How long is the flight from Billings to Chicago?

For as low as $299, Delta can have you in Chicago from Billings in 5h 30m. Billings and Chicago are separated by a distance of 1057 mi. This flight may include one or multiple stops.

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

According to our current data, American Airlines ($225), United Airlines ($239), and Delta ($248) offers the cheapest pricing from Billings to Chicago. Users have found that American Airlines is 37% cheaper than the other options available to this destination.

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 are the cheapest flights from Billings to Chicago?

Looking for the cheapest flight from Billings to Chicago? While on average our users pay $1,546, our data indicates the cheapest price to be $539. The most popular route (Billings Logan Intl - Chicago O'Hare Intl), is priced around $249.

What are the most reliable airlines from Billings to Chicago?

The top 3 most reliable airlines when flying from Billings to Chicago are SkyWest Airlines (90%), United Airlines (90%) and American Airlines (75%).

What are the most popular airlines that fly from Billings to Chicago?

American Airlines, Delta and United Airlines are the most popular airlines when flying from Billings to Chicago.

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

When flying from Billings to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Billings-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Billings-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Billings-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Billings-Chicago 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 Billings-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

If you book a flight to Chicago from Billings, you will be flying from Billings Logan Intl, which is the city’s only airport. Billings Logan Intl (BIL) is located 2.7 mi from the center of Billings. There are 0 flights from Billings Logan Intl to Chicago per day from 3 different airlines.

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

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

How can I find direct flights from Billings to Chicago?

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

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

Yes. Cheapflights offers flight deals from Billings 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.

$120+ Flights from Billings to Chicago

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

Airfare is below average for this route at the moment. Billings to Chicago flights typically cost between $301 and $324 in March. The cheapest round-trip price found within the last 3 days was $249 on Delta (Mar 26-Mar 30).

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Cheap flight deals from Billings to Chicago

Cheapest flights from Billings to Chicago
Explore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

Thu 12/255:15 amBIL - ORD

1 stop7h 31mDelta

Wed 12/311:35 pmORD - BIL

2 stops10h 44mDelta

Deal found 12/21

$495

Wed 12/2412:07 pmBIL - ORD

2 stops31h 16mMultiple Airlines

Thu 1/19:33 pmORD - BIL

1 stop11h 23mMultiple Airlines

Deal found 12/22

$525

Thu 12/2510:55 amBIL - ORD

1 stop5h 04mUnited Airlines

Wed 12/312:31 pmORD - BIL

1 stop7h 53mUnited Airlines

Deal found 12/22

$530

Tue 12/232:40 pmBIL - ORD

1 stop5h 39mUnited Airlines

Sat 1/32:31 pmORD - BIL

1 stop7h 53mUnited Airlines

Deal found 12/21

$534

Thu 12/251:18 pmBIL - ORD

2 stops33h 54mMultiple Airlines

Thu 1/19:33 pmORD - BIL

1 stop11h 23mMultiple Airlines

Deal found 12/22

$542

Mon 12/225:14 amBIL - ORD

2 stops12h 45mDelta

Sat 1/37:05 pmORD - BIL

1 stop5h 14mDelta

Deal found 12/21

$560

Mon 12/226:25 amBIL - ORD

1 stop4h 25mDelta

Wed 12/316:35 amORD - BIL

1 stop17h 44mDelta

Deal found 12/21

$570

Tue 12/239:25 amBIL - ORD

2 stops37h 47mMultiple Airlines

Thu 1/19:33 pmORD - BIL

1 stop11h 23mMultiple Airlines

Deal found 12/21

$579

Mon 12/222:40 pmBIL - ORD

1 stop5h 39mUnited Airlines

Tue 12/307:10 amORD - BIL

1 stop7h 14mUnited Airlines

Deal found 12/22

$589

Best flights from Billings to Chicago
Discover carefully curated flight deals from Billings to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 22, 2025.

Tue 4/216:25 amBIL - MDW

1 stop6h 07mDelta

Mon 4/272:12 pmMDW - BIL

1 stop6h 59mDelta

Deal found 12/22

$249

Tue 1/62:45 pmBIL - ORD

1 stop5h 30mUnited Airlines

Sat 1/1010:40 amORD - BIL

1 stop5h 42mUnited Airlines

Deal found 12/22

$299

Thu 2/53:35 pmBIL - ORD

2 stops24h 35mAlaska Airlines

Thu 2/121:00 pmORD - BIL

2 stops25h 24mAlaska Airlines

Deal found 12/22

$333

Thu 3/266:25 amBIL - MDW

1 stop6h 00mDelta

Mon 3/302:05 pmMDW - BIL

1 stop7h 15mDelta

Deal found 12/21

$249

Thu 3/266:25 amBIL - ORD

1 stop4h 10mDelta

Mon 3/303:59 pmORD - BIL

1 stop5h 21mDelta

Deal found 12/21

$249

Wed 1/1411:47 amBIL - ORD

2 stops8h 18mDelta

Sat 1/1712:30 pmORD - BIL

1 stop7h 55mDelta

Deal found 12/21

$254

Tue 4/212:35 pmBIL - ORD

1 stop5h 42mUnited Airlines

Tue 4/287:00 amORD - BIL

1 stop7h 23mUnited Airlines

Deal found 12/22

$329

Fri 2/63:35 pmBIL - ORD

2 stops22h 03mAlaska Airlines

Tue 2/103:35 pmORD - BIL

1 stop9h 01mAlaska Airlines

Deal found 12/20

$336

Fri 2/62:45 pmBIL - ORD

1 stop8h 14mUnited Airlines

Tue 2/102:36 pmORD - BIL

1 stop7h 47mUnited Airlines

Deal found 12/20

$329

Tue 4/216:25 amBIL - MDW

1 stop6h 07mDelta

Tue 4/282:12 pmMDW - BIL

2 stops9h 14mDelta

Deal found 12/22

$275

Sat 5/95:45 amBIL - ORD

1 stop5h 36mDelta

Wed 5/135:20 pmORD - BIL

1 stop6h 17mDelta

Deal found 12/21

$304

Wed 1/146:22 amBIL - MDW

2 stops10h 12mDelta

Sat 1/171:28 pmMDW - BIL

2 stops6h 57mDelta

Deal found 12/21

$339

Thu 1/156:22 amBIL - MDW

2 stops10h 12mDelta

Sun 1/181:49 pmMDW - BIL

1 stop6h 35mDelta

Deal found 12/22

$359

Tue 1/66:22 amBIL - MDW

1 stop5h 47mDelta

Sat 1/1011:21 amMDW - BIL

2 stops12h 10mDelta

Deal found 12/22

$384

Tue 4/216:25 amBIL - MDW

1 stop6h 07mDelta

Sun 4/262:12 pmMDW - BIL

1 stop6h 59mDelta

Deal found 12/22

$404

Sat 5/96:15 amBIL - MDW

1 stop5h 52mDelta

Wed 5/131:00 pmMDW - BIL

2 stops10h 27mDelta

Deal found 12/22

$409

Last-minute flights from Billings to Chicago
Discover last-minute flight deals from Billings to Chicago. Data last updated December 22, 2025 and is based on user searches.

Tue 12/232:40 pmBIL - ORD

1 stop5h 39mUnited Airlines

Fri 1/23:42 pmORD - BIL

1 stop6h 42mUnited Airlines

Deal found 12/22

$534

Wed 12/2412:07 pmBIL - ORD

2 stops31h 16mMultiple Airlines

Thu 1/19:33 pmORD - BIL

1 stop11h 23mMultiple Airlines

Deal found 12/22

$525

Thu 12/255:15 amBIL - ORD

1 stop7h 31mDelta

Wed 12/311:35 pmORD - BIL

2 stops10h 44mDelta

Deal found 12/21

$495

Thu 12/2510:55 amBIL - ORD

1 stop5h 04mUnited Airlines

Wed 12/312:31 pmORD - BIL

1 stop7h 53mUnited Airlines

Deal found 12/22

$530

Tue 1/62:45 pmBIL - ORD

1 stop5h 30mUnited Airlines

Sat 1/1010:40 amORD - BIL

1 stop5h 42mUnited Airlines

Deal found 12/22

$299

Tue 1/66:22 amBIL - MDW

1 stop5h 47mDelta

Sat 1/1011:21 amMDW - BIL

2 stops12h 10mDelta

Deal found 12/22

$384

Tue 1/65:15 amBIL - ORD

1 stop7h 23mDelta

Sat 1/108:00 amORD - BIL

2 stops12h 25mDelta

Deal found 12/22

$464

Wed 1/145:15 amBIL - ORD

1 stop7h 23mDelta

Sat 1/175:20 pmORD - BIL

1 stop6h 11mDelta

Deal found 12/21

$249

Wed 1/146:22 amBIL - MDW

1 stop5h 47mDelta

Sat 1/171:28 pmMDW - BIL

2 stops6h 57mDelta

Deal found 12/21

$279

Thu 1/152:45 pmBIL - ORD

1 stop8h 14mUnited Airlines

Sun 1/1810:40 amORD - BIL

1 stop5h 42mUnited Airlines

Deal found 12/22

$329

Thu 1/156:22 amBIL - MDW

2 stops10h 12mDelta

Sun 1/181:49 pmMDW - BIL

1 stop6h 35mDelta

Deal found 12/22

$359

Thu 1/152:02 pmBIL - ORD

2 stops22h 08mAlaska Airlines

Sun 1/182:06 pmORD - BIL

1 stop24h 16mAlaska Airlines

Deal found 12/22

$406

One-way flights from Billings to Chicago
Search for one-way flight options from Billings to Chicago. Find affordable one-way fares based on user searches. Data last updated December 22, 2025.

Tue 3/176:25 amBIL - ORD

1 stop4h 10mDelta

Deal found 12/20

$120

Tue 3/246:21 pmBIL - ORD

2 stops13h 09mDelta

Deal found 12/22

$125

Mon 2/2310:22 amBIL - ORD

2 stops29h 30mMultiple Airlines

Deal found 12/21

$144

Wed 3/186:25 amBIL - ORD

1 stop4h 10mDelta

Deal found 12/22

$150

Mon 1/1910:39 amBIL - ORD

3 stops44h 39mMultiple Airlines

Deal found 12/21

$155

Thu 3/195:15 amBIL - ORD

2 stops17h 37mDelta

Deal found 12/22

$168

Wed 1/213:35 pmBIL - ORD

1 stop7h 15mAlaska Airlines

Deal found 12/22

$169

Thu 1/223:35 pmBIL - ORD

2 stops24h 35mAlaska Airlines

Deal found 12/22

$172

Tue 1/206:10 pmBIL - ORD

2 stops18h 12mDelta

Deal found 12/22

$178

Sat 1/36:25 amBIL - MDW

2 stops10h 01mDelta

Deal found 12/21

$523

Sat 1/35:45 pmBIL - MDW

3 stops51h 13mMultiple Airlines

Deal found 12/21

$599

Find flight deals from Billings to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$249 (Delta)
One-way from	$120 (Delta)
Popular in	November
Cheapest in	January
Average price	$358
Good round-trip deal	$833 or less

Provider with most accurate pricing for Billings Logan Intl-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Billings Logan Intl-Chicago (CHI) flights.

Search Deals

From Billings Logan Intl to Chicago (CHI)

Search Deals

One-way flight from Billings Logan Intl to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Price to beat on a round-trip flight from Billings Logan Intl to Chicago (CHI).

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 4/21

6:25 am-1:32 pm

1 stop6h 07m

Chicago Midway

Mon 4/27

2:12 pm-8:11 pm

1 stop6h 59m

$249

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 3/26

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Mon 3/30

2:05 pm-8:20 pm

1 stop7h 15m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Thu 3/26

6:25 am-11:35 am

1 stop4h 10m

Chicago O'Hare Intl

Mon 3/30

3:59 pm-8:20 pm

1 stop5h 21m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Wed 1/14

11:47 am-9:05 pm

2 stops8h 18m

Chicago O'Hare Intl

Sat 1/17

12:30 pm-7:25 pm

1 stop7h 55m

$254

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 4/21

6:25 am-1:32 pm

1 stop6h 07m

Chicago Midway

Tue 4/28

2:12 pm-10:26 pm

2 stops9h 14m

$275

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 1/6

2:45 pm-9:15 pm

1 stop5h 30m

Chicago O'Hare Intl

Sat 1/10

10:40 am-3:22 pm

1 stop5h 42m

$299

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Sat 5/9

5:45 am-12:21 pm

1 stop5h 36m

Chicago O'Hare Intl

Wed 5/13

5:20 pm-10:37 pm

1 stop6h 17m

$304

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 4/21

2:35 pm-9:17 pm

1 stop5h 42m

Chicago O'Hare Intl

Tue 4/28

7:00 am-1:23 pm

1 stop7h 23m

$329

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Fri 2/6

2:45 pm-11:59 pm

1 stop8h 14m

Chicago O'Hare Intl

Tue 2/10

2:36 pm-9:23 pm

1 stop7h 47m

$329

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Thu 2/5

3:35 pm-5:10 pm

2 stops24h 35m

Chicago O'Hare Intl

Thu 2/12

1:00 pm-1:24 pm

2 stops25h 24m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 26 results

Compare providers for flights from Billings to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Billings to Chicago in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust 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 Billings-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Billings-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Billings-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Billings-Chicago 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 Billings-Chicago 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 Billings to Chicago

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

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

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Billings to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

8,014 reviews

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

8,014 reviews

Delta

7.9

Good

8,014 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

United Airlines

7.4

Good

9,105 reviews

Delta

7.9

Good

8,014 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

American Airlines

7.2

Good

11,054 reviews

Delta

7.9

Good

8,014 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

Related info for your journey

What airport do you fly from for flights from Billings to Chicago?
If you book a flight to Chicago from Billings, you will be flying from Billings Logan Intl, which is the city’s only airport. Billings Logan Intl (BIL) is located 2.7 mi from the center of Billings. There are 0 flights from Billings Logan Intl to Chicago per day from 3 different airlines.
How long is the flight from Billings to Chicago?
For as low as $299, Delta can have you in Chicago from Billings in 5h 30m. Billings and Chicago are separated by a distance of 1057 mi. This flight may include one or multiple stops.
What are the cheapest airlines flying from Billings to Chicago round-trip?
According to our current data, American Airlines ($225), United Airlines ($239), and Delta ($248) offers the cheapest pricing from Billings to Chicago. Users have found that American Airlines is 37% cheaper than the other options available to this destination.
What are the most reliable airlines from Billings to Chicago?
The top 3 most reliable airlines when flying from Billings to Chicago are SkyWest Airlines (90%), United Airlines (90%) and American Airlines (75%).
What are the cheapest flights from Billings to Chicago?
Looking for the cheapest flight from Billings to Chicago? While on average our users pay $1,546, our data indicates the cheapest price to be $539. The most popular route (Billings Logan Intl - Chicago O'Hare Intl), is priced around $249.
Can I find deals for flights from Billings to Chicago that include hotel bookings?
Yes. In addition to deals on Billings to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Billings to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Billings to Chicago.
Can I find deals for business class flights from Billings to Chicago?
Yes. Cheapflights offers flight deals from Billings 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.

See more FAQs

Lansing

Merrillville

Hammond

Porter

Benton Harbor

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Top 3 airlines flying from Billings to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$225	Average$370	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$239	Average$413	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$248	Average$433	FlexibilityNo cancel fee	On-timeN/A

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$120+ Cheap flights from Billings (BIL) to Chicago (CHI)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Billings 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 Billings to Chicago

Cheapest flights from Billings to ChicagoExplore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

Explore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

Find flight deals from Billings to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Cheapflights Fare Finder

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

Compare providers for flights from Billings to Chicago

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 Billings to Chicago in December.

Best time to book a flight from Billings to Chicago

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

Cheapflights Insights

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

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

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Billings to Chicago by reading reviews from past customers. Users have also rated airlines 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 Billings 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 Billings to Chicago?

How long is the flight from Billings to Chicago?

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

What are the most reliable airlines from Billings to Chicago?

What are the cheapest flights from Billings to Chicago?

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

How can I find direct flights from Billings to Chicago?

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

Traveling to a place near Chicago?

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Alternative routes for Billings to Chicago

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

Top 3 airlines flying from Billings to Chicago

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Cheapest flights from Billings to Chicago
Explore the most affordable flight options available from Billings to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.