HLN - CHI

$204 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 10/6. 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.
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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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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Helena to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Helena to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Alaska Airlines Logo
4:08 pm - 10:30 pmHLN-ORD
29h 22m1 stop
Alaska Airlines Logo
6:20 am - 3:21 pmORD-HLN
10h 01m1 stop
$396Alaska Airlines
Find Deal
Mon, Aug 18 - Sat, Aug 23
Alaska Airlines Logo
4:08 pm - 12:07 pmHLN-ORD
18h 59m1 stop
Alaska Airlines Logo
8:42 pm - 3:31 pmORD-HLN
19h 49m1 stop
$426Alaska Airlines
Find Deal
Tue, Aug 12 - Wed, Aug 13
Alaska Airlines Logo
4:08 pm - 12:07 pmHLN-ORD
18h 59m1 stop
Alaska Airlines Logo
2:07 pm - 3:21 pmORD-HLN
26h 14m2 stops
$431Alaska Airlines
Find Deal
Mon, Aug 18 - Sat, Aug 23
Alaska Airlines Logo
4:08 pm - 5:40 amHLN-ORD
12h 32m1 stop
Alaska Airlines Logo
8:00 am - 3:31 pmORD-HLN
8h 31m1 stop
$436Alaska Airlines
Find Deal
Mon, Aug 11 - Tue, Aug 12
Delta Logo
1:03 pm - 11:55 pmHLN-ORD
9h 52m2 stops
Delta Logo
7:15 am - 12:35 pmORD-HLN
6h 20m1 stop
$482Delta
Find Deal
Tue, Aug 12 - Wed, Aug 13
Delta Logo
1:03 pm - 10:00 pmHLN-ORD
7h 57m1 stop
Delta Logo
3:50 pm - 10:33 pmORD-HLN
7h 43m2 stops
$497Delta
Find Deal
Wed, Aug 13 - Mon, Aug 18
Delta Logo
5:45 am - 2:59 pmHLN-ORD
8h 14m2 stops
Delta Logo
3:50 pm - 10:33 pmORD-HLN
7h 43m2 stops
$502Delta
Find Deal
Wed, Aug 13 - Mon, Aug 18
United Airlines Logo
6:45 am - 1:20 pmHLN-ORD
5h 35m1 stop
United Airlines Logo
4:20 pm - 9:15 pmORD-HLN
5h 55m1 stop
$671United Airlines
Find Deal
Wed, Aug 13 - Wed, Aug 13
United Airlines Logo
2:16 pm - 9:33 amHLN-ORD
18h 17m1 stop
United Airlines Logo
7:10 am - 9:15 pmORD-HLN
15h 05m1 stop
$681United Airlines
Find Deal
Mon, May 12 - Sun, May 18
United Airlines Logo
6:45 am - 1:20 pmHLN-ORD
5h 35m1 stop
United Airlines Logo
4:20 pm - 9:15 pmORD-HLN
5h 55m1 stop
$682United Airlines
Find Deal
Tue, Aug 12 - Tue, Aug 12
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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.

What’s the cheapest day of the week to fly from Helena to Chicago?

The average price of all round-trip flights from Helena to Chicago clicked on KAYAK for each day over the last 12 months.

For Helena to Chicago, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago back to Helena, the best deals are generally found on Thursday, with Friday being the most expensive.

What is the cheapest month to fly from Helena to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Helena to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Helena to Chicago is February, where tickets cost $306 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $849 and $729 respectively.

Good to know

Low seasonMarch
High seasonOctober
Cheapest flight$204
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly with an average 19% increase in price.
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 3 days, the lowest price for a flight from Helena to Chicago was $204 for a one-way ticket and $396 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.

  • Which airline alliances offer flights from Helena to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Helena and Chicago, with SkyTeam being the most commonly used for this 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.

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 8696 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

10.0 ExcellentDr. Joseph, Apr 2025IAH - ORD
Read more United Airlines reviews

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

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

Information on your arrival and departure airports

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