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Cheap flights from Casper to Chicago from $308

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Casper to Chicago departing on 9/10. 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
0 bags

Find the cheapest flights from Casper to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
United Airlines Logo
6:00 am - 10:46 am
ORD
-
CPR
5h 46m
1 stop
$328United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
1:17 pm - 8:24 pm
CPR
-
ORD
6h 07m
1 stop
United Airlines Logo
7:00 am - 10:48 am
ORD
-
CPR
4h 48m
1 stop
$358United Airlines
Tue, May 12 - Sat, May 16
United Airlines Logo
7:10 am - 5:04 pm
CPR
-
ORD
8h 54m
1 stop
United Airlines Logo
2:20 pm - 10:10 pm
ORD
-
CPR
8h 50m
1 stop
$438United Airlines
Sat, May 16 - Tue, May 19
United Airlines Logo
6:10 pm - 12:58 am
CPR
-
ORD
5h 48m
1 stop
United Airlines Logo
5:45 pm - 10:10 pm
ORD
-
CPR
5h 25m
1 stop
$508United Airlines
Thu, May 14 - Mon, May 18
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
United Airlines Logo
8:46 am - 7:15 pm
ORD
-
CPR
11h 29m
2 stops
$517United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
9:00 am - 7:04 pm
CPR
-
ORD
9h 04m
1 stop
United Airlines Logo
9:05 am - 6:57 pm
ORD
-
CPR
10h 52m
2 stops
$532United Airlines
Sat, May 16 - Tue, May 19
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
United Airlines Logo
9:39 pm - 8:51 am
ORD
-
CPR
12h 12m
1 stop
$535United Airlines
Fri, Jun 12 - Mon, Jun 15
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
United Airlines Logo
1:05 pm - 8:33 pm
ORD
-
CPR
8h 28m
1 stop
$552United Airlines
Fri, Jun 12 - Mon, Jun 15
United Airlines Logo
3:14 pm - 9:23 pm
CPR
-
ORD
5h 09m
1 stop
United Airlines Logo
9:54 pm - 10:48 am
ORD
-
CPR
13h 54m
1 stop
$596United Airlines
Mon, May 11 - Fri, May 15
United Airlines Logo
6:10 pm - 12:58 am
CPR
-
ORD
5h 48m
1 stop
United Airlines Logo
8:00 pm - 2:39 pm
ORD
-
CPR
19h 39m
2 stops
$623United Airlines
Thu, May 14 - Mon, May 18

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United Airlines flights from Casper to Chicago

Our best United Airlines deals on Casper to Chicago flight tickets
United Airlines
May 26
CPR6:13 pmCasper Natrona County
5h 31m
1 stop
ORD12:44 amChicago O'Hare Intl
Jun 2
ORD6:00 amChicago O'Hare Intl
5h 46m
1 stop
CPR10:46 amCasper Natrona County
$328
United Airlines
May 12
CPR1:17 pmCasper Natrona County
6h 07m
1 stop
ORD8:24 pmChicago O'Hare Intl
May 16
ORD7:00 amChicago O'Hare Intl
4h 48m
1 stop
CPR10:48 amCasper Natrona County
$358
United Airlines
May 16
CPR7:10 amCasper Natrona County
8h 54m
1 stop
ORD5:04 pmChicago O'Hare Intl
May 19
ORD2:20 pmChicago O'Hare Intl
8h 50m
1 stop
CPR10:10 pmCasper Natrona County
$438

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 April 30, 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

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Tue 5/26

6:13 pm-12:44 am

1 stop5h 31m

Chicago O'Hare Intl

Tue 6/2

6:00 am-10:46 am

1 stop5h 46m

$328
Quickest round-trip

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Tue 5/12

1:17 pm-8:24 pm

1 stop6h 07m

Chicago O'Hare Intl

Sat 5/16

7:00 am-10:48 am

1 stop4h 48m

$358

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 5/16

7:10 am-5:04 pm

1 stop8h 54m

Chicago O'Hare Intl

Tue 5/19

2:20 pm-10:10 pm

1 stop8h 50m

$438

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Thu 5/14

6:10 pm-12:58 am

1 stop5h 48m

Chicago O'Hare Intl

Mon 5/18

5:45 pm-10:10 pm

1 stop5h 25m

$508

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Tue 5/26

6:13 pm-12:44 am

1 stop5h 31m

Chicago O'Hare Intl

Tue 6/2

8:46 am-7:15 pm

2 stops11h 29m

$517

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 5/16

9:00 am-7:04 pm

1 stop9h 04m

Chicago O'Hare Intl

Tue 5/19

9:05 am-6:57 pm

2 stops10h 52m

$532

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Fri 6/12

6:13 pm-12:44 am

1 stop5h 31m

Chicago O'Hare Intl

Mon 6/15

9:39 pm-8:51 am

1 stop12h 12m

$535

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Fri 6/12

6:13 pm-12:44 am

1 stop5h 31m

Chicago O'Hare Intl

Mon 6/15

1:05 pm-8:33 pm

1 stop8h 28m

$552

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Mon 5/11

3:14 pm-9:23 pm

1 stop5h 09m

Chicago O'Hare Intl

Fri 5/15

9:54 pm-10:48 am

1 stop13h 54m

$596

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Thu 5/14

6:10 pm-12:58 am

1 stop5h 48m

Chicago O'Hare Intl

Mon 5/18

8:00 pm-2:39 pm

2 stops19h 39m

$623

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Casper to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Casper Natrona County to Chicago?

United Airlines is the most popular carrier operating from Casper Natrona County to Chicago

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

5h 31m

Direct flights

None
The fastest flight from Casper to Chicago takes 5h 31m
There are no direct flights from Casper to Chicago. There are no popular flight routes from Casper to Chicago.
Search flight deals

Frequently asked questions about flying from Casper to Chicago

  • 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 5h 31m.

  • 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.

Traveling to a place near Chicago?

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