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Cheap flights from Casper to Chicago from $338

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Casper to Chicago departing on 3/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Casper to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:55 pm - 11:52 pm
CPR
-
ORD
4h 57m
1 stop
United Airlines Logo
5:45 pm - 10:07 pm
ORD
-
CPR
5h 22m
1 stop
$338United Airlines
Fri, Mar 27 - Tue, Mar 31
United Airlines Logo
5:25 am - 1:12 pm
CPR
-
ORD
6h 47m
1 stop
United Airlines Logo
4:10 pm - 10:07 pm
ORD
-
CPR
6h 57m
1 stop
$378United Airlines
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
7:05 am - 2:52 pm
CPR
-
ORD
6h 47m
1 stop
United Airlines Logo
5:45 pm - 10:07 pm
ORD
-
CPR
5h 22m
1 stop
$398United Airlines
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
3:14 pm - 12:29 am
CPR
-
ORD
8h 15m
1 stop
United Airlines Logo
9:50 pm - 12:46 pm
ORD
-
CPR
15h 56m
2 stops
$523United Airlines
Mon, Apr 6 - Fri, Apr 10
United Airlines Logo
6:09 pm - 2:40 pm
CPR
-
ORD
19h 31m
2 stops
United Airlines Logo
2:35 pm - 6:59 pm
ORD
-
CPR
5h 24m
1 stop
$543United Airlines
Sat, Mar 28 - Wed, Apr 1
United Airlines Logo
5:25 am - 11:19 am
CPR
-
ORD
4h 54m
1 stop
United Airlines Logo
7:58 pm - 5:02 pm
ORD
-
CPR
22h 04m
2 stops
$558United Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
3:15 pm - 10:55 pm
CPR
-
ORD
6h 40m
1 stop
United Airlines Logo
2:05 pm - 10:07 pm
ORD
-
CPR
9h 02m
1 stop
$614United Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
3:14 pm - 11:28 pm
CPR
-
ORD
7h 14m
1 stop
United Airlines Logo
2:35 pm - 6:59 pm
ORD
-
CPR
5h 24m
1 stop
$616United Airlines
Mon, Apr 6 - Fri, Apr 10
United Airlines Logo
1:25 pm - 11:52 pm
CPR
-
ORD
9h 27m
1 stop
United Airlines Logo
9:15 am - 8:26 pm
ORD
-
CPR
12h 11m
2 stops
$892United Airlines
Fri, Mar 27 - Tue, Mar 31
United Airlines Logo
11:26 am - 8:25 pm
CPR
-
ORD
7h 59m
2 stops
United Airlines Logo
1:55 pm - 8:26 pm
ORD
-
CPR
7h 31m
2 stops
$963United Airlines
Wed, Mar 25 - Sun, Mar 29

United Airlines flights from Casper to Chicago

Our best United Airlines deals on Casper to Chicago flight tickets
United Airlines
Mar 27
CPR5:55 pmCasper Natrona County
4h 57m
1 stop
ORD11:52 pmChicago O'Hare Intl
Mar 31
ORD5:45 pmChicago O'Hare Intl
5h 22m
1 stop
CPR10:07 pmCasper Natrona County
$338
United Airlines
Apr 25
CPR5:25 amCasper Natrona County
6h 47m
1 stop
ORD1:12 pmChicago O'Hare Intl
Apr 28
ORD4:10 pmChicago O'Hare Intl
6h 57m
1 stop
CPR10:07 pmCasper Natrona County
$378
United Airlines
Apr 25
CPR7:05 amCasper Natrona County
6h 47m
1 stop
ORD2:52 pmChicago O'Hare Intl
Apr 28
ORD5:45 pmChicago O'Hare Intl
5h 22m
1 stop
CPR10:07 pmCasper Natrona County
$398

momondo Fare Finder

 
Customize your flight search to find flights from Casper to Chicago 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, momondo users made 832,500 searches. Data last updated March 14, 2026.
Use the filters below to find and compare flights from Casper to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Fri 3/27

5:55 pm-11:52 pm

1 stop4h 57m

Chicago O'Hare Intl

Tue 3/31

5:45 pm-10:07 pm

1 stop5h 22m

$338

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 4/25

5:25 am-1:12 pm

1 stop6h 47m

Chicago O'Hare Intl

Tue 4/28

4:10 pm-10:07 pm

1 stop6h 57m

$378

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 4/25

7:05 am-2:52 pm

1 stop6h 47m

Chicago O'Hare Intl

Tue 4/28

5:45 pm-10:07 pm

1 stop5h 22m

$398

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Mon 4/6

3:14 pm-12:29 am

1 stop8h 15m

Chicago O'Hare Intl

Fri 4/10

9:50 pm-12:46 pm

2 stops15h 56m

$523

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 3/28

6:09 pm-2:40 pm

2 stops19h 31m

Chicago O'Hare Intl

Wed 4/1

2:35 pm-6:59 pm

1 stop5h 24m

$543

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Wed 3/25

5:25 am-11:19 am

1 stop4h 54m

Chicago O'Hare Intl

Sun 3/29

7:58 pm-5:02 pm

2 stops22h 04m

$558

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Wed 3/25

3:15 pm-10:55 pm

1 stop6h 40m

Chicago O'Hare Intl

Sun 3/29

2:05 pm-10:07 pm

1 stop9h 02m

$614

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Mon 4/6

3:14 pm-11:28 pm

1 stop7h 14m

Chicago O'Hare Intl

Fri 4/10

2:35 pm-6:59 pm

1 stop5h 24m

$616

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Fri 3/27

1:25 pm-11:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Tue 3/31

9:15 am-8:26 pm

2 stops12h 11m

$892

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Wed 3/25

11:26 am-8:25 pm

2 stops7h 59m

Chicago O'Hare Intl

Sun 3/29

1:55 pm-8:26 pm

2 stops7h 31m

$963

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Casper to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Casper to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Casper to Chicago (CPR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Casper to Chicago

Fastest flight time

4h 57m

Direct flights

None
The fastest flight from Casper to Chicago takes 4h 57m
There are no direct flights from Casper to Chicago. There are no popular flight routes from Casper to Chicago.
Search flight deals

  • How far is Casper Natrona County to Chicago by plane?

    The distance between Casper Natrona County and Chicago is about 954.3 mi. A reasonable flight in good conditions will take 4h 57m.

  • When did momondo last update prices for flights from Casper Natrona County Airport to Chicago?

    Prices for flights from Casper Natrona County Airport to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Casper Natrona County Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Casper Natrona County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • How do I get Price Alerts for flights from Casper to Chicago?

    Confirm your travel details to search for the latest offers for flights from Casper to Chicago. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Casper to Chicago with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Casper to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Casper to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Casper to Chicago with flexible booking policies on momondo?

All flight searches from Casper to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Casper to Chicago?

Once you have performed a search for Casper to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Casper to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Casper and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport