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Billings

$97+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BIL
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$97
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$300

Good round-trip deal

$254 or less
Provider with most accurate pricing for Chicago (CHI)-Billings Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Billings Logan Intl flights.
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From Chicago (CHI) to Billings Logan Intl
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One-way flight from Chicago (CHI) to Billings Logan Intl
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Highest demand for flights based on searches. 13% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Billings Logan Intl.
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:58 pmORD - BIL
1 stop19h 19mMultiple Airlines
Mon 12/812:18 pmBIL - ORD
2 stops40h 47mMultiple Airlines
Deal found 10/30$274
This Delta deal was found by Cheapflights users on 10/29. 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.
Sun 12/77:02 pmMDW - BIL
1 stop5h 46mDelta
Wed 12/106:25 amBIL - MDW
1 stop5h 45mDelta
Deal found 10/29$291
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/262:40 pmORD - BIL
1 stop7h 38mUnited Airlines
Tue 12/24:15 pmBIL - ORD
1 stop6h 44mUnited Airlines
Deal found 10/30$316
This Delta deal was found by Cheapflights users on 10/29. 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.
Sun 12/77:02 pmMDW - BIL
1 stop5h 46mDelta
Thu 12/1111:47 amBIL - MDW
2 stops11h 00mDelta
Deal found 10/29$330
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:44 amORD - BIL
2 stops22h 28mMultiple Airlines
Sun 12/710:24 pmBIL - ORD
1 stop12h 18mMultiple Airlines
Deal found 10/29$331
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 12/68:50 amORD - BIL
2 stops9h 52mDelta
Thu 12/116:25 amBIL - ORD
1 stop7h 34mDelta
Deal found 10/29$336
This Delta deal was found by Cheapflights users on 10/30. 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 11/262:35 pmORD - BIL
2 stops10h 35mDelta
Tue 12/25:14 amBIL - ORD
1 stop6h 26mDelta
Deal found 10/30$346
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amORD - BIL
1 stop19h 08mAlaska Airlines
Wed 12/103:36 pmBIL - ORD
2 stops24h 19mAlaska Airlines
Deal found 10/29$368
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 12/67:02 pmMDW - BIL
1 stop5h 46mDelta
Thu 12/116:25 amBIL - MDW
2 stops10h 35mDelta
Deal found 10/29$370
This Delta deal was found by Cheapflights users on 10/29. 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.
Sun 12/75:07 pmORD - BIL
2 stops8h 16mDelta
Thu 12/115:14 amBIL - ORD
1 stop6h 26mDelta
Deal found 10/29$370
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/47:02 pmMDW - BIL
1 stop5h 46mDelta
Sun 12/76:25 amBIL - MDW
1 stop5h 45mDelta
Deal found 10/29$371
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/41:20 pmORD - BIL
2 stops12h 03mDelta
Sun 12/75:14 amBIL - ORD
2 stops12h 13mDelta
Deal found 10/29$381

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 October 30, 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

Sun 12/7

7:02 pm-11:48 pm

1 stop5h 46m

Billings Logan Intl

Wed 12/10

6:25 am-1:10 pm

1 stop5h 45m

$291

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sun 12/7

7:02 pm-11:48 pm

1 stop5h 46m

Billings Logan Intl

Thu 12/11

11:47 am-11:47 pm

2 stops11h 00m

$330

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Thu 12/4

11:44 am-9:12 am

2 stops22h 28m

Billings Logan Intl

Sun 12/7

10:24 pm-11:42 am

1 stop12h 18m

$331

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Sat 12/6

5:42 pm-11:48 pm

1 stop7h 06m

Billings Logan Intl

Thu 12/11

6:25 am-2:59 pm

1 stop7h 34m

$331

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Wed 11/26

2:35 pm-12:10 am

2 stops10h 35m

Billings Logan Intl

Tue 12/2

5:14 am-12:40 pm

1 stop6h 26m

$346

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Sun 12/7

6:00 am-12:08 am

1 stop19h 08m

Billings Logan Intl

Wed 12/10

3:36 pm-4:55 pm

2 stops24h 19m

$368

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 12/6

7:02 pm-11:48 pm

1 stop5h 46m

Billings Logan Intl

Thu 12/11

6:25 am-6:00 pm

2 stops10h 35m

$370

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Thu 12/4

7:02 pm-11:48 pm

1 stop5h 46m

Billings Logan Intl

Sun 12/7

6:25 am-1:10 pm

1 stop5h 45m

$371

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Thu 12/4

1:20 pm-12:23 am

2 stops12h 03m

Billings Logan Intl

Sun 12/7

5:14 am-6:27 pm

2 stops12h 13m

$381

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

Sun 12/7

6:00 am-12:08 am

1 stop19h 08m

Billings Logan Intl

Thu 12/11

2:02 pm-10:30 pm

1 stop7h 28m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 26 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 October.
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 October 30, 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?

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 October 30, 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
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $291, Delta can have you in Billings from Chicago in 5h 46m. 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 45% 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 (87%).

  • What are the cheapest flights from Chicago to Billings?

    While on average a flight from Chicago to Billings is generally $371, our data shows the cheapest flight currently is $244. When looking at the most popular route, (Chicago O'Hare Intl - Billings Logan Intl), you can expect to pay $298 for that flight.

  • 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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Alternative routes for Chicago to Billings

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$447FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$269Average$401FlexibilityNo cancel feeOn-time69%

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