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Helena

$286+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
ago. 18 — ago. 251
lun. 8/18
lun. 8/25
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 agosto 13, 2025.

Round-trip from

$394
(Hawaiian Airlines)

One-way from

$286
(United Airlines)
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 agosto 13, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 8/13. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/147:45 amORD - HLN
1 stop8h 58mHawaiian Airlines
mié. 12/174:10 pmHLN - ORD
1 stop6h 49mHawaiian Airlines
Deal found 8/13$394
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
dom. 12/147:45 amORD - HLN
1 stop8h 58mAlaska Airlines
mié. 12/174:10 pmHLN - ORD
1 stop6h 49mAlaska Airlines
Deal found 8/12$410
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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.
vie. 9/191:01 pmORD - HLN
1 stop27h 20mAlaska Airlines
mar. 9/234:02 pmHLN - ORD
1 stop7h 01mAlaska Airlines
Deal found 8/11$465
This United Airlines deal was found by Cheapflights users on 8/11. 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.
jue. 9/42:53 pmORD - HLN
1 stop7h 18mUnited Airlines
lun. 9/85:20 pmHLN - ORD
1 stop17h 08mUnited Airlines
Deal found 8/11$483
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 9/45:45 pmORD - HLN
1 stop22h 36mAlaska Airlines
lun. 9/84:02 pmHLN - ORD
1 stop7h 01mAlaska Airlines
Deal found 8/13$493
This United Airlines deal was found by Cheapflights users on 8/11. 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.
vie. 9/198:20 pmORD - HLN
2 stops18h 10mUnited Airlines
mar. 9/232:30 pmHLN - ORD
2 stops18h 11mUnited Airlines
Deal found 8/11$532
This Delta deal was found by Cheapflights users on 8/11. 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.
mar. 8/2610:31 amMDW - HLN
2 stops12h 42mDelta
sáb. 8/305:50 amHLN - MDW
2 stops11h 47mDelta
Deal found 8/11$727
This Delta deal was found by Cheapflights users on 8/13. 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.
jue. 8/281:08 pmMDW - HLN
2 stops10h 05mDelta
lun. 9/15:50 amHLN - MDW
2 stops10h 47mDelta
Deal found 8/13$1,209
This Delta deal was found by Cheapflights users on 8/12. 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.
jue. 9/41:08 pmMDW - HLN
2 stops10h 05mDelta
lun. 9/85:50 amHLN - MDW
2 stops10h 47mDelta
Deal found 8/12$1,600

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 agosto 13, 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

jue. 10/2

8:00 am-3:21 pm

1 stop8h 21m

Helena

dom. 10/5

6:18 pm-6:24 am

1 stop11h 06m

$410

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

vie. 9/19

1:01 pm-3:21 pm

1 stop27h 20m

Helena

mar. 9/23

4:02 pm-12:03 am

1 stop7h 01m

$465

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

jue. 9/4

2:53 pm-9:11 pm

1 stop7h 18m

Helena

lun. 9/8

5:20 pm-11:28 am

1 stop17h 08m

$483

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

vie. 10/3

8:00 am-3:21 pm

1 stop8h 21m

Helena

dom. 10/5

6:18 pm-11:59 pm

1 stop28h 41m

$493

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

jue. 9/4

5:45 pm-3:21 pm

1 stop22h 36m

Helena

lun. 9/8

4:02 pm-12:03 am

1 stop7h 01m

$493

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

mar. 8/26

10:31 am-10:13 pm

2 stops12h 42m

Helena

sáb. 8/30

5:50 am-6:37 pm

2 stops11h 47m

$727

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

jue. 8/28

1:08 pm-10:13 pm

2 stops10h 05m

Helena

lun. 9/1

5:50 am-5:37 pm

2 stops10h 47m

$1,209

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

jue. 9/4

1:08 pm-10:13 pm

2 stops10h 05m

Helena

lun. 9/8

5:50 am-5:37 pm

2 stops10h 47m

$1,600

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

dom. 9/14

8:49 am-4:04 pm

1 stop8h 15m

$286

ChicagoHelena

ORD - HLN

ORDHLN

Chicago O'Hare Intl

lun. 8/25

7:45 am-12:20 pm

1 stop5h 35m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 14 results
1
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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, February is the cheapest month in which you can book a flight from Chicago to Helena (average of $353). Flying from Chicago to Helena in May is currently the most expensive (average of $517). 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 agosto 13, 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
8.0
Very good
7,979 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Chicago to Helena round-trip?

    Currently priced at $394, Hawaiian Airlines will fly you from Chicago to Helena and back. In addition to Hawaiian Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and Delta - these airlines can fly you to your destination from $410 and $727, 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, February is the cheapest month in which you can book a flight from Chicago to Helena (average of $353). Flying from Chicago to Helena in May is currently the most expensive (average of $517). 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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Alternative routes for Chicago to Helena

See prices for flight routes from nearby airports that may be better suited for you.
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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 agosto 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$426Average$726FlexibilityNo cancel feeOn-time69%

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