HLN - CHI

$205 Find Cheap Flights from Helena to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Helena to Chicago departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Helena to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Helena to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$329
Delta
Fri 8/14Tue 8/18
HLN - ORD • 1 stop
Cheapest one-way
$205
Alaska Airlines
Thu 9/17
HLN - ORD • 1 stop
Top airlines
Delta
Cheapest • from $329 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Helena and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Denver (DEN)
Cheapest • Avg $384 (round-trip)
Salt Lake City (SLC)
Shortest trip • 5h 36m (one-way)
Insights
Insights
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Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Helena to Chicago (HLN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Helena to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Helena to Chicago

Fri, Aug 14 - Tue, Aug 18
Delta Logo
12:55 pm - 9:30 pm
HLN
-
ORD
7h 35m
1 stop
Delta Logo
7:48 am - 12:15 pm
ORD
-
HLN
5h 27m
1 stop
$329Delta
Fri, Aug 14 - Mon, Aug 24
Delta Logo
5:40 am - 11:59 am
HLN
-
ORD
5h 19m
1 stop
Delta Logo
11:22 am - 10:30 pm
ORD
-
HLN
12h 08m
2 stops
$334Delta
Fri, Aug 14 - Mon, Aug 24
Delta Logo
12:55 pm - 9:30 pm
HLN
-
ORD
7h 35m
1 stop
Delta Logo
7:48 am - 12:15 pm
ORD
-
HLN
5h 27m
1 stop
$339Delta
Fri, Aug 14 - Mon, Aug 24
Delta Logo
12:55 pm - 9:30 pm
HLN
-
ORD
7h 35m
1 stop
Delta Logo
11:22 am - 10:30 pm
ORD
-
HLN
12h 08m
2 stops
$344Delta
Fri, Aug 14 - Mon, Aug 24
Delta Logo
12:55 pm - 9:30 pm
HLN
-
ORD
7h 35m
1 stop
Delta Logo
7:48 am - 12:15 pm
ORD
-
HLN
5h 27m
1 stop
$364Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
12:55 pm - 9:30 pm
HLN
-
ORD
7h 35m
1 stop
Delta Logo
12:29 pm - 10:30 pm
ORD
-
HLN
11h 01m
2 stops
$369Delta
Thu, Aug 13 - Tue, Aug 18
Alaska Airlines Logo
5:09 pm - 6:20 am
HLN
-
ORD
12h 11m
1 stop
Alaska Airlines Logo
3:43 pm - 4:34 pm
ORD
-
HLN
25h 51m
1 stop
$374Alaska Airlines
Thu, Jul 9 - Sat, Jul 11
Delta Logo
5:40 am - 12:00 pm
HLN
-
ORD
5h 20m
1 stop
Delta Logo
7:45 am - 12:15 pm
ORD
-
HLN
5h 30m
1 stop
$394Delta
Thu, Aug 13 - Tue, Aug 18
Alaska Airlines Logo
5:09 pm - 8:28 pm
HLN
-
ORD
26h 19m
2 stops
Alaska Airlines Logo
8:20 pm - 4:34 pm
ORD
-
HLN
21h 14m
1 stop
$395Alaska Airlines
Thu, Oct 1 - Mon, Oct 5
Delta Logo
12:57 pm - 9:47 pm
HLN
-
ORD
7h 50m
1 stop
Delta Logo
12:40 pm - 10:24 pm
ORD
-
HLN
10h 44m
2 stops
$399Delta
Booking Insights

KAYAK's insights & trends for Helena to Chicago flights

Get data-powered insights and trends into flights from Helena to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Helena to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Helena to Chicago were found on Delta ($329) and Alaska Airlines ($374).

Find deals

Good to know

Cheapest flight$205
Flight from Helena to Chicago O'Hare Airport

When to book flights from Helena to Chicago

Are your dates flexible? Find out the best times to travel from Helena to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Helena to Chicago

  • What is the cheapest flight from Helena to Chicago?

    In the last 5 days, the lowest price for a flight from Helena to Chicago was $205 for a one-way ticket and $329 for a round-trip.

  • Do I need a passport to fly between Helena and Chicago?

    No, a passport isn't needed to fly from Helena to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Helena to Chicago?

    When flying out of Helena you will be using Helena. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Helena to Chicago?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Helena to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Helena to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Helena to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Helena is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Helena to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Helena with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Helena to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Helena up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Helena to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Helena to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Helena to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9830 reviews
6.6Food
7.1Entertainment
7.7Boarding
8.1Crew
7.3Comfort
Airline reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

2.0 MediocreLynn, Jun 2026
DCA - ORD
Read more United Airlines reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Everything you need to know for your flight from Helena to Chicago

Information on your arrival and departure airports

Helena (HLN)