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CA $234 Cheap Flights from Chicago (ORD) to Helena (HLN)

View CA $234 flight on Fri, Dec 11, 2026Opens in a new window

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

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Cheap flights from Chicago (ORD) to Helena (HLN)

Prices were available within the past 7 days and start at CA $234 for one-way flights and CA $467 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Fri, Dec 11 - Sat, Jan 16
ORD
Chicago
HLN
Helena
CA $467 Roundtrip, found 4 days ago
CA $467
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Fri, Dec 11 from Chicago to Helena, returning Sat, Jan 16, priced at CA $467 found 4 days ago
Delta
Fri, Dec 11 - Sat, Jan 16
ORD
Chicago
HLN
Helena
CA $467 Roundtrip, found 4 days ago
CA $467
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 11 from Chicago to Helena, returning Sat, Jan 16, priced at CA $467 found 4 days ago
Delta
Fri, Dec 11 - Sat, Jan 16
ORD
Chicago
HLN
Helena
CA $698 Roundtrip, found 4 days ago
CA $698
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 11 from Chicago to Helena, returning Sat, Jan 16, priced at CA $698 found 4 days ago
Delta
Fri, Dec 11 - Sat, Jan 16
ORD
Chicago
HLN
Helena
CA $740 Roundtrip, found 4 days ago
CA $740
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 11 from Chicago to Helena, returning Sat, Jan 16, priced at CA $740 found 4 days ago
Delta
Fri, Dec 11 - Sat, Jan 16
ORD
Chicago
HLN
Helena
CA $851 Roundtrip, found 4 days ago
CA $851
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Dec 11 from Chicago to Helena, returning Sat, Jan 16, priced at CA $851 found 4 days ago

Frequently asked questions

How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
There are approximately 28 connecting flights per day from Chicago O'Hare International Airport (ORD) to Helena Regional (HLN). Some common connection points include Portland Intl. (PDX), San Diego Intl. (SAN), and Seattle - Tacoma Intl. (SEA).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) typically departs at approximately 5:00 AM local time. This service is operated by United Airlines and Alaska Airlines. This is a seasonal service active in September. An early departure like this can help you maximise your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) on a Wednesday, with around 18 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include United Airlines, Alaska Airlines, and Delta Air Lines. Flight schedules are consistent throughout the week.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
The most popular departure times for flights from Chicago O'Hare International Airport (ORD) to Helena Regional Airport (HLN) are in the early morning, from 6am to 9am. About 54% of passengers prefer this time. Many major carriers, including United Airlines, Delta Air Lines and Alaska Airlines, offer flights during this window. This timing works well because it allows you to start your travel day early and arrive in Helena with plenty of time to settle in.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
Flying from ORD to HLN with a connection usually takes about 6 hours, traveling roughly 1,228 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
Select the "Business class" and "First class" filters when looking for ORD to HLN flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Helena from O'Hare Intl. (ORD)?
If you're planning to travel to Helena from O'Hare Intl. (ORD), you can fly into Helena Regional (HLN) Some flights may connect through major hubs like Dallas-Fort Worth Intl. (DFW), San Diego Intl. (SAN), Portland Intl. (PDX) before reaching Helena. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Helena, MT (HLN-Helena Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Helena Regional
Roundtrip price
CA $466
Distance
1964 km

Book with confidence

Chicago to Helena Flights

The easy way to book your flights from Chicago to Helena 

With Expedia, it’s simple to find and book flights to Helena from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 8 airlines that cover this route. There are nonstop flights to Helena Regional, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Helena today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Helena Regional, HLN 

Sort your search results by price to find great deals on your flight from Chicago to Helena—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Helena from Chicago currently is just CA $467 rising to CA $851.  

Here are more money-saving tips: 

  • Fly in December when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Helena  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Helena from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Helena with Expedia today.

Chicago to Helena Flights

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