$139 Cheap Flights from Chicago (ORD) to Billings (BIL)

View $139 flight on Tue, Jul 28, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Billings Logan Intl. Airport (BIL)

Cheap Flights from Chicago to Billings (ORD-BIL)

Prices were available within the past 7 days and start at $139 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Sep 1 - Tue, Sep 8
ORD
Chicago
BIL
Billings
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 1 from Chicago to Billings, returning Tue, Sep 8, priced at $229 found 4 days ago
United
Sat, Jun 13 - Tue, Jun 16
ORD
Chicago
BIL
Billings
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jun 13 from Chicago to Billings, returning Tue, Jun 16, priced at $239 found 3 days ago
Delta
Sat, Nov 8 - Thu, Nov 13
ORD
Chicago
BIL
Billings
$249 Roundtrip, found 10 hours ago
$249
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Nov 8 from Chicago to Billings, returning Thu, Nov 13, priced at $249 found 10 hours ago
American Airlines
Tue, Sep 1 - Tue, Sep 8
ORD
Chicago
BIL
Billings
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 1 from Chicago to Billings, returning Tue, Sep 8, priced at $250 found 4 days ago
Delta
Sat, Nov 8 - Mon, Nov 10
ORD
Chicago
BIL
Billings
$254 Roundtrip, found 15 hours ago
$254
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Nov 8 from Chicago to Billings, returning Mon, Nov 10, priced at $254 found 15 hours ago
Delta
Wed, Jan 7 - Tue, Jan 20
ORD
Chicago
BIL
Billings
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jan 7 from Chicago to Billings, returning Tue, Jan 20, priced at $259 found 3 days ago
United
Fri, Nov 7 - Sun, Nov 9
ORD
Chicago
BIL
Billings
$264 Roundtrip, just found
$264
Roundtrip
just found
Select United flight, departing Fri, Nov 7 from Chicago to Billings, returning Sun, Nov 9, priced at $264 just found
Delta
Wed, Nov 5 - Tue, Nov 11
ORD
Chicago
BIL
Billings
$269 Roundtrip, found 15 hours ago
$269
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Nov 5 from Chicago to Billings, returning Tue, Nov 11, priced at $269 found 15 hours ago
Hawaiian Airlines
Fri, Nov 7 - Fri, Nov 14
ORD
Chicago
BIL
Billings
$323 Roundtrip, found 15 hours ago
$323
Roundtrip
found 15 hours ago
Select Hawaiian Airlines flight, departing Fri, Nov 7 from Chicago to Billings, returning Fri, Nov 14, priced at $323 found 15 hours ago
Alaska Airlines
Wed, Jan 7 - Mon, Jan 12
ORD
Chicago
BIL
Billings
$333 Roundtrip, found 1 day ago
$333
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Jan 7 from Chicago to Billings, returning Mon, Jan 12, priced at $333 found 1 day ago

Find the cheapest month to fly from Chicago (ORD) to Billings (BIL)

August is typically the cheapest month to fly

From $209 - $589 per traveler.

Alternative airports near Billings

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BIL. Cheapest and Closest option available. Average driving time to city center is 5 minutes. Flights from $269
BIL
Logan Intl.
CheapestClosest
Average driving time to city center5 min
Flights from $269

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL) cost?
Lock in a cheap one-way flight from $139 or cheap return flight from $229 from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL)?
September is the cheapest month to fly from ORD to BIL. Traveling during an off-peak travel window is often the key to scoring lower fares.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from ORD to BIL. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL)?
Direct flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to BIL?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from ORD to BIL?
American Airlines has the strongest track record for on-time direct flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL), with an on-time rating of 87%. Use the Expedia App to check your flight schedule before you leave and get real-time updates about any trip changes.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL)?
To arrive at Logan Intl. Airport (BIL) without delays, choose a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL) last-minute?
Holding off until just before your departure to book your flight from ORD to BIL generally means paying more. While you may find some last-minute offers, they're not always guaranteed. Keep your travel schedule open to maximize your chances of scoring a bargain.
Is it cheaper to book an ORD to BIL flight and hotel package?
Securing an ORD to BIL flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our impressive range of accommodations and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BIL)?
If you booked your ORD to BIL flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, United
Roundtrip price
$229
Distance
1057 mi
Average flight time
2 hours 15 mins

Book with confidence

Chicago to Billings Flights

The cheapest times to fly from Chicago to Billings

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Billings are during the month of September. You can find some of the cheapest flights from Chicago to Billings with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Billings

Sunday is one of the best days to book for cheap flights from Chicago to Billings: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Billings

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Billings in 2025. You can also book with separate airlines for your outbound and return journeys, from $139 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Billings flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Billings airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Billings Flights

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*Available to One Key members.