$161 Cheap Flights from Chicago (ORD) to Helena (HLN)

View $161 flight on Sat, Mar 7, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Helena, MT (HLN-Helena Regional)

Cheap Flights from Chicago to Helena (ORD-HLN)

Prices were available within the past 7 days and start at $161 for one-way flights and $292 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hawaiian Airlines
Thu, Feb 12 - Tue, Feb 24
ORD
Chicago
HLN
Helena
$292 Roundtrip, found 6 days ago
$292
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Thu, Feb 12 from Chicago to Helena, returning Tue, Feb 24, priced at $292 found 6 days ago
Hawaiian Airlines
Thu, Feb 19 - Tue, Mar 3
ORD
Chicago
HLN
Helena
$297 Roundtrip, found 6 days ago
$297
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Thu, Feb 19 from Chicago to Helena, returning Tue, Mar 3, priced at $297 found 6 days ago
Hawaiian Airlines
Tue, Mar 3 - Sat, Mar 7
ORD
Chicago
HLN
Helena
$323 Roundtrip, found 3 days ago
$323
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Mar 3 from Chicago to Helena, returning Sat, Mar 7, priced at $323 found 3 days ago
Delta
Wed, Mar 4 - Wed, Mar 11
ORD
Chicago
HLN
Helena
$324 Roundtrip, found 3 days ago
$324
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 4 from Chicago to Helena, returning Wed, Mar 11, priced at $324 found 3 days ago
Alaska Airlines
Sat, Dec 6 - Sat, Dec 13
ORD
Chicago
HLN
Helena
$338 Roundtrip, found 5 days ago
$338
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sat, Dec 6 from Chicago to Helena, returning Sat, Dec 13, priced at $338 found 5 days ago
Alaska Airlines
Sat, Dec 6 - Sat, Dec 13
ORD
Chicago
HLN
Helena
$340 Roundtrip, found 5 days ago
$340
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sat, Dec 6 from Chicago to Helena, returning Sat, Dec 13, priced at $340 found 5 days ago
Hawaiian Airlines
Tue, Mar 3 - Mon, Mar 9
ORD
Chicago
HLN
Helena
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Mar 3 from Chicago to Helena, returning Mon, Mar 9, priced at $342 found 3 days ago
Hawaiian Airlines
Fri, Mar 6 - Sat, Mar 7
ORD
Chicago
HLN
Helena
$353 Roundtrip, found 3 days ago
$353
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Fri, Mar 6 from Chicago to Helena, returning Sat, Mar 7, priced at $353 found 3 days ago
Hawaiian Airlines
Thu, Mar 5 - Mon, Mar 9
ORD
Chicago
HLN
Helena
$363 Roundtrip, found 3 days ago
$363
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Thu, Mar 5 from Chicago to Helena, returning Mon, Mar 9, priced at $363 found 3 days ago
United
Wed, Dec 24 - Tue, Jan 6
ORD
Chicago
HLN
Helena
$419 Roundtrip, found 6 days ago
$419
Roundtrip
found 6 days ago
Select United flight, departing Wed, Dec 24 from Chicago to Helena, returning Tue, Jan 6, priced at $419 found 6 days ago

Find the cheapest month to fly from Chicago (ORD) to Helena (HLN)

September is typically the cheapest month to fly

From $298 - $607 per traveler.

Alternative airports near Helena

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

Select flight to Helena Regional HLN. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $559
HLN
Helena Regional
CheapestClosest
Average driving time to city center7 min
Flights from $559

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN) cost?
Snag a cheap one-way flight from $161 or cheap return flight from $292 from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN)?
February is the most affordable month to fly from ORD to HLN. Traveling outside of peak seasons is often the key to better flight prices.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from ORD to HLN. Then, sort your results by "Price (lowest to highest)" to score a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN)?
Direct flights from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to HLN?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can change depending on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN)?
Choose a flight from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**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 Helena Regional Airport (HLN) last-minute?
Last-minute fares from ORD to HLN are usually more expensive. For the lowest rates, start searching for flights as early as possible. That being said, if you're flexible with your travel dates, it's possible to score a cheap ticket right before you leave.
Is it cheaper to book an ORD to HLN flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to HLN flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place will take the hassle out of travel planning. Just pick your flights and choose from our wide range of hotels, then tailor your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Helena Regional Airport (HLN)?
If you reserved your ORD to HLN flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Helena Regional
Airlines serving
Alaska Airlines, Delta, Hawaiian Airlines, United
Roundtrip price
$292
Distance
1227 mi

Book with confidence

Chicago to Helena Flights

The cheapest times to fly from Chicago to Helena

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 Helena are during the month of February. You can find some of the cheapest flights from Chicago to Helena with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Helena

Sunday is one of the best days to book for cheap flights from Chicago to Helena: 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 Helena

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 Helena in 2025. You can also book with separate airlines for your outbound and return journeys, from $161 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 Helena 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 Helena 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 Helena Flights

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*Available to One Key members.