$165+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HLN
Jun 6 — Jun 131
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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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
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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 May 7, 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 May 7, 2026.
This Expedia deal was found by Cheapflights users on 5/6. 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.
Tue 9/158:42 pm
ORD
- HLN
1 stop20h 59m
Alaska Airlines
Tue 9/225:18 pm
HLN
- ORD
1 stop12h 04m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 5/5. 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 6/52:00 pm
ORD
- HLN
2 stops9h 33m
Delta
Mon 6/85:35 am
HLN
- ORD
1 stop5h 25m
Delta
Deal found 5/5![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:55 pm
ORD
- HLN
2 stops7h 44m
Delta
Tue 7/145:40 am
HLN
- ORD
1 stop5h 19m
Delta
Deal found 5/3![Delta logo]()
$359
This Expedia deal was found by Cheapflights users on 5/7. 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.
Sat 5/307:49 pm
ORD
- HLN
1 stop21h 17m
Alaska Airlines
Fri 6/54:43 pm
HLN
- ORD
1 stop12h 37m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:00 pm
ORD
- HLN
1 stop6h 31m
Delta
Thu 7/912:55 pm
HLN
- ORD
2 stops9h 58m
Delta
Deal found 5/3![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 5/4. 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 8/292:33 pm
ORD
- HLN
1 stop7h 43m
United Airlines
Wed 9/22:29 pm
HLN
- ORD
1 stop7h 12m
United Airlines
Deal found 5/4![United Airlines logo]()
$419
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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.
Fri 6/57:49 pm
ORD
- HLN
1 stop21h 17m
Alaska Airlines
Mon 6/84:43 pm
HLN
- ORD
1 stop12h 37m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$428
This Expedia deal was found by Cheapflights users on 5/6. 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.
Wed 6/37:40 am
ORD
- HLN
1 stop9h 26m
Alaska Airlines
Wed 6/105:09 pm
HLN
- ORD
1 stop12h 11m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 5/6. 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 7/27:45 am
ORD
- HLN
1 stop5h 35m
Delta
Tue 7/75:40 am
HLN
- ORD
2 stops10h 19m
Delta
Deal found 5/6![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:45 am
ORD
- HLN
1 stop5h 35m
Delta
Mon 7/1312:55 pm
HLN
- ORD
1 stop7h 53m
Delta
Deal found 5/3![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:00 pm
ORD
- HLN
1 stop6h 31m
Delta
Mon 7/135:40 am
HLN
- ORD
2 stops10h 19m
Delta
Deal found 5/3![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 5/4. 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 7/91:49 pm
MDW
- HLN
2 stops9h 50m
Delta
Tue 7/145:40 am
HLN
- MDW
2 stops11h 45m
Delta
Deal found 5/4![Delta logo]()
$628
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 May 7, 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 May 7, 2026.
This Delta deal was found by Cheapflights users on 5/5. 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 6/52:00 pm
ORD
- HLN
2 stops9h 33m
Delta
Mon 6/85:35 am
HLN
- ORD
1 stop5h 25m
Delta
Deal found 5/5![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 5/6. 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 5/276:00 am
ORD
- HLN
1 stop8h 33m
United Airlines
Sat 5/302:20 pm
HLN
- ORD
1 stop6h 19m
United Airlines
Deal found 5/6![United Airlines logo]()
$419
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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.
Fri 6/57:49 pm
ORD
- HLN
1 stop21h 17m
Alaska Airlines
Mon 6/84:43 pm
HLN
- ORD
1 stop12h 37m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Sat 8/292:33 pm
ORD
- HLN
1 stop7h 43m
United Airlines
Wed 9/22:29 pm
HLN
- ORD
1 stop6h 13m
United Airlines
Deal found 5/3![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:45 am
ORD
- HLN
1 stop5h 35m
Delta
Mon 7/1312:55 pm
HLN
- ORD
1 stop7h 53m
Delta
Deal found 5/3![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:46 pm
ORD
- HLN
2 stops10h 45m
Delta
Thu 7/912:55 pm
HLN
- ORD
2 stops9h 58m
Delta
Deal found 5/3![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 5/6. 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 5/217:45 am
ORD
- HLN
1 stop5h 38m
Delta
Mon 5/251:03 pm
HLN
- ORD
1 stop7h 47m
Delta
Deal found 5/6![Delta logo]()
$535
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:45 am
ORD
- HLN
1 stop5h 35m
Delta
Mon 6/291:00 pm
HLN
- ORD
1 stop7h 57m
Delta
Deal found 5/3![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 5/4. 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 7/91:49 pm
MDW
- HLN
2 stops9h 50m
Delta
Tue 7/145:40 am
HLN
- MDW
2 stops11h 45m
Delta
Deal found 5/4![Delta logo]()
$628
This Delta deal was found by Cheapflights users on 5/5. 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 6/51:22 pm
MDW
- HLN
2 stops10h 11m
Delta
Mon 6/85:35 am
HLN
- MDW
2 stops11h 56m
Delta
Deal found 5/5![Delta logo]()
$739
This Delta deal was found by Cheapflights users on 5/7. 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 6/2511:05 am
MDW
- HLN
2 stops12h 26m
Delta
Mon 6/295:35 am
HLN
- MDW
2 stops9h 05m
Delta
Deal found 5/7![Delta logo]()
$1,254
This Delta deal was found by Cheapflights users on 5/6. 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 7/21:26 pm
MDW
- HLN
2 stops10h 05m
Delta
Tue 7/75:40 am
HLN
- MDW
2 stops9h 35m
Delta
Deal found 5/6![Delta logo]()
$1,280
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:26 pm
MDW
- HLN
2 stops10h 15m
Delta
Mon 6/295:35 am
HLN
- MDW
2 stops11h 56m
Delta
Deal found 5/3![Delta logo]()
$1,287
This Delta deal was found by Cheapflights users on 5/7. 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 5/301:22 pm
MDW
- HLN
2 stops10h 11m
Delta
Fri 6/55:45 am
HLN
- MDW
2 stops11h 48m
Delta
Deal found 5/7![Delta logo]()
$1,619
Last-minute flights from Chicago to HelenaDiscover last-minute flight deals from Chicago to Helena. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Helena. Data last updated May 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/6. 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 5/217:45 am
ORD
- HLN
1 stop5h 38m
Delta
Mon 5/251:03 pm
HLN
- ORD
1 stop7h 47m
Delta
Deal found 5/6![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 5/6. 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 5/276:00 am
ORD
- HLN
1 stop8h 33m
United Airlines
Sat 5/302:20 pm
HLN
- ORD
1 stop6h 19m
United Airlines
Deal found 5/6![United Airlines logo]()
$419
This Expedia deal was found by Cheapflights users on 5/7. 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.
Sat 5/307:49 pm
ORD
- HLN
1 stop21h 17m
Alaska Airlines
Fri 6/54:43 pm
HLN
- ORD
1 stop12h 37m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 5/7. 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 5/301:22 pm
MDW
- HLN
2 stops10h 11m
Delta
Fri 6/55:45 am
HLN
- MDW
2 stops11h 48m
Delta
Deal found 5/7![Delta logo]()
$1,619
This Expedia deal was found by Cheapflights users on 5/6. 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.
Wed 6/37:40 am
ORD
- HLN
1 stop9h 26m
Alaska Airlines
Wed 6/105:09 pm
HLN
- ORD
1 stop12h 11m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 5/5. 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 6/52:00 pm
ORD
- HLN
2 stops9h 33m
Delta
Mon 6/85:35 am
HLN
- ORD
1 stop5h 25m
Delta
Deal found 5/5![Delta logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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.
Fri 6/57:49 pm
ORD
- HLN
1 stop21h 17m
Alaska Airlines
Mon 6/84:43 pm
HLN
- ORD
1 stop12h 37m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 5/5. 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 6/51:22 pm
MDW
- HLN
2 stops10h 11m
Delta
Mon 6/85:35 am
HLN
- MDW
2 stops11h 56m
Delta
Deal found 5/5![Delta logo]()
$739
This Delta deal was found by Cheapflights users on 5/7. 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 6/2511:05 am
MDW
- HLN
2 stops12h 26m
Delta
Mon 6/295:35 am
HLN
- MDW
2 stops9h 05m
Delta
Deal found 5/7![Delta logo]()
$1,254
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:45 am
ORD
- HLN
1 stop5h 35m
Delta
Mon 6/291:00 pm
HLN
- ORD
1 stop7h 57m
Delta
Deal found 5/3![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:26 pm
MDW
- HLN
2 stops10h 15m
Delta
Mon 6/295:35 am
HLN
- MDW
2 stops11h 56m
Delta
Deal found 5/3![Delta logo]()
$1,287
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 May 7, 2026.
Search for one-way flight options from Chicago to Helena. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This Alaska Airlines deal was found by Cheapflights users on 5/4. 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 5/277:40 am
ORD
- HLN
1 stop9h 26m
Alaska Airlines
Deal found 5/4![Alaska Airlines logo]()
$165
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 7/158:20 pm
ORD
- HLN
1 stop21h 12m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$215
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Fri 6/55:44 pm
ORD
- HLN
1 stop23h 22m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 5/4. 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 5/272:00 pm
ORD
- HLN
2 stops9h 33m
Delta
Deal found 5/4![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 5/6. 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 7/151:18 pm
MDW
- HLN
2 stops10h 21m
Delta
Deal found 5/6![Delta logo]()
$329
This Travelocity deal was found by Cheapflights users on 5/6. 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 7/148:20 pm
ORD
- HLN
1 stop21h 12m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 5/7. 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 6/52:00 pm
ORD
- HLN
2 stops9h 33m
Delta
Deal found 5/7![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/7. 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 6/51:22 pm
MDW
- HLN
2 stops10h 11m
Delta
Deal found 5/7![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/7. 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 6/47:45 am
ORD
- HLN
1 stop5h 38m
Delta
Deal found 5/7![Delta logo]()
$336
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 8/237:00 am
ORD
- HLN
2 stops10h 55m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$386
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 6/42:18 pm
ORD
- HLN
2 stops26h 48m
Alaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$419
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 6/188:02 am
ORD
- HLN
1 stop9h 30m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$475
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 May 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (Expedia) |
One-way from | $165 (Alaska Airlines) |
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 May 7, 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 - HLN
ORDHLN
Chicago O'Hare Intl
Fri 6/5
2:00 pm-10:33 pm
2 stops9h 33m
Helena
Mon 6/8
5:35 am-12:00 pm
1 stop5h 25m
$334
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Wed 5/27
6:00 am-1:33 pm
1 stop8h 33m
Helena
Sat 5/30
2:20 pm-9:39 pm
1 stop6h 19m
$419
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Sat 8/29
2:33 pm-9:16 pm
1 stop7h 43m
Helena
Wed 9/2
2:29 pm-9:42 pm
1 stop6h 13m
$419
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Fri 6/5
7:49 pm-4:06 pm
1 stop21h 17m
Helena
Mon 6/8
4:43 pm-6:20 am
1 stop12h 37m
$428
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Fri 7/3
7:45 am-12:20 pm
1 stop5h 35m
Helena
Mon 7/13
12:55 pm-9:48 pm
1 stop7h 53m
$454
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Sat 7/4
12:46 pm-10:31 pm
2 stops10h 45m
Helena
Thu 7/9
12:55 pm-11:53 pm
2 stops9h 58m
$464
Quickest round-trip
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Thu 5/21
7:45 am-12:23 pm
1 stop5h 38m
Helena
Mon 5/25
1:03 pm-9:50 pm
1 stop7h 47m
$535
ChicagoHelena
ORD - HLN
ORDHLN
Chicago O'Hare Intl
Fri 6/26
7:45 am-12:20 pm
1 stop5h 35m
Helena
Mon 6/29
1:00 pm-9:57 pm
1 stop7h 57m
$617
ChicagoHelena
MDW - HLN
MDWHLN
Chicago Midway
Thu 7/9
1:49 pm-10:39 pm
2 stops9h 50m
Helena
Tue 7/14
5:40 am-6:25 pm
2 stops11h 45m
$628
ChicagoHelena
MDW - HLN
MDWHLN
Chicago Midway
Fri 6/5
1:22 pm-10:33 pm
2 stops10h 11m
Helena
Mon 6/8
5:35 am-6:31 pm
2 stops11h 56m
$739
Showing 1-10 of 29 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 May.
| 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 May 7, 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
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Crew
8.1
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
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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