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Helena

$207+ Cheap flights from Chicago (CHI) to Helena (HLN)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Chicago to Helena

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Helena (HLN). 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$402
(Alaska Airlines)

One-way from

$207
(Alaska Airlines)
Provider with most accurate pricing for Chicago (CHI)-Helena flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Helena flights.
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From Chicago (CHI) to Helena
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One-way flight from Chicago (CHI) to Helena
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Find flight deals from Chicago to Helena

Cheapest flights from Chicago to Helena
Explore the most affordable flight options available from Chicago to Helena. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 12/146:00 amORD - HLN
1 stop12h 51mAlaska Airlines
Wed 12/176:28 pmHLN - ORD
2 stops19h 09mAlaska Airlines
Deal found 11/2$438
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:35 pmORD - HLN
1 stop27h 16mAlaska Airlines
Sun 12/146:28 pmHLN - ORD
1 stop10h 53mAlaska Airlines
Deal found 11/1$462
This Delta deal was found by Cheapflights users on 10/31. 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.
Sun 12/147:20 amORD - HLN
1 stop6h 05mDelta
Wed 12/171:06 pmHLN - ORD
1 stop7h 15mDelta
Deal found 10/31$478
This Delta deal was found by Cheapflights users on 11/1. 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.
Thu 12/187:20 amORD - HLN
1 stop6h 05mDelta
Sun 12/215:30 amHLN - ORD
1 stop6h 11mDelta
Deal found 11/1$537
This Delta deal was found by Cheapflights users on 11/1. 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.
Thu 12/112:30 pmORD - HLN
2 stops9h 00mDelta
Sun 12/145:30 amHLN - ORD
2 stops10h 27mDelta
Deal found 11/1$627
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 11/198:00 amORD - HLN
1 stop10h 36mAlaska Airlines
Thu 11/206:13 pmHLN - ORD
1 stop16h 50mAlaska Airlines
Deal found 11/2$740
This Delta deal was found by Cheapflights users on 11/2. 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 11/191:15 pmMDW - HLN
2 stops10h 15mDelta
Thu 11/201:06 pmHLN - MDW
2 stops9h 34mDelta
Deal found 11/2$767

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Helena 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to Helena that are best for you.

Fly from

Chicago

Fly to

Helena

Route

Depart

Return

Price

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Thu 3/5

7:45 am-3:43 pm

1 stop8h 58m

Helena

Mon 3/9

4:10 pm-11:59 pm

1 stop6h 49m

$402

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sun 12/14

6:00 am-5:51 pm

1 stop12h 51m

Helena

Wed 12/17

6:28 pm-2:37 pm

2 stops19h 09m

$438

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sun 12/14

7:20 am-12:25 pm

1 stop6h 05m

Helena

Wed 12/17

1:06 pm-9:21 pm

1 stop7h 15m

$478

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Wed 4/22

1:00 pm-10:34 pm

2 stops10h 34m

Helena

Sat 4/25

5:45 am-9:45 pm

2 stops15h 00m

$527

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Wed 11/19

1:15 pm-10:30 pm

2 stops10h 15m

Helena

Thu 11/20

1:06 pm-11:40 pm

2 stops9h 34m

$767

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Fri 1/9

6:06 pm-5:22 pm

1 stop24h 16m

$207

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 3/28

7:00 am-3:38 pm

1 stop9h 38m

$268

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 12/20

8:08 pm-9:31 pm

1 stop26h 23m

$371

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 12/20

8:58 pm-5:55 pm

2 stops21h 57m

$409

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 3/28

1:35 pm-10:38 pm

2 stops10h 03m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 13 results
1
2

Compare providers for flights from Chicago to Helena

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 Chicago to Helena in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust 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 Chicago-Helena flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Helena flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Helena flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Helena 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 Chicago-Helena 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 Chicago to Helena

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Helena (average of $191). Flying from Chicago to Helena in March is currently the most expensive (average of $289). 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.

Reviews of airlines servicing Helena

Get insights into the airlines that provide service to Helena. 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 Helena. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Chicago to Helena, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Helena. 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 into for flights to Helena from Chicago?

    Located just 2.7 mi from the city center, Helena is the airport most travelers will use when flying to Helena from Chicago. Booking flights from Chicago to Helena (HLN) should be relatively easy as there are 0 daily inbound flights from Chicago from 1 airline.

  • How long is the flight from Chicago to Helena?

    Departing from Chicago to Helena will take you 8h 58m. The distance from Chicago to Helena is about 1227 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago to Helena round-trip?

    Currently priced at $298, United Airlines will fly you from Chicago to Helena and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip.

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

    $207 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $371 and $445, respectively.

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

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

  • How can I find direct flights from Chicago to Helena?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Helena 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 Chicago to Helena?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Helena (average of $191). Flying from Chicago to Helena in March is currently the most expensive (average of $289). 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

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Top airline flying from Chicago to Helena

Discover the top airline that operate flights from Chicago to Helena. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$298Average$694FlexibilityNo cancel feeOn-time69%

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