$379+ Cheap flights from Chicago (CHI) to Helena (HLN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Nov 15 — Nov 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Helena with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Helena
Cheapest
Best
Last-minute
Cheapest flights from Chicago to HelenaExplore 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 October 16, 2026.
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 October 16, 2026.
This Delta deal was found by Cheapflights users on 10/12. 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.
Tue 10/277:35 am -
1 stop5h 53m
Sat 10/311:08 pm -
1 stop7h 57m
Deal found 10/12![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/297:00 am -
1 stop7h 40m
Mon 11/22:23 pm -
1 stop6h 07m
Deal found 10/14![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 10/307:35 am -
1 stop5h 53m
Tue 11/31:08 pm -
2 stops9h 49m
Deal found 10/14![Delta logo]()
$444
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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.
Thu 11/126:35 pm -
1 stop22h 29m
Mon 11/164:41 pm -
1 stop11h 59m
Deal found 10/12![Alaska Airlines logo]()
$474
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 11/17:00 am -
1 stop10h 04m
Fri 11/64:41 pm -
1 stop11h 59m
Deal found 10/15![Alaska Airlines logo]()
$499
This Delta deal was found by Cheapflights users on 10/14. 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 10/291:56 pm -
2 stops9h 28m
Mon 11/21:08 pm -
1 stop7h 57m
Deal found 10/14![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 10/11. 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.
Wed 10/147:35 am -
1 stop5h 53m
Mon 10/191:08 pm -
1 stop7h 57m
Deal found 10/11![Delta logo]()
$529
This Alaska Airlines deal was found by Cheapflights users on 10/13. 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.
Thu 11/127:00 am -
1 stop10h 04m
Wed 11/184:41 pm -
1 stop23h 56m
Deal found 10/13![Alaska Airlines logo]()
$576
Best flights from Chicago to HelenaDiscover carefully curated flight deals from Chicago to Helena that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
Discover carefully curated flight deals from Chicago to Helena that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 2/36:57 pm -
1 stop22h 26m
Tue 2/95:00 pm -
1 stop20h 21m
Deal found 10/15![Alaska Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/15. 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 1/66:00 am -
2 stops7h 24m
Tue 1/125:45 am -
2 stops9h 52m
Deal found 10/15![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/304:20 pm -
1 stop6h 11m
Tue 11/32:23 pm -
1 stop8h 36m
Deal found 10/14![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/12. 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.
Tue 10/277:35 am -
1 stop5h 53m
Sat 10/311:08 pm -
1 stop7h 57m
Deal found 10/12![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/297:00 am -
1 stop7h 40m
Mon 11/22:23 pm -
1 stop6h 07m
Deal found 10/14![United Airlines logo]()
$439
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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.
Sat 1/308:00 am -
1 stop9h 23m
Tue 2/25:00 pm -
1 stop20h 21m
Deal found 10/15![Alaska Airlines logo]()
$441
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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.
Thu 11/126:35 pm -
1 stop22h 29m
Mon 11/164:41 pm -
1 stop11h 59m
Deal found 10/12![Alaska Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 10/14. 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 10/291:56 pm -
2 stops9h 28m
Mon 11/21:08 pm -
1 stop7h 57m
Deal found 10/14![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 10/3012:30 pm -
2 stops10h 54m
Tue 11/31:08 pm -
2 stops9h 49m
Deal found 10/14![Delta logo]()
$514
Last-minute flights from Chicago to HelenaDiscover last-minute flight deals from Chicago to Helena. Data last updated October 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Helena. Data last updated October 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/12. 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.
Tue 10/277:35 am -
1 stop5h 53m
Sat 10/311:08 pm -
1 stop7h 57m
Deal found 10/12![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/297:00 am -
1 stop7h 40m
Mon 11/22:23 pm -
1 stop6h 07m
Deal found 10/14![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/14. 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 10/291:56 pm -
2 stops9h 28m
Mon 11/21:08 pm -
1 stop7h 57m
Deal found 10/14![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 10/307:35 am -
1 stop5h 53m
Tue 11/31:08 pm -
2 stops9h 49m
Deal found 10/14![Delta logo]()
$444
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 11/17:00 am -
1 stop10h 04m
Fri 11/64:41 pm -
1 stop11h 59m
Deal found 10/15![Alaska Airlines logo]()
$499
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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.
Thu 11/126:35 pm -
1 stop22h 29m
Mon 11/164:41 pm -
1 stop11h 59m
Deal found 10/12![Alaska Airlines logo]()
$474
This Alaska Airlines deal was found by Cheapflights users on 10/13. 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.
Thu 11/127:00 am -
1 stop10h 04m
Wed 11/184:41 pm -
1 stop23h 56m
Deal found 10/13![Alaska Airlines logo]()
$576
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 October 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $379 (Delta) |
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 7,457,451 searches. Data last updated October 16, 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
Cheapest round-trip
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Wed 2/3
6:57 pm-4:23 pm
1 stop22h 26m
Helena
Tue 2/9
5:00 pm-2:21 pm
1 stop20h 21m
$379
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Wed 1/6
6:00 am-12:24 pm
2 stops7h 24m
Helena
Tue 1/12
5:45 am-4:37 pm
2 stops9h 52m
$389
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Tue 10/27
7:35 am-12:28 pm
1 stop5h 53m
Helena
Sat 10/31
1:08 pm-10:05 pm
1 stop7h 57m
$429
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Fri 10/30
4:20 pm-9:31 pm
1 stop6h 11m
Helena
Tue 11/3
2:23 pm-11:59 pm
1 stop8h 36m
$439
Quickest round-trip
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Thu 10/29
7:00 am-1:40 pm
1 stop7h 40m
Helena
Mon 11/2
2:23 pm-9:30 pm
1 stop6h 07m
$439
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Sat 1/30
8:00 am-4:23 pm
1 stop9h 23m
Helena
Tue 2/2
5:00 pm-2:21 pm
1 stop20h 21m
$441
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Thu 11/12
6:35 pm-4:04 pm
1 stop22h 29m
Helena
Mon 11/16
4:41 pm-5:40 am
1 stop11h 59m
$474
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Thu 10/29
1:56 pm-10:24 pm
2 stops9h 28m
Helena
Mon 11/2
1:08 pm-10:05 pm
1 stop7h 57m
$509
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Fri 10/30
12:30 pm-10:24 pm
2 stops10h 54m
Helena
Tue 11/3
1:08 pm-11:57 pm
2 stops9h 49m
$514
Sorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
CHI-HLN
ORD-HLN
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
CHI-HLN
ORD-HLN
No data available for this route at this time. Please check back soon.
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 October 16, 2026.
Read through reviews of airlines operating flights from Chicago to Helena, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
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.
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