$250+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Sep 28 — Oct 51
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
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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 August 29, 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 August 29, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. 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 10/161:30 pm -
1 stop8h 38m
Tue 10/202:30 pm -
1 stop5h 48m
Deal found 8/24![United Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/103:50 pm -
1 stop6h 18m
Thu 10/152:30 pm -
1 stop7h 16m
Deal found 8/26![United Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/114:26 pm -
1 stop6h 04m
Tue 9/152:26 pm -
1 stop7h 20m
Deal found 8/27![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
2 stops9h 29m
Tue 10/61:08 pm -
1 stop7h 57m
Deal found 8/24![Delta logo]()
$433
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/93:56 pm -
1 stop6h 34m
Sat 9/122:26 pm -
1 stop6h 33m
Deal found 8/27![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 8/27. 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 9/912:29 pm -
2 stops10h 55m
Sat 9/1212:57 pm -
2 stops10h 02m
Deal found 8/27![Delta logo]()
$484
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:00 am -
1 stop9h 41m
Tue 10/65:26 pm -
1 stop11h 14m
Deal found 8/24![Alaska Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
1 stop7h 48m
Tue 10/202:30 pm -
1 stop7h 16m
Deal found 8/25![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
1 stop7h 45m
Sat 9/262:30 pm -
1 stop8h 29m
Deal found 8/25![United Airlines logo]()
$528
This Expedia deal was found by Cheapflights users on 8/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop11h 49m
Tue 10/205:26 pm -
2 stops18h 59m
Deal found 8/24![Alaska Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 8/263:56 pm -
1 stop6h 34m
Sun 8/302:35 pm -
1 stop7h 11m
Deal found 8/26![United Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:27 pm -
2 stops10h 57m
Tue 10/207:15 am -
2 stops8h 32m
Deal found 8/24![Delta logo]()
$889
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 August 29, 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 August 29, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. 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 10/161:30 pm -
1 stop8h 38m
Tue 10/202:30 pm -
1 stop5h 48m
Deal found 8/24![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 8/27. 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 9/912:29 pm -
2 stops10h 55m
Sat 9/1212:57 pm -
2 stops10h 02m
Deal found 8/27![Delta logo]()
$484
This Expedia deal was found by Cheapflights users on 8/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop11h 49m
Tue 10/205:26 pm -
2 stops18h 59m
Deal found 8/24![Alaska Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/302:18 pm -
1 stop7h 41m
Tue 2/22:30 pm -
1 stop5h 43m
Deal found 8/25![United Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/93:56 pm -
1 stop6h 34m
Sat 9/122:26 pm -
1 stop6h 33m
Deal found 8/27![United Airlines logo]()
$444
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 9/247:00 pm -
1 stop22h 41m
Thu 10/15:18 pm -
1 stop12h 02m
Deal found 8/27![Alaska Airlines logo]()
$591
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/197:00 am -
1 stop7h 45m
Fri 9/252:30 pm -
1 stop6h 22m
Deal found 8/26![United Airlines logo]()
$528
This Alaska Airlines deal was found by Cheapflights users on 8/26. 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 10/107:00 am -
1 stop10h 49m
Thu 10/155:26 pm -
2 stops25h 34m
Deal found 8/26![Alaska Airlines logo]()
$594
This Alaska Airlines deal was found by Cheapflights users on 8/28. 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.
Mon 10/127:49 pm -
2 stops22h 00m
Mon 10/195:26 pm -
1 stop11h 14m
Deal found 8/28![Alaska Airlines logo]()
$606
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:56 pm -
1 stop6h 34m
Sun 9/132:26 pm -
1 stop8h 33m
Deal found 8/25![United Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:27 pm -
2 stops10h 57m
Tue 10/207:15 am -
2 stops8h 32m
Deal found 8/24![Delta logo]()
$889
This Delta deal was found by Cheapflights users on 8/28. 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 9/291:19 pm -
2 stops10h 05m
Tue 10/67:15 am -
2 stops9h 45m
Deal found 8/28![Delta logo]()
$914
This Delta deal was found by Cheapflights users on 8/26. 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 9/82:00 pm -
2 stops9h 24m
Fri 9/117:15 am -
2 stops8h 02m
Deal found 8/26![Delta logo]()
$1,019
This KAYAK deal was found by Cheapflights users on 8/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:00 pm -
2 stops9h 24m
Thu 9/177:15 am -
2 stops10h 18m
Deal found 8/28![Delta logo]()
$1,127
This KAYAK deal was found by Cheapflights users on 8/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:00 pm -
2 stops9h 24m
Thu 9/177:15 am -
2 stops10h 18m
Deal found 8/28![Delta logo]()
$1,154
This Delta deal was found by Cheapflights users on 8/27. 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 9/1111:35 am -
2 stops11h 49m
Tue 9/157:15 am -
2 stops10h 04m
Deal found 8/27![Delta logo]()
$1,200
This Delta deal was found by Cheapflights users on 8/25. 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 9/911:35 am -
2 stops11h 49m
Sun 9/137:15 am -
2 stops9h 44m
Deal found 8/25![Delta logo]()
$1,701
This Delta deal was found by Cheapflights users on 8/26. 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 10/101:27 pm -
2 stops10h 02m
Thu 10/157:15 am -
2 stops8h 32m
Deal found 8/26![Delta logo]()
$1,715
This Delta deal was found by Cheapflights users on 8/27. 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 9/241:19 pm -
2 stops10h 05m
Thu 10/17:15 am -
2 stops10h 04m
Deal found 8/27![Delta logo]()
$1,980
This Delta deal was found by Cheapflights users on 8/28. 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 10/1210:59 am -
2 stops12h 25m
Mon 10/197:15 am -
2 stops9h 45m
Deal found 8/28![Delta logo]()
$2,200
Last-minute flights from Chicago to HelenaDiscover last-minute flight deals from Chicago to Helena. Data last updated August 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Helena. Data last updated August 29, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 8/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:00 am -
1 stop9h 41m
Wed 9/95:18 pm -
2 stops25h 57m
Deal found 8/26![Alaska Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 8/26. 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 9/82:00 pm -
2 stops9h 24m
Fri 9/117:15 am -
2 stops8h 02m
Deal found 8/26![Delta logo]()
$1,019
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/93:56 pm -
1 stop6h 34m
Sat 9/122:26 pm -
1 stop6h 33m
Deal found 8/27![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 8/27. 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 9/912:29 pm -
2 stops10h 55m
Sat 9/1212:57 pm -
2 stops10h 02m
Deal found 8/27![Delta logo]()
$484
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/114:26 pm -
1 stop6h 04m
Tue 9/152:26 pm -
1 stop7h 20m
Deal found 8/27![United Airlines logo]()
$409
This KAYAK deal was found by Cheapflights users on 8/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:00 pm -
2 stops9h 24m
Thu 9/177:15 am -
2 stops10h 18m
Deal found 8/28![Delta logo]()
$1,154
This KAYAK deal was found by Cheapflights users on 8/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:00 pm -
2 stops9h 24m
Thu 9/177:15 am -
2 stops10h 18m
Deal found 8/28![Delta logo]()
$1,127
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
1 stop7h 45m
Sat 9/262:30 pm -
1 stop8h 29m
Deal found 8/25![United Airlines logo]()
$528
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 9/247:00 pm -
1 stop22h 41m
Thu 10/15:18 pm -
1 stop12h 02m
Deal found 8/27![Alaska Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
2 stops9h 29m
Tue 10/61:08 pm -
1 stop7h 57m
Deal found 8/24![Delta logo]()
$433
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:00 am -
1 stop9h 41m
Tue 10/65:26 pm -
1 stop11h 14m
Deal found 8/24![Alaska Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 8/28. 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 9/291:19 pm -
2 stops10h 05m
Tue 10/67:15 am -
2 stops9h 45m
Deal found 8/28![Delta logo]()
$914
One-way flights from Chicago to HelenaSearch for one-way flight options from Chicago to Helena. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
Search for one-way flight options from Chicago to Helena. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
This Orbitz deal was found by Cheapflights users on 8/27. 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.
Wed 9/98:00 am -
1 stop9h 41m
Deal found 8/27![Alaska Airlines logo]()
$250
This Alaska Airlines deal was found by Cheapflights users on 8/26. 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.
Mon 9/218:00 am -
1 stop9h 41m
Deal found 8/26![Alaska Airlines logo]()
$365
This Booking.com deal was found by Cheapflights users on 8/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:17 pm -
2 stops45h 24m
Deal found 8/26![Alaska Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 8/27. 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 9/910:44 am -
2 stops12h 40m
Deal found 8/27![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/27. 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 9/911:35 am -
2 stops11h 49m
Deal found 8/27![Delta logo]()
$434
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:35 am -
3 stops58h 06m
Deal found 8/25![Multiple Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/2112:40 pm -
2 stops9h 50m
Deal found 8/26![United Airlines logo]()
$583
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:46 pm -
3 stops46h 55m
Deal found 8/26![Multiple Airlines logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:25 am -
3 stops35h 16m
Deal found 8/27![Multiple Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 8/26. 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 9/211:19 pm -
2 stops10h 05m
Deal found 8/26![Delta logo]()
$625
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:28 pm -
3 stops46h 13m
Deal found 8/27![Multiple Airlines logo]()
$1,117
This Delta deal was found by Cheapflights users on 8/26. 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 9/241:19 pm -
2 stops10h 05m
Deal found 8/26![Delta logo]()
$1,356
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 August 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (United Airlines) |
One-way from | $250 (Orbitz) |
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 August 29, 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
Fri 10/16
1:30 pm-9:08 pm
1 stop8h 38m
Helena
Tue 10/20
2:30 pm-9:18 pm
1 stop5h 48m
$363
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Sat 1/30
2:18 pm-8:59 pm
1 stop7h 41m
Helena
Tue 2/2
2:30 pm-9:13 pm
1 stop5h 43m
$429
Quickest round-trip
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Wed 9/9
3:56 pm-9:30 pm
1 stop6h 34m
Helena
Sat 9/12
2:26 pm-9:59 pm
1 stop6h 33m
$444
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Wed 9/9
12:29 pm-10:24 pm
2 stops10h 55m
Helena
Sat 9/12
12:57 pm-11:59 pm
2 stops10h 02m
$484
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Sat 9/19
7:00 am-1:45 pm
1 stop7h 45m
Helena
Fri 9/25
2:30 pm-9:52 pm
1 stop6h 22m
$528
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Fri 10/16
6:00 am-4:49 pm
1 stop11h 49m
Helena
Tue 10/20
5:26 pm-1:25 pm
2 stops18h 59m
$531
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Thu 9/24
7:00 pm-4:41 pm
1 stop22h 41m
Helena
Thu 10/1
5:18 pm-6:20 am
1 stop12h 02m
$591
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Sat 10/10
7:00 am-4:49 pm
1 stop10h 49m
Helena
Thu 10/15
5:26 pm-8:00 pm
2 stops25h 34m
$594
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Mon 10/12
7:49 pm-4:49 pm
2 stops22h 00m
Helena
Mon 10/19
5:26 pm-5:40 am
1 stop11h 14m
$606
ChicagoHelena
ORD Chicago O'Hare Intl - HLN Helena
ORDHLN
Chicago O'Hare Intl
Wed 9/9
3:56 pm-9:30 pm
1 stop6h 34m
Helena
Sun 9/13
2:26 pm-11:59 pm
1 stop8h 33m
$642
Showing 1-10 of 31 resultsSorted 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 August.
| 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
MDW-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
MDW-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 August 29, 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.
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
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