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$248+ Cheap flights from Chicago (CHI) to Casper (CPR)

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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPR
Sep 2 — Sep 91
Tue 9/2
Tue 9/9
1 adult, Economy
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Cheap flight deals from Chicago to Casper

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Casper (CPR). 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 28, 2025.

Round-trip from

$248
(United Airlines)
From Chicago (CHI) to Casper Natrona County
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Find flight deals from Chicago to Casper

Cheapest flights from Chicago to Casper
Explore the most affordable flight options available from Chicago to Casper. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2025.

This United Airlines deal was found by Cheapflights users on 8/28. 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 9/185:00 amORD - CPR
1 stop6h 50mUnited Airlines
Wed 9/243:11 pmCPR - ORD
1 stop6h 31mUnited Airlines
Deal found 8/28$248
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/112:53 pmORD - CPR
1 stop5h 16mUnited Airlines
Mon 9/155:50 pmCPR - ORD
1 stop5h 09mUnited Airlines
Deal found 8/27$278
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/262:53 pmORD - CPR
1 stop6h 24mUnited Airlines
Tue 9/306:00 pmCPR - ORD
1 stop4h 59mUnited Airlines
Deal found 8/26$307
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Tue 10/76:28 pmORD - CPR
1 stop4h 44mUnited Airlines
Sat 10/111:32 pmCPR - ORD
1 stop5h 53mUnited Airlines
Deal found 8/25$359
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/177:15 amORD - CPR
1 stop4h 35mUnited Airlines
Fri 9/195:50 pmCPR - ORD
1 stop14h 51mUnited Airlines
Deal found 8/27$385
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/22:17 pmORD - CPR
1 stop5h 30mUnited Airlines
Sun 10/56:00 pmCPR - ORD
1 stop4h 59mUnited Airlines
Deal found 8/27$425

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Casper 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 28, 2025.
Use the filters below to find and compare flights from Chicago to Casper that are best for you.

Fly from

Chicago

Fly to

Casper

Route

Depart

Return

Price

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 9/18

5:00 am-10:50 am

1 stop6h 50m

Casper Natrona County

Wed 9/24

3:11 pm-10:42 pm

1 stop6h 31m

$248

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 9/11

2:53 pm-7:09 pm

1 stop5h 16m

Casper Natrona County

Mon 9/15

5:50 pm-11:59 pm

1 stop5h 09m

$278

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Fri 9/26

2:53 pm-8:17 pm

1 stop6h 24m

Casper Natrona County

Tue 9/30

6:00 pm-11:59 pm

1 stop4h 59m

$307

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Tue 10/7

6:28 pm-10:12 pm

1 stop4h 44m

Casper Natrona County

Sat 10/11

1:32 pm-8:25 pm

1 stop5h 53m

$359

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Wed 9/17

7:15 am-10:50 am

1 stop4h 35m

Casper Natrona County

Fri 9/19

5:50 pm-9:41 am

1 stop14h 51m

$385

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 10/2

2:17 pm-6:47 pm

1 stop5h 30m

Casper Natrona County

Sun 10/5

6:00 pm-11:59 pm

1 stop4h 59m

$425

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sun 9/28

7:10 am-10:47 am

1 stop4h 37m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/27

Best time to book a flight from Chicago to Casper

Have a flexible travel schedule? Discover the best time to fly to Casper from Chicago 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 Chicago to Casper
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Casper

Get insights into the airlines that provide service to Casper. 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 Casper. Reviews last updated August 28, 2025.
Get a feel of what it's like to fly with United Airlines from Chicago to Casper 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
8,944 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

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
8,944 reviews
United Airlines
7.4
Good
8,944 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

Overall

7.4

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 Chicago to Casper. 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 into for flights to Casper from Chicago?

    For a flight from Chicago to Casper, you will be flying into Natrona County. Casper Natrona County (CPR) is just 8.1 mi from the center of the city. Natrona County is the only Casper airport and it handles 0 inbound flights from Chicago per day. 1 airline has flights to Casper Natrona County from Chicago on a regular basis.

  • How long is the flight from Chicago to Casper?

    For as low as $248, United Airlines can have you in Casper from Chicago in 6h 50m. The distance between Chicago and Casper is about 946 mi.

  • What is the cheapest airline to fly from Chicago to Casper round-trip?

    Flying on United Airlines is currently your cheapest option to Casper, with prices starting at $248.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Casper 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 Chicago to Casper?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Casper (average of $348). Flying from Chicago to Casper in June is currently the most expensive (average of $504). 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 Casper?

Book flights to Casper if you plan to visit one of these locations
Rawlins

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Top airline flying from Chicago to Casper

Discover the top airline that operate flights from Chicago to Casper. 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$393FlexibilityNo cancel feeOn-time69%

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