What is the cheapest airline to fly from Casper to Chicago round-trip?

Cheapflights users have booked flights from Casper to Chicago round-trip from $278.

What is the cheapest month to book a flight from Casper to Chicago?

Currently, August is the cheapest month in which you can book a flight from Casper to Chicago (average of $245). Flying from Casper to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from Casper to Chicago?

Travelers seeking maximum savings on their Casper to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What is the cheapest day to fly round-trip from Casper to Chicago?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

What is the cheapest time of day to fly from CPR to CHI?

When flying from Casper to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 1% versus a flight in the morning.

What airport do you fly from for flights from Casper to Chicago?

Casper Natrona County (CPR) is the airport you will fly out of if you book a flight from Casper to Chicago. You should not have trouble finding flights to Chicago from Natrona County; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Casper airport to Chicago. It is only a 8.1 mi journey to Natrona County (CPR) from Casper’s city center.

Can I find deals for flights from Casper to Chicago that include hotel bookings?

Yes. In addition to deals on Casper to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Casper to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Casper to Chicago.

Can I find deals for business class flights from Casper to Chicago?

Yes. Cheapflights offers flight deals from Casper to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$278+ Flights from Casper to Chicago

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Cheap flight deals from Casper to Chicago

Round-trip from	$278 (United Airlines)

From Casper Natrona County to Chicago (CHI)

Search Deals

Find flight deals from Casper to Chicago

Cheapest flights from Casper to Chicago
Explore the most affordable flight options available from Casper to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

Tue 8/261:37 pmCPR - ORD

1 stop6h 55mUnited Airlines

Sat 8/306:21 pmORD - CPR

1 stop4h 53mUnited Airlines

Deal found 8/10

$278

Sat 10/411:22 amCPR - ORD

1 stop7h 33mUnited Airlines

Fri 10/105:01 amORD - CPR

1 stop6h 46mUnited Airlines

Deal found 8/12

$383

Wed 8/205:50 pmCPR - ORD

1 stop5h 09mUnited Airlines

Tue 10/76:28 pmORD - CPR

1 stop4h 44mUnited Airlines

Deal found 8/12

$414

Best flights from Casper to Chicago
Discover carefully curated flight deals from Casper to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2025.

Tue 8/261:37 pmCPR - ORD

1 stop6h 55mUnited Airlines

Sat 8/306:21 pmORD - CPR

1 stop4h 53mUnited Airlines

Deal found 8/10

$278

Wed 8/273:11 pmCPR - ORD

1 stop5h 21mUnited Airlines

Sun 8/317:15 amORD - CPR

1 stop4h 35mUnited Airlines

Deal found 8/11

$278

Sat 10/411:22 amCPR - ORD

1 stop7h 33mUnited Airlines

Fri 10/105:01 amORD - CPR

1 stop6h 46mUnited Airlines

Deal found 8/12

$383

Last-minute flights from Casper to Chicago
Discover last-minute flight deals from Casper to Chicago. Data last updated August 13, 2025 and is based on user searches.

Wed 8/205:50 pmCPR - ORD

1 stop5h 09mUnited Airlines

Tue 10/76:28 pmORD - CPR

1 stop4h 44mUnited Airlines

Deal found 8/12

$414

Tue 8/261:37 pmCPR - ORD

1 stop6h 55mUnited Airlines

Sat 8/306:21 pmORD - CPR

1 stop4h 53mUnited Airlines

Deal found 8/10

$278

Fly from

Fly to

Route

Depart

Return

Price

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Tue 8/26

1:37 pm-9:32 pm

1 stop6h 55m

Chicago O'Hare Intl

Sat 8/30

6:21 pm-10:14 pm

1 stop4h 53m

$278

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Wed 8/27

3:11 pm-9:32 pm

1 stop5h 21m

Chicago O'Hare Intl

Sun 8/31

7:15 am-10:50 am

1 stop4h 35m

$278

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Sat 10/4

11:22 am-7:55 pm

1 stop7h 33m

Chicago O'Hare Intl

Fri 10/10

5:01 am-10:47 am

1 stop6h 46m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

Best time to book a flight from Casper to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Casper 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 Casper to Chicago

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

See what other customers who have flown with United Airlines from Casper to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,920 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines

7.4

Good

8,920 reviews

United Airlines

7.4

Good

8,920 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

What airport do you fly from for flights from Casper to Chicago?
Casper Natrona County (CPR) is the airport you will fly out of if you book a flight from Casper to Chicago. You should not have trouble finding flights to Chicago from Natrona County; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Casper airport to Chicago. It is only a 8.1 mi journey to Natrona County (CPR) from Casper’s city center.
What is the cheapest airline to fly from Casper to Chicago round-trip?
Cheapflights users have booked flights from Casper to Chicago round-trip from $278.
Can I find deals for flights from Casper to Chicago that include hotel bookings?
Yes. In addition to deals on Casper to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Casper to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Casper to Chicago.
Can I find deals for business class flights from Casper to Chicago?
Yes. Cheapflights offers flight deals from Casper to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Casper to Chicago?
Currently, August is the cheapest month in which you can book a flight from Casper to Chicago (average of $245). Flying from Casper to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Casper to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$318	Average$518	FlexibilityNo cancel fee	On-time69%

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$278+ Cheap flights from Casper (CPR) to Chicago (CHI)

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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Casper to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Casper to Chicago

Round-trip from

Find flight deals from Casper to Chicago

Cheapest flights from Casper to ChicagoExplore the most affordable flight options available from Casper to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

Explore the most affordable flight options available from Casper to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Casper to Chicago that are best for you.

Best time to book a flight from Casper to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Casper with our price prediction graph.

Cheapflights Insights

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

Reviews of airlines servicing Chicago

See what other customers who have flown with United Airlines from Casper to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Casper to Chicago. 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 from for flights from Casper to Chicago?

What is the cheapest airline to fly from Casper to Chicago round-trip?

Can I find deals for flights from Casper to Chicago that include hotel bookings?

How can I find direct flights from Casper to Chicago?

Can I find deals for business class flights from Casper to Chicago?

What is the cheapest month to book a flight from Casper to Chicago?

Traveling to a place near Chicago?

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Alternative routes for Casper to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Casper to Chicago

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Travel Smart

Cheapest flights from Casper to Chicago
Explore the most affordable flight options available from Casper to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.