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Billings

$104+ Cheap flights from Chicago (CHI) to Billings (BIL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BIL
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Chicago to Billings

Cheapest flights from Chicago to Billings
Explore the most affordable flight options available from Chicago to Billings. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:31 pmORD - BIL
1 stop7h 53mUnited Airlines
Sat 12/2010:55 amBIL - ORD
1 stop7h 00mUnited Airlines
Deal found 12/16$509
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:05 pmORD - BIL
1 stop6h 18mDelta
Sun 12/215:14 amBIL - ORD
2 stops9h 07mDelta
Deal found 12/17$514
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:10 amORD - BIL
1 stop7h 14mUnited Airlines
Fri 12/262:40 pmBIL - ORD
1 stop5h 39mUnited Airlines
Deal found 12/17$529
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/203:42 pmORD - BIL
1 stop6h 42mUnited Airlines
Mon 12/225:50 pmBIL - ORD
1 stop5h 09mUnited Airlines
Deal found 12/16$538
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:05 pmORD - BIL
1 stop6h 18mDelta
Sat 12/2011:52 amBIL - ORD
2 stops11h 10mDelta
Deal found 12/16$585
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:42 pmORD - BIL
1 stop6h 42mUnited Airlines
Sat 12/276:35 amBIL - ORD
2 stops24h 23mUnited Airlines
Deal found 12/17$629
This United Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:02 pmORD - BIL
2 stops14h 47mUnited Airlines
Sat 1/35:50 pmBIL - ORD
1 stop14h 54mUnited Airlines
Deal found 12/17$715
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:50 pmMDW - BIL
2 stops12h 33mDelta
Sat 12/2011:52 amBIL - MDW
2 stops9h 30mDelta
Deal found 12/16$724
This United Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:02 pmORD - BIL
2 stops14h 47mUnited Airlines
Sun 1/45:50 pmBIL - ORD
1 stop18h 29mUnited Airlines
Deal found 12/16$735
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:59 pmMDW - BIL
1 stop6h 20mDelta
Sat 12/275:15 amBIL - MDW
2 stops11h 11mDelta
Deal found 12/17$994
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:50 pmMDW - BIL
2 stops12h 33mDelta
Fri 12/265:14 amBIL - MDW
2 stops11h 12mDelta
Deal found 12/17$1,237
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:59 pmMDW - BIL
1 stop6h 20mDelta
Sun 1/45:14 amBIL - MDW
2 stops11h 05mDelta
Deal found 12/16$1,465

Find flight deals from Chicago to Billings

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Billings (BIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$104
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$413
Provider with most accurate pricing for Chicago (CHI)-Billings Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Billings Logan Intl flights.
Search Deals
From Chicago (CHI) to Billings Logan Intl
Search Deals
One-way flight from Chicago (CHI) to Billings Logan Intl
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($87 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Billings 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago to Billings that are best for you.

Fly from

Chicago

Fly to

Billings

Route

Depart

Return

Price

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 1/9

1:49 pm-7:25 pm

1 stop6h 36m

Billings Logan Intl

Mon 1/12

6:22 am-1:09 pm

1 stop5h 47m

$249

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Wed 3/4

2:02 pm-9:22 pm

1 stop8h 20m

Billings Logan Intl

Sat 3/7

2:36 pm-10:55 pm

1 stop7h 19m

$249

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 1/30

1:49 pm-7:24 pm

1 stop6h 35m

Billings Logan Intl

Fri 2/6

6:10 am-1:06 pm

1 stop5h 56m

$249

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Wed 1/21

12:30 pm-7:24 pm

1 stop7h 54m

Billings Logan Intl

Sat 1/24

6:00 am-12:15 pm

1 stop5h 15m

$249

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Fri 1/9

1:25 pm-10:33 pm

1 stop10h 08m

Billings Logan Intl

Mon 1/12

6:54 am-5:59 pm

1 stop10h 05m

$274

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 1/23

1:49 pm-7:24 pm

1 stop6h 35m

Billings Logan Intl

Sun 1/25

6:10 am-1:09 pm

1 stop5h 59m

$274

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Tue 3/3

10:35 am-7:39 pm

2 stops10h 04m

Billings Logan Intl

Thu 3/5

6:20 am-11:45 am

1 stop4h 25m

$296

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Mon 1/26

10:35 am-7:24 pm

2 stops9h 49m

Billings Logan Intl

Wed 1/28

6:10 am-11:47 am

1 stop4h 37m

$296

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 1/3

5:59 pm-11:19 pm

1 stop6h 20m

Billings Logan Intl

Tue 1/6

6:22 am-1:09 pm

1 stop5h 47m

$304

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Fri 4/10

2:18 pm-8:54 pm

1 stop7h 36m

Billings Logan Intl

Sun 4/12

5:51 pm-11:57 pm

1 stop5h 06m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 29 results
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Compare providers for flights from Chicago to Billings

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Billings in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Billings flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Billings flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Billings flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Billings flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Billings flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Billings

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

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

Find hourly flight availability from Chicago to Billings. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Billings in the evening. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the afternoon.

How much does it cost to fly round-trip from Chicago to Billings?

How often are flights from Chicago to Billings delayed?

About 16% of weekly flights between Chicago and Billings have experienced delays in the past year, with the average delay time being 134 minutes.

What is the most punctual flight time for Chicago to Billings flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Billings flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 16% of flights being delayed.

Reviews of airlines servicing Billings

Get insights into the airlines that provide service to Billings. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Billings. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Chicago to Billings to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,091 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Overall

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

    For a flight from Chicago to Billings, you will be flying into Billings Logan Intl. Billings Logan Intl (BIL) is just 2.7 mi from the center of the city. Billings Logan Intl is the only Billings airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Billings Logan Intl from Chicago on a regular basis.

  • How long is the flight from Chicago to Billings?

    For as low as $249, Delta can have you in Billings from Chicago in 6h 36m. Airlines will cover a distance of 1070 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Billings round-trip?

    Our cheapest airline available from Chicago to Billings is American Airlines. Our recent data shows that you can find tickets from as low as $225 on this airline. An additional option worth looking into is United Airlines, starting at $269. These flights start at 42% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Chicago to Billings?

    The top 3 most reliable airlines when flying from Chicago to Billings are American Airlines (88%), Envoy Air (88%) and SkyWest Airlines (80%).

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

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

  • How can I find direct flights from Chicago to Billings?

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

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

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

See more FAQs

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Top 2 airlines flying from Chicago to Billings

Discover the top 2 airlines that operate flights from Chicago to Billings. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$451FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$269Average$391FlexibilityNo cancel feeOn-time69%

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