CHI - CPR

$268 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 5/7. 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
$268
United Airlines
Thu 5/7Sat 5/9
ORD - CPR • 1 stop
Cheapest one-way
$313
United Airlines
Tue 5/5
ORD - CPR • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Casper. You'll need at least 1 connection.
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Flight Deals
Useful Info
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

Thu, May 7 - Sat, May 9
United Airlines Logo
7:00 am - 10:48 am
ORD
-
CPR
4h 48m
1 stop
United Airlines Logo
5:25 am - 11:10 am
CPR
-
ORD
4h 45m
1 stop
$268United Airlines
Fri, Jun 5 - Tue, Jun 9
United Airlines Logo
5:00 am - 8:51 am
ORD
-
CPR
4h 51m
1 stop
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
$279United Airlines
Wed, Mar 18 - Tue, Mar 24
United Airlines Logo
7:00 am - 10:51 am
ORD
-
CPR
4h 51m
1 stop
United Airlines Logo
1:25 pm - 8:00 pm
CPR
-
ORD
5h 35m
1 stop
$283United Airlines
Tue, May 5 - Sat, May 9
United Airlines Logo
12:40 pm - 6:57 pm
ORD
-
CPR
7h 17m
1 stop
United Airlines Logo
1:17 pm - 7:04 pm
CPR
-
ORD
4h 47m
1 stop
$338United Airlines
Wed, Mar 18 - Tue, Mar 24
United Airlines Logo
2:45 pm - 9:59 pm
ORD
-
CPR
8h 14m
1 stop
United Airlines Logo
1:25 pm - 8:00 pm
CPR
-
ORD
5h 35m
1 stop
$353United Airlines
Fri, Apr 3 - Mon, Apr 6
United Airlines Logo
4:10 pm - 10:07 pm
ORD
-
CPR
6h 57m
1 stop
United Airlines Logo
5:55 pm - 9:37 am
CPR
-
ORD
14h 42m
1 stop
$422United Airlines
Wed, Mar 18 - Sun, Mar 22
United Airlines Logo
2:45 pm - 6:57 pm
ORD
-
CPR
5h 12m
1 stop
United Airlines Logo
9:00 am - 11:52 pm
CPR
-
ORD
13h 52m
1 stop
$511United Airlines
Fri, Apr 3 - Mon, Apr 6
United Airlines Logo
7:05 am - 5:02 pm
ORD
-
CPR
10h 57m
2 stops
United Airlines Logo
5:55 pm - 12:29 am
CPR
-
ORD
5h 34m
1 stop
$518United Airlines
Fri, Jun 5 - Tue, Jun 9
United Airlines Logo
4:00 pm - 9:59 pm
ORD
-
CPR
6h 59m
2 stops
United Airlines Logo
11:21 am - 8:30 pm
CPR
-
ORD
8h 09m
1 stop
$589United Airlines
Thu, May 7 - Sat, May 9
United Airlines Logo
9:01 am - 2:39 pm
ORD
-
CPR
6h 38m
2 stops
United Airlines Logo
1:17 pm - 7:04 pm
CPR
-
ORD
4h 47m
1 stop
$702United Airlines
Useful Info

Good to know

Cheapest flight$268
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 $313 for a one-way ticket and $268 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 9377 reviews
6.6Food
7.7Boarding
7.1Entertainment
7.3Comfort
8.1Crew
Airline reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

4.0 OkayDr. Joseph, Feb 2026
ORD - IAH
Read more United Airlines reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

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

Information on your arrival and departure airports