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$104+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — CHI
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheap flight deals from Billings to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Billings (BIL) to Chicago (CHI). 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 July 2, 2025.

Round-trip from

$210
(American Airlines)

One-way from

$104
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$365

Good round-trip deal

$333 or less

Good one-way deal

$250 or less
From Billings Logan Intl to Chicago (CHI)
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One-way flight from Billings Logan Intl to Chicago (CHI)
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Highest demand for flights based on searches. 37% potential increase in price ($257 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Billings Logan Intl to Chicago (CHI).
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Price to beat on a one-way flight from Billings Logan Intl to Chicago (CHI).
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Find 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 July 2, 2025.

This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:19 pmBIL - ORD
Nonstop2h 54mAmerican Airlines
Tue 10/79:40 amORD - BIL
Nonstop3h 10mAmerican Airlines
Deal found 6/30$210
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2210:27 pmBIL - ORD
1 stop12h 16mMultiple Airlines
Mon 8/256:00 amORD - BIL
1 stop16h 37mMultiple Airlines
Deal found 6/30$221
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/144:15 pmBIL - ORD
1 stop7h 15mUnited Airlines
Mon 8/189:20 amORD - BIL
Nonstop3h 16mUnited Airlines
Deal found 6/30$239
This Delta deal was found by Cheapflights users on 7/1. 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 8/206:25 amBIL - MDW
1 stop5h 38mDelta
Mon 8/257:17 pmMDW - BIL
1 stop4h 55mDelta
Deal found 7/1$249
This Delta deal was found by Cheapflights users on 7/1. 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 8/206:25 amBIL - ORD
1 stop7h 35mDelta
Mon 8/256:25 pmORD - BIL
1 stop5h 22mDelta
Deal found 7/1$249
This Hawaiian Airlines deal was found by Cheapflights users on 7/1. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/123:45 pmBIL - ORD
1 stop6h 54mHawaiian Airlines
Tue 8/193:09 pmORD - BIL
1 stop9h 59mHawaiian Airlines
Deal found 7/1$363
This Alaska Airlines deal was found by Cheapflights users on 6/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amBIL - ORD
2 stops22h 01mAlaska Airlines
Sun 11/27:00 amORD - BIL
1 stop7h 20mAlaska Airlines
Deal found 6/30$408

Cheapflights Fare Finder

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

Fly from

Billings

Fly to

Chicago

Route

Depart

Return

Price

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Thu 10/2

12:19 pm-4:13 pm

Nonstop2h 54m

Chicago O'Hare Intl

Tue 10/7

9:40 am-11:50 am

Nonstop3h 10m

$210

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Fri 8/22

10:27 pm-11:43 am

1 stop12h 16m

Chicago O'Hare Intl

Mon 8/25

6:00 am-9:37 pm

1 stop16h 37m

$221

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Thu 8/14

4:15 pm-12:30 am

1 stop7h 15m

Chicago O'Hare Intl

Mon 8/18

9:20 am-11:36 am

Nonstop3h 16m

$239

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 8/20

6:25 am-1:03 pm

1 stop5h 38m

Chicago Midway

Mon 8/25

7:17 pm-11:12 pm

1 stop4h 55m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Wed 8/20

6:25 am-3:00 pm

1 stop7h 35m

Chicago O'Hare Intl

Mon 8/25

6:25 pm-10:47 pm

1 stop5h 22m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 8/12

3:45 pm-11:39 pm

1 stop6h 54m

Chicago O'Hare Intl

Tue 8/19

3:09 pm-12:08 am

1 stop9h 59m

$363

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Fri 10/31

6:00 am-5:01 am

2 stops22h 01m

Chicago O'Hare Intl

Sun 11/2

7:00 am-1:20 pm

1 stop7h 20m

$408

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Fri 8/1

10:26 pm-2:13 pm

1 stop14h 47m

$104

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 9/23

5:25 am-11:53 am

1 stop5h 28m

$120

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 9/23

6:25 am-6:35 pm

2 stops11h 10m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 14 results
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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

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

Currently, August is the cheapest month in which you can book a flight from Billings to Chicago (average of $245). Flying from Billings 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 time of day to fly from BIL to CHI?

Find hourly flight availability from Billings to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 17% on flights from Billings to Chicago by exploring options for tickets at noon.

Weekly flight availability from Billings to Chicago

Explore weekly flight availability from Billings to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 2, 2025.

The most flights from BIL to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 2, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and Hawaiian 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,983 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,540 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    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 3 flights from Billings Logan Intl to Chicago per day from 3 different airlines.

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

    According to our current data, American Airlines ($210), United Airlines ($239), and Delta ($249) offers the cheapest pricing from Billings to Chicago. Users have found that American Airlines is 50% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Billings to Chicago one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $120. American Airlines flights start at $150 while deals on Hawaiian Airlines start at $174 one-way.

  • 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 (92%), United Airlines (92%) and American Airlines (67%).

  • What are the cheapest flights from Billings to Chicago?

    Looking for the cheapest flight from Billings to Chicago? While on average our users pay $388, our data indicates the cheapest price to be $189. 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.

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

    Currently, August is the cheapest month in which you can book a flight from Billings to Chicago (average of $245). Flying from Billings 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

Traveling to a place near Billings?

Book flights to Billings if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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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.
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Top 3 airlines flying from Billings to Chicago

Discover the top 3 airlines that operate flights from Billings to Chicago. 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$458FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$574FlexibilityNo cancel feeOn-time69%
DeltaCheapest$314Average$380FlexibilityNo cancel feeOn-timeN/A

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