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Helena

$180+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Apr 24 — May 11
Fri 4/24
Fri 5/1
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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2. Select your favorite providers

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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 March 25, 2026.

This Alaska Airlines deal was found by Cheapflights users on 3/23. 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.
Tue 10/278:00 am
ORD
-
HLN
1 stop8h 31m
Alaska Airlines
Sat 10/314:08 pm
HLN
-
ORD
1 stop6h 51m
Alaska Airlines
Deal found 3/23$349
This Delta deal was found by Cheapflights users on 3/23. 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 6/27:45 am
ORD
-
HLN
1 stop5h 38m
Delta
Sun 6/141:00 pm
HLN
-
ORD
1 stop7h 57m
Delta
Deal found 3/23$379
This Delta deal was found by Cheapflights users on 3/23. 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 6/33:47 pm
ORD
-
HLN
2 stops7h 46m
Delta
Sun 6/141:00 pm
HLN
-
ORD
1 stop7h 57m
Delta
Deal found 3/23$384
This Delta deal was found by Cheapflights users on 3/23. 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 4/181:29 pm
ORD
-
HLN
2 stops10h 01m
Delta
Tue 4/215:40 am
HLN
-
ORD
2 stops12h 12m
Delta
Deal found 3/23$389
This Delta deal was found by Cheapflights users on 3/23. 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 4/181:24 pm
MDW
-
HLN
2 stops10h 06m
Delta
Tue 4/215:40 am
HLN
-
MDW
2 stops11h 18m
Delta
Deal found 3/23$389
This Alaska Airlines deal was found by Cheapflights users on 3/22. 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 8/198:00 am
ORD
-
HLN
1 stop8h 31m
Alaska Airlines
Fri 8/214:08 pm
HLN
-
ORD
1 stop6h 51m
Alaska Airlines
Deal found 3/22$399
This Delta deal was found by Cheapflights users on 3/25. 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 5/207:45 am
ORD
-
HLN
1 stop5h 38m
Delta
Mon 5/251:03 pm
HLN
-
ORD
1 stop7h 47m
Delta
Deal found 3/25$404
This Delta deal was found by Cheapflights users on 3/22. 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 8/155:00 pm
ORD
-
HLN
1 stop6h 34m
Delta
Wed 8/1912:50 pm
HLN
-
ORD
1 stop8h 08m
Delta
Deal found 3/22$407
This United Airlines deal was found by Cheapflights users on 3/24. 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 5/82:20 pm
ORD
-
HLN
1 stop8h 26m
United Airlines
Mon 5/112:30 pm
HLN
-
ORD
1 stop7h 28m
United Airlines
Deal found 3/24$426
This Orbitz deal was found by Cheapflights users on 3/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:48 pm
ORD
-
HLN
1 stop21h 57m
Alaska Airlines
Mon 4/276:22 pm
HLN
-
ORD
2 stops23h 41m
Alaska Airlines
Deal found 3/21$435
This Delta deal was found by Cheapflights users on 3/23. 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 6/67:45 am
ORD
-
HLN
1 stop5h 38m
Delta
Fri 6/121:00 pm
HLN
-
ORD
1 stop7h 57m
Delta
Deal found 3/23$439
This Delta deal was found by Cheapflights users on 3/23. 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 6/31:22 pm
MDW
-
HLN
2 stops10h 11m
Delta
Wed 6/101:00 pm
HLN
-
MDW
2 stops19h 14m
Delta
Deal found 3/23$506

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 March 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$349
(Alaska Airlines)

One-way from

$180
(Alaska 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 March 25, 2026.
Use the filters below to find and compare flights from Chicago to Helena that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 4/18

6:00 am-5:45 pm

1 stop12h 45m

Helena

Tue 4/21

6:22 pm-6:40 am

1 stop11h 18m

$349

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sat 4/18

1:29 pm-10:30 pm

2 stops10h 01m

Helena

Tue 4/21

5:40 am-11:51 am

1 stop5h 11m

$384

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Sat 4/18

1:24 pm-10:30 pm

2 stops10h 06m

Helena

Tue 4/21

5:40 am-5:58 pm

2 stops11h 18m

$389

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Wed 4/8

8:00 am-5:45 pm

1 stop10h 45m

Helena

Sun 4/12

6:22 pm-6:39 am

1 stop11h 17m

$399

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Wed 5/6

6:00 am-5:45 pm

1 stop12h 45m

Helena

Fri 5/8

6:22 pm-6:40 am

1 stop11h 18m

$399
Quickest round-trip

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Wed 5/20

7:45 am-12:23 pm

1 stop5h 38m

Helena

Mon 5/25

1:03 pm-9:50 pm

1 stop7h 47m

$404

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Tue 6/2

7:45 am-12:23 pm

1 stop5h 38m

Helena

Thu 6/11

1:00 pm-9:57 pm

1 stop7h 57m

$407

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Fri 5/8

2:20 pm-9:46 pm

1 stop8h 26m

Helena

Mon 5/11

2:30 pm-10:58 pm

1 stop7h 28m

$426

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Mon 4/20

7:00 am-1:39 pm

1 stop7h 39m

Helena

Mon 4/27

2:25 pm-10:54 pm

1 stop7h 29m

$464

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

Sun 4/5

2:05 pm-9:33 pm

1 stop8h 28m

Helena

Thu 4/9

2:25 pm-10:54 pm

1 stop7h 29m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 23 resultsSorted by cheapest first
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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 March.
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 December is currently the most expensive (average of $281). 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 5h 49m. 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.

  • 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 December is currently the most expensive (average of $281). 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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