55 pmDRO - ORD
1 stop5h 04mUnited Airlines
Sun 10/55:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 8/15$318
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 10/171:36 pmDRO - ORD
1 stop5h 19mUnited Airlines
Mon 10/205:01 amORD - DRO
1 stop5h 48mUnited Airlines
Deal found 8/13$335
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 8/303:19 pmDRO - ORD
1 stop5h 13mUnited Airlines
Tue 9/25:00 amORD - DRO
1 stop6h 59mUnited Airlines
Deal found 8/15$348
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 9/116:09 amDRO - ORD
1 stop8h 49mAmerican Airlines
Tue 9/161:20 pmORD - DRO
1 stop7h 39mAmerican Airlines
Deal found 8/15$357
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2212:35 pmDRO - ORD
1 stop7h 22mAmerican Airlines
Mon 8/255:20 pmORD - DRO
1 stop6h 10mAmerican Airlines
Deal found 8/13$358
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sun 9/147:05 amDRO - ORD
1 stop5h 10mUnited Airlines
Sat 9/207:15 amORD - DRO
1 stop6h 17mUnited Airlines
Deal found 8/15$364
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/111:40 pmDRO - ORD
1 stop6h 01mUnited Airlines
Tue 9/167:17 amORD - DRO
2 stops14h 19mUnited Airlines
Deal found 8/13$377

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 August 16, 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

Mon 9/15

5:58 pm-11:59 pm

1 stop5h 01m

Chicago O'Hare Intl

Sat 9/20

2:53 pm-8:36 pm

1 stop6h 43m

$238

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Fri 8/29

3:19 pm-11:59 pm

1 stop7h 40m

Chicago O'Hare Intl

Mon 9/1

5:00 am-10:59 am

1 stop6h 59m

$268

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Fri 8/29

5:58 pm-11:59 pm

1 stop5h 01m

Chicago O'Hare Intl

Tue 9/2

5:00 am-10:59 am

1 stop6h 59m

$268

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Sat 11/22

3:18 pm-11:59 pm

1 stop7h 41m

Chicago O'Hare Intl

Sat 11/29

9:30 pm-1:08 am

1 stop4h 38m

$313

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Wed 9/24

12:26 pm-9:05 pm

1 stop7h 39m

Chicago O'Hare Intl

Wed 10/1

1:20 pm-7:59 pm

1 stop7h 39m

$314

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Thu 9/11

12:26 pm-9:05 pm

1 stop7h 39m

Chicago O'Hare Intl

Tue 9/16

1:20 pm-7:59 pm

1 stop7h 39m

$314

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Thu 10/2

5:55 pm-11:59 pm

1 stop5h 04m

Chicago O'Hare Intl

Tue 10/7

2:17 pm-8:33 pm

1 stop7h 16m

$318

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Thu 10/2

1:36 pm-8:19 pm

1 stop5h 43m

Chicago O'Hare Intl

Sun 10/5

5:01 am-9:49 am

1 stop5h 48m

$318

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Thu 12/18

4:42 pm-12:19 am

1 stop6h 37m

$200

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Thu 9/4

11:43 am-7:15 pm

1 stop6h 32m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 16 results
1
2

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.

How much does it cost to fly round-trip from Durango to Chicago?

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 August 16, 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.
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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!
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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.

  • 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 34% 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 August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$298Average$521FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$318Average$458FlexibilityNo cancel feeOn-time71%

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