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Casper

$298+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPR
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 2/101:55 pm
ORD
-
CPR
1 stop6h 11m
United Airlines
Sat 2/146:08 pm
CPR
-
ORD
1 stop4h 51m
United Airlines
Deal found 1/26$298
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Mon 5/42:20 pm
ORD
-
CPR
1 stop5h 37m
United Airlines
Sat 5/93:14 pm
CPR
-
ORD
1 stop5h 09m
United Airlines
Deal found 1/26$329
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 10/283:00 pm
ORD
-
CPR
1 stop6h 17m
United Airlines
Sat 10/311:25 pm
CPR
-
ORD
1 stop8h 20m
United Airlines
Deal found 1/26$338
This United Airlines deal was found by Cheapflights users on 1/27. 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 2/192:02 pm
ORD
-
CPR
1 stop6h 00m
United Airlines
Wed 2/253:15 pm
CPR
-
ORD
1 stop5h 14m
United Airlines
Deal found 1/27$340
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 7/227:15 am
ORD
-
CPR
1 stop13h 57m
United Airlines
Tue 8/45:30 am
CPR
-
ORD
1 stop5h 12m
United Airlines
Deal found 1/26$480
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 8/45:15 am
ORD
-
CPR
1 stop14h 17m
United Airlines
Wed 8/53:15 pm
CPR
-
ORD
1 stop6h 10m
United Airlines
Deal found 1/26$610
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 3/288:40 am
ORD
-
CPR
1 stop9h 22m
United Airlines
Fri 4/35:55 pm
CPR
-
ORD
2 stops19h 45m
United Airlines
Deal found 1/27$767

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$298
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Casper Natrona County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Casper Natrona County flights.
Search Deals
From Chicago (CHI) to Casper Natrona County
Search Deals

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 January 28, 2026.
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 2/10

1:55 pm-7:06 pm

1 stop6h 11m

Casper Natrona County

Sat 2/14

6:08 pm-11:59 pm

1 stop4h 51m

$298

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Mon 5/4

2:20 pm-6:57 pm

1 stop5h 37m

Casper Natrona County

Sat 5/9

3:14 pm-9:23 pm

1 stop5h 09m

$329

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 2/19

2:02 pm-7:02 pm

1 stop6h 00m

Casper Natrona County

Wed 2/25

3:15 pm-9:29 pm

1 stop5h 14m

$340

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Wed 7/22

7:15 am-8:12 pm

1 stop13h 57m

Casper Natrona County

Tue 8/4

5:30 am-11:42 am

1 stop5h 12m

$480

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sat 3/28

8:40 am-5:02 pm

1 stop9h 22m

Casper Natrona County

Fri 4/3

5:55 pm-2:40 pm

2 stops19h 45m

$767

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 4/30

10:49 am-2:39 pm

1 stop4h 50m

$310

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sun 2/15

7:10 am-12:40 pm

1 stop6h 30m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Casper flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 January 28, 2026.
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
9,209 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,209 reviews
United Airlines
7.4
Good
9,209 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 $298, United Airlines can have you in Casper from Chicago in 6h 11m. 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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Alternative routes for Chicago to Casper

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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$418FlexibilityNo cancel feeOn-time69%

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