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Casper

$265+ Cheap flights from Chicago (CHI) to Casper (CPR)

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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPR
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
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 December 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$318
(United Airlines)

One-way from

$265
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Casper Natrona County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Casper Natrona County flights.
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From Chicago (CHI) to Casper Natrona County
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One-way flight 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 December 1, 2025.

This United Airlines deal was found by Cheapflights users on 11/30. 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 12/225:50 pmORD - CPR
1 stop5h 35mUnited Airlines
Fri 12/266:10 pmCPR - ORD
1 stop4h 49mUnited Airlines
Deal found 11/30$379
This United Airlines deal was found by Cheapflights users on 11/30. 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 12/238:20 pmORD - CPR
2 stops21h 39mUnited Airlines
Fri 12/266:10 pmCPR - ORD
1 stop4h 49mUnited Airlines
Deal found 11/30$468
This United Airlines deal was found by Cheapflights users on 11/30. 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 12/167:10 amORD - CPR
1 stop10h 41mUnited Airlines
Tue 12/231:22 pmCPR - ORD
1 stop8h 38mUnited Airlines
Deal found 11/30$493
This United Airlines deal was found by Cheapflights users on 11/29. 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 12/157:10 amORD - CPR
1 stop6h 21mUnited Airlines
Fri 12/196:10 pmCPR - ORD
1 stop14h 34mUnited Airlines
Deal found 11/29$496
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Mon 12/227:58 pmORD - CPR
2 stops22h 01mUnited Airlines
Thu 12/253:19 pmCPR - ORD
1 stop5h 00mUnited Airlines
Deal found 11/28$498
This United Airlines deal was found by Cheapflights users on 11/30. 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 12/202:31 pmORD - CPR
1 stop8h 54mUnited Airlines
Thu 12/2511:26 amCPR - ORD
1 stop6h 29mUnited Airlines
Deal found 11/30$501
This United Airlines deal was found by Cheapflights users on 11/30. 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 12/202:31 pmORD - CPR
1 stop8h 54mUnited Airlines
Fri 12/266:10 pmCPR - ORD
1 stop4h 49mUnited Airlines
Deal found 11/30$552

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 December 1, 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

Tue 2/3

10:40 am-7:06 pm

1 stop9h 26m

Casper Natrona County

Sat 2/7

9:00 am-6:46 pm

1 stop8h 46m

$318

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Mon 12/22

5:50 pm-10:25 pm

1 stop5h 35m

Casper Natrona County

Fri 12/26

6:10 pm-11:59 pm

1 stop4h 49m

$379

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Mon 12/22

5:50 pm-10:25 pm

1 stop5h 35m

Casper Natrona County

Thu 12/25

1:22 pm-11:12 pm

1 stop8h 50m

$454

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Tue 12/23

1:55 pm-7:01 pm

1 stop6h 06m

Casper Natrona County

Fri 12/26

6:10 pm-11:59 pm

1 stop4h 49m

$454

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Mon 12/15

7:10 am-12:31 pm

1 stop6h 21m

Casper Natrona County

Fri 12/19

6:10 pm-9:44 am

1 stop14h 34m

$496

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Mon 12/22

5:50 pm-10:25 pm

1 stop5h 35m

$265

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Tue 12/23

1:55 pm-7:01 pm

1 stop6h 06m

$300

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sun 12/21

1:55 pm-10:25 pm

1 stop9h 30m

$306

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Fri 12/26

2:31 pm-7:01 pm

1 stop5h 30m

$494

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sat 12/27

2:31 pm-10:25 pm

1 stop8h 54m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/30

Showing 1-10 of 11 results
1
2

Compare providers for flights from Chicago to Casper

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Casper in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Casper flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Casper flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Casper flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Casper flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Casper flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 December 1, 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
9,056 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,056 reviews
United Airlines
7.4
Good
9,056 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 $318, United Airlines can have you in Casper from Chicago in 9h 26m. 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.

See more FAQs

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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 December 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$418FlexibilityNo cancel feeOn-time69%

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