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Casper

$338+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CPR
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
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 May 13, 2026.

This United Airlines deal was found by Cheapflights users on 5/11. 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 11/62:18 pm
ORD
-
CPR
1 stop5h 19m
United Airlines
Tue 11/105:30 am
CPR
-
ORD
1 stop5h 12m
United Airlines
Deal found 5/11$338
This United Airlines deal was found by Cheapflights users on 5/12. 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 11/143:55 pm
ORD
-
CPR
1 stop5h 22m
United Airlines
Tue 11/173:15 pm
CPR
-
ORD
1 stop6h 29m
United Airlines
Deal found 5/12$388
This United Airlines deal was found by Cheapflights users on 5/8. 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 9/151:30 pm
ORD
-
CPR
1 stop6h 44m
United Airlines
Tue 9/229:25 am
CPR
-
ORD
1 stop10h 02m
United Airlines
Deal found 5/8$418
This United Airlines deal was found by Cheapflights users on 5/10. 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 6/76:00 am
ORD
-
CPR
1 stop5h 46m
United Airlines
Sat 6/136:13 pm
CPR
-
ORD
1 stop5h 31m
United Airlines
Deal found 5/10$454
This United Airlines deal was found by Cheapflights users on 5/11. 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 8/275:00 am
ORD
-
CPR
1 stop4h 50m
United Airlines
Mon 8/316:05 pm
CPR
-
ORD
1 stop14h 38m
United Airlines
Deal found 5/11$501
This United Airlines deal was found by Cheapflights users on 5/12. 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 5/152:20 pm
ORD
-
CPR
1 stop5h 37m
United Airlines
Tue 5/196:10 pm
CPR
-
ORD
1 stop5h 48m
United Airlines
Deal found 5/12$598
This United Airlines deal was found by Cheapflights users on 5/12. 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 6/115:00 am
ORD
-
CPR
1 stop15h 15m
United Airlines
Wed 6/179:26 am
CPR
-
ORD
1 stop14h 18m
United Airlines
Deal found 5/12$608

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$308
(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 May 13, 2026.
Use the filters below to find and compare flights from Chicago to Casper that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sun 6/7

6:00 am-10:46 am

1 stop5h 46m

Casper Natrona County

Sat 6/13

6:13 pm-12:44 am

1 stop5h 31m

$454

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Thu 6/11

5:00 am-7:15 pm

1 stop15h 15m

Casper Natrona County

Wed 6/17

9:26 am-12:44 am

1 stop14h 18m

$608

ChicagoCasper

ORD - CPR

ORDCPR

Chicago O'Hare Intl

Sun 5/17

2:20 pm-8:17 pm

1 stop6h 57m

Casper Natrona County

Wed 5/20

3:14 pm-12:58 am

1 stop8h 44m

$832

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Sorted by cheapest first

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 May.
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 May 13, 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
9,706 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,706 reviews
United Airlines
7.4
Good
9,706 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 $454, United Airlines can have you in Casper from Chicago in 5h 46m. 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 $263.

  • 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$263Average$548FlexibilityNo cancel feeOn-time69%

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