CHI - CPR

$318 Find Cheap Flights from Chicago to Casper

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Casper departing on 4/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Casper

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Casper, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Casper, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$318
United Airlines
Wed 4/29Sat 5/2
ORD - CPR • 1 stop
Cheapest one-way
$500
United Airlines
Sun 12/28
ORD - CPR • 1 stop
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We hope you love your trip to Casper!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Casper (CHI-CPR)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Casper that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Casper

Wed, Apr 29 - Sat, May 2
United Airlines Logo
2:18 pm - 8:32 pmORD-CPR
7h 14m1 stop
United Airlines Logo
3:15 pm - 10:25 pmCPR-ORD
6h 10m1 stop
$318United Airlines
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Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
1:00 pm - 9:58 pmORD-CPR
9h 58m1 stop
United Airlines Logo
8:55 pm - 3:20 amCPR-ORD
5h 25m1 stop
$368United Airlines
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Tue, Dec 2 - Tue, Dec 9
United Airlines Logo
1:00 pm - 4:51 pmORD-CPR
4h 51m1 stop
United Airlines Logo
9:03 am - 7:44 pmCPR-ORD
9h 41m1 stop
$369United Airlines
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Wed, Apr 29 - Sat, May 2
United Airlines Logo
8:45 am - 7:10 pmORD-CPR
11h 25m2 stops
United Airlines Logo
1:25 pm - 11:57 pmCPR-ORD
9h 32m1 stop
$402United Airlines
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Tue, Dec 2 - Tue, Dec 9
United Airlines Logo
8:04 pm - 2:38 pmORD-CPR
19h 34m2 stops
United Airlines Logo
11:21 am - 6:55 pmCPR-ORD
6h 34m1 stop
$413United Airlines
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Mon, Dec 1 - Sat, Dec 6
United Airlines Logo
8:00 pm - 12:31 pmORD-CPR
17h 31m2 stops
United Airlines Logo
5:58 pm - 11:59 pmCPR-ORD
5h 01m1 stop
$428United Airlines
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Wed, Apr 29 - Sat, May 2
United Airlines Logo
7:10 am - 4:59 pmORD-CPR
10h 49m2 stops
United Airlines Logo
5:30 am - 11:42 amCPR-ORD
5h 12m1 stop
$437United Airlines
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Wed, Apr 29 - Sat, May 2
United Airlines Logo
7:10 am - 4:59 pmORD-CPR
10h 49m2 stops
United Airlines Logo
6:01 pm - 11:57 pmCPR-ORD
4h 56m1 stop
$452United Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
8:15 pm - 12:31 pmORD-CPR
17h 16m2 stops
United Airlines Logo
8:55 pm - 3:20 amCPR-ORD
5h 25m1 stop
$478United Airlines
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Sun, Nov 23 - Sun, Nov 30
United Airlines Logo
1:00 pm - 8:17 pmORD-CPR
8h 17m1 stop
United Airlines Logo
8:55 pm - 3:20 amCPR-ORD
5h 25m1 stop
$479United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Casper flights

Get data-powered insights and trends into flights from Chicago to Casper to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Casper?

The average price of all round-trip flights from Chicago to Casper clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Casper, you should consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Tuesdays.

Good to know

Cheapest flight$318
Flight from Chicago O'Hare Airport to Casper

When to book flights from Chicago to Casper

Are your dates flexible? Find out the best times to travel from Chicago to Casper based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Casper

  • What is the cheapest flight from Chicago to Casper?

    In the last 3 days, the lowest price for a flight from Chicago to Casper was $500 for a one-way ticket and $318 for a round-trip.

  • Do I need a passport to fly between Chicago and Casper?

    No

  • Which airports will I be using when flying from Chicago to Casper?

    On your way to Casper, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Casper Natrona County.

  • Which aircraft models fly most regularly from Chicago to Casper?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Casper?

    Star Alliance is the only airline alliance operating flights between Chicago and Casper.

  • How does KAYAK find such low prices on flights from Chicago to Casper?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Casper.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Casper?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Casper from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Casper?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Casper with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Casper?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Casper from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to Casper

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Casper. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Casper? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9015 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

Always wish for more healthy, gluten free options. We have to bring our own.

10.0 ExcellentClaire, Nov 2025ORD - PNS
Read more United Airlines reviews

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Everything you need to know for your flight from Chicago to Casper

Information on your arrival and departure airports