HLN - ORD

$363 Find Cheap Flights from Helena to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Helena to Chicago departing on 2/24. 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 O'Hare Intl Airport

 
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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Everything you should know

Cheapest round-trip
$363
Alaska Airlines
Tue 2/24Mon 3/2
HLN - ORD • 1 stop
Cheapest one-way
Multiple Airlines
Mon 11/3
HLN - ORD • multi-stop
Top airlines
Alaska Airlines
Cheapest • from $363 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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Flight Deals

Cheap Flights from Helena to Chicago (HLN-ORD)

 
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

Tue, Feb 24 - Mon, Mar 2
Alaska Airlines Logo
4:10 pm - 11:59 pmHLN-ORD
6h 49m1 stop
Alaska Airlines Logo
6:50 pm - 3:43 pmORD-HLN
21h 53m1 stop
$363Alaska Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
Alaska Airlines Logo
4:10 pm - 5:04 amHLN-ORD
11h 54m1 stop
Alaska Airlines Logo
6:50 pm - 3:43 pmORD-HLN
21h 53m1 stop
$382Alaska Airlines
Find Deal
Thu, Feb 26 - Sat, Feb 28
Alaska Airlines Logo
4:10 pm - 1:04 pmHLN-ORD
19h 54m2 stops
Alaska Airlines Logo
7:45 am - 3:43 pmORD-HLN
8h 58m1 stop
$388Alaska Airlines
Find Deal
Tue, Feb 24 - Sat, Feb 28
Delta Logo
1:07 pm - 11:55 pmHLN-ORD
9h 48m2 stops
Delta Logo
7:20 am - 12:27 pmORD-HLN
6h 07m1 stop
$391Delta
Find Deal
Fri, Feb 27 - Sat, Feb 28
Delta Logo
1:07 pm - 11:55 pmHLN-ORD
9h 48m2 stops
Delta Logo
7:20 am - 12:27 pmORD-HLN
6h 07m1 stop
$411Delta
Find Deal
Tue, Feb 24 - Thu, Feb 26
Delta Logo
1:07 pm - 11:55 pmHLN-ORD
9h 48m2 stops
Delta Logo
7:20 am - 12:27 pmORD-HLN
6h 07m1 stop
$450Delta
Find Deal
Thu, Feb 26 - Mon, Mar 2
Delta Logo
1:07 pm - 11:55 pmHLN-ORD
9h 48m2 stops
Delta Logo
7:20 am - 12:27 pmORD-HLN
6h 07m1 stop
$470Delta
Find Deal
Tue, Feb 24 - Mon, Mar 2
United Airlines Logo
6:15 am - 6:38 pmHLN-ORD
11h 23m2 stops
United Airlines Logo
10:50 am - 9:16 pmORD-HLN
11h 26m2 stops
$532United Airlines
Find Deal
Thu, Apr 2 - Sat, Apr 4
United Airlines Logo
7:00 am - 8:16 pmHLN-ORD
12h 16m2 stops
United Airlines Logo
9:05 am - 8:59 pmORD-HLN
12h 54m2 stops
$558United Airlines
Find Deal
Thu, Apr 2 - Mon, Apr 6
United Airlines Logo
7:00 am - 8:16 pmHLN-ORD
12h 16m2 stops
United Airlines Logo
7:15 am - 8:59 pmORD-HLN
14h 44m1 stop
$560United Airlines
Find Deal
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.

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 O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

When flying from Helena to Chicago, you should consider leaving on a Wednesday and avoid Tuesdays if you are looking for the best rates. For your return to Helena, you’ll find the best rates on Thursdays and the most expensive ones on Fridays.

Good to know

Cheapest flight$363
Flight from Helena to Chicago

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 Helena to Chicago flights

  • What is the cheapest flight from Helena to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Helena to Chicago O'Hare Intl Airport was $363 for a round-trip ticket.

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

    A passport is not required to fly from Helena to Chicago.

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

    Helena and Chicago are both served by 1 main airport. You will leave Helena from Helena and will be arriving at 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?

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

  • Which is the best airline for flights from Helena to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Helena to Chicago are Delta and United Airlines. With an average price for the route of $354 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $529 and an overall rating of 7.4.

  • 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. Booking your flights between Helena and ORD can sometimes prove cheaper using this method.

  • 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 airlines 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.
7.9
DeltaOverall score based on 8001 reviews
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
7.9Entertainment
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

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

Information on your arrival and departure airports

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