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Helena

$170+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Find cheap flights from Chicago to Helena with Cheapflights

1. Tell us where you want to go

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3. Compare prices and book

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Cheap 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 February 4, 2026.

This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/247:15 am
ORD
-
HLN
1 stop6h 10m
Delta
Sat 2/285:30 am
HLN
-
ORD
1 stop5h 49m
Delta
Deal found 2/2$277
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/247:15 am
ORD
-
HLN
1 stop6h 10m
Delta
Thu 2/261:10 pm
HLN
-
ORD
1 stop7h 42m
Delta
Deal found 2/2$287
This United Airlines deal was found by Cheapflights users on 2/3. 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 4/27:00 am
ORD
-
HLN
1 stop7h 39m
United Airlines
Mon 4/62:25 pm
HLN
-
ORD
1 stop7h 29m
United Airlines
Deal found 2/3$289
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 2/267:15 am
ORD
-
HLN
1 stop6h 10m
Delta
Fri 2/271:10 pm
HLN
-
ORD
1 stop7h 42m
Delta
Deal found 2/2$297
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/202:40 pm
ORD
-
HLN
1 stop7h 36m
United Airlines
Fri 2/272:25 pm
HLN
-
ORD
1 stop7h 27m
United Airlines
Deal found 2/2$314
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/232:05 pm
ORD
-
HLN
2 stops9h 22m
Delta
Tue 3/31:10 pm
HLN
-
ORD
1 stop7h 42m
Delta
Deal found 2/2$323
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 2/267:15 am
ORD
-
HLN
1 stop6h 10m
Delta
Mon 3/25:30 am
HLN
-
ORD
1 stop5h 49m
Delta
Deal found 2/2$328
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/232:05 pm
ORD
-
HLN
2 stops9h 22m
Delta
Fri 2/271:10 pm
HLN
-
ORD
1 stop7h 42m
Delta
Deal found 2/2$333
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:10 am
ORD
-
HLN
1 stop7h 30m
United Airlines
Sat 2/212:25 pm
HLN
-
ORD
1 stop6h 04m
United Airlines
Deal found 2/2$339
This Delta deal was found by Cheapflights users on 2/2. 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.
Sat 2/285:15 pm
ORD
-
HLN
1 stop6h 12m
Delta
Tue 3/31:10 pm
HLN
-
ORD
1 stop7h 42m
Delta
Deal found 2/2$348
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/232:40 pm
ORD
-
HLN
1 stop7h 36m
United Airlines
Sat 2/282:25 pm
HLN
-
ORD
1 stop6h 04m
United Airlines
Deal found 2/2$349
This Expedia deal was found by Cheapflights users on 2/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:24 pm
ORD
-
HLN
1 stop23h 21m
Alaska Airlines
Mon 4/66:22 pm
HLN
-
ORD
2 stops17h 51m
Alaska Airlines
Deal found 2/3$351

Find 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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Delta)

One-way from

$170
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Helena flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Helena flights.
Search Deals
From Chicago (CHI) to Helena
Search Deals
One-way flight from Chicago (CHI) to Helena
Search Deals

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 February 4, 2026.
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 2/26

7:15 am-12:25 pm

1 stop6h 10m

Helena

Sat 2/28

5:30 am-12:19 pm

1 stop5h 49m

$287

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Fri 2/27

7:15 am-12:25 pm

1 stop6h 10m

Helena

Sat 2/28

1:10 pm-9:52 pm

1 stop7h 42m

$287

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Wed 2/25

7:15 am-12:25 pm

1 stop6h 10m

Helena

Thu 2/26

5:30 am-12:19 pm

1 stop5h 49m

$287

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Fri 2/27

7:15 am-12:25 pm

1 stop6h 10m

Helena

Tue 3/3

1:10 pm-9:52 pm

1 stop7h 42m

$287

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Tue 2/24

7:15 am-12:25 pm

1 stop6h 10m

Helena

Fri 2/27

1:10 pm-9:52 pm

1 stop7h 42m

$287

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Tue 2/24

7:10 am-1:40 pm

1 stop7h 30m

Helena

Mon 3/2

2:25 pm-10:52 pm

1 stop7h 27m

$289

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Thu 4/2

7:00 am-1:39 pm

1 stop7h 39m

Helena

Mon 4/6

2:25 pm-10:54 pm

1 stop7h 29m

$289

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 2/28

8:40 am-1:40 pm

1 stop6h 00m

Helena

Mon 3/2

2:25 pm-10:52 pm

1 stop7h 27m

$314

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Fri 2/20

2:40 pm-9:16 pm

1 stop7h 36m

Helena

Fri 2/27

2:25 pm-10:52 pm

1 stop7h 27m

$314

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Tue 2/24

2:05 pm-10:27 pm

2 stops9h 22m

Helena

Sat 2/28

5:30 am-12:19 pm

1 stop5h 49m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 31 results
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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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Helena flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, October is the cheapest month in which you can book a flight from Chicago to Helena (average of $190). 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.

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 0 different airlines.

  • How long is the flight from Chicago to Helena?

    Departing from Chicago to Helena will take you 6h 10m. The distance from Chicago to Helena is about 1227 mi.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Helena (average of $190). 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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