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Cheap flights from Helena to Chicago from $339

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Helena to Chicago departing on 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Helena to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:26 pm - 10:46 pm
HLN
-
ORD
7h 20m
1 stop
United Airlines Logo
7:00 am - 1:45 pm
ORD
-
HLN
7h 45m
1 stop
$339United Airlines
Wed, Sep 16 - Wed, Sep 23
Delta Logo
1:04 pm - 9:47 pm
HLN
-
ORD
7h 43m
1 stop
Delta Logo
7:35 am - 12:22 pm
ORD
-
HLN
5h 47m
1 stop
$339Delta
Wed, Nov 25 - Wed, Dec 2
Delta Logo
5:40 am - 11:59 am
HLN
-
ORD
5h 19m
1 stop
Delta Logo
4:45 pm - 10:30 pm
ORD
-
HLN
6h 45m
1 stop
$339Delta
Thu, Aug 20 - Sat, Aug 22
United Airlines Logo
2:35 pm - 9:29 pm
HLN
-
ORD
5h 54m
1 stop
United Airlines Logo
7:00 am - 1:45 pm
ORD
-
HLN
7h 45m
1 stop
$359United Airlines
Fri, Aug 28 - Sun, Aug 30
United Airlines Logo
2:35 pm - 10:00 pm
HLN
-
ORD
6h 25m
1 stop
United Airlines Logo
7:00 am - 1:45 pm
ORD
-
HLN
7h 45m
1 stop
$359United Airlines
Thu, Aug 27 - Sun, Aug 30
Delta Logo
12:55 pm - 9:33 pm
HLN
-
ORD
7h 38m
1 stop
Delta Logo
6:00 am - 12:15 pm
ORD
-
HLN
7h 15m
2 stops
$364Delta
Fri, Aug 28 - Sun, Aug 30
Delta Logo
12:55 pm - 9:33 pm
HLN
-
ORD
7h 38m
1 stop
Delta Logo
7:48 am - 12:15 pm
ORD
-
HLN
5h 27m
1 stop
$369Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
12:55 pm - 9:33 pm
HLN
-
ORD
7h 38m
1 stop
Delta Logo
6:00 am - 12:15 pm
ORD
-
HLN
7h 15m
2 stops
$374Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
12:55 pm - 9:33 pm
HLN
-
ORD
7h 38m
1 stop
Delta Logo
2:30 pm - 10:30 pm
ORD
-
HLN
9h 00m
2 stops
$374Delta
Thu, Aug 20 - Sat, Aug 22
United Airlines Logo
2:30 pm - 10:42 pm
HLN
-
ORD
7h 12m
1 stop
United Airlines Logo
3:40 pm - 8:59 pm
ORD
-
HLN
6h 19m
1 stop
$391United Airlines
Thu, Dec 24 - Fri, Jan 1

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United Airlines flights from Helena to Chicago

Our best United Airlines deals on Helena to Chicago flight tickets
United Airlines
Aug 27
HLN2:35 pmHelena
6h 25m
1 stop
ORD10:00 pmChicago O'Hare Intl
Aug 30
ORD7:00 amChicago O'Hare Intl
7h 45m
1 stop
HLN1:45 pmHelena
$359
United Airlines
Dec 24
HLN2:30 pmHelena
7h 12m
1 stop
ORD10:42 pmChicago O'Hare Intl
Jan 1
ORD3:40 pmChicago O'Hare Intl
6h 19m
1 stop
HLN8:59 pmHelena
$391
United Airlines
Oct 30
HLN2:23 pmHelena
5h 47m
1 stop
ORD9:10 pmChicago O'Hare Intl
Oct 31
ORD7:00 amChicago O'Hare Intl
7h 40m
1 stop
HLN1:40 pmHelena
$429

Alaska Airlines flights from Helena to Chicago

Our best Alaska Airlines deals on Helena to Chicago flight tickets
Alaska Airlines
Oct 15
HLN5:26 pmHelena
11h 14m
1 stop
ORD5:40 amChicago O'Hare Intl
Oct 19
ORD7:16 pmChicago O'Hare Intl
22h 33m
1 stop
HLN4:49 pmHelena
$479
Alaska Airlines
Oct 15
HLN5:26 pmHelena
22h 24m
1 stop
ORD4:50 pmChicago O'Hare Intl
Oct 19
ORD7:16 pmChicago O'Hare Intl
22h 33m
1 stop
HLN4:49 pmHelena
$511
Alaska Airlines
Sep 20
HLN5:18 pmHelena
12h 02m
1 stop
ORD6:20 amChicago O'Hare Intl
Sep 27
ORD8:00 amChicago O'Hare Intl
9h 41m
1 stop
HLN4:41 pmHelena
$554

momondo Fare Finder

 
Customize your flight search to find flights from Helena to Chicago 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, momondo users made 832,500 searches. Data last updated August 2, 2026.
Use the filters below to find and compare flights from Helena to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 9/16

2:26 pm-10:46 pm

1 stop7h 20m

Chicago O'Hare Intl

Wed 9/23

7:00 am-1:45 pm

1 stop7h 45m

$339

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 11/25

1:04 pm-9:47 pm

1 stop7h 43m

Chicago O'Hare Intl

Wed 12/2

7:35 am-12:22 pm

1 stop5h 47m

$339
Quickest round-trip

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 8/20

5:40 am-11:59 am

1 stop5h 19m

Chicago O'Hare Intl

Sat 8/22

4:45 pm-10:30 pm

1 stop6h 45m

$339

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 8/28

2:35 pm-9:29 pm

1 stop5h 54m

Chicago O'Hare Intl

Sun 8/30

7:00 am-1:45 pm

1 stop7h 45m

$359

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 8/27

2:35 pm-10:00 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 8/30

7:00 am-1:45 pm

1 stop7h 45m

$359

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 8/28

12:55 pm-9:33 pm

1 stop7h 38m

Chicago O'Hare Intl

Sun 8/30

6:00 am-12:15 pm

2 stops7h 15m

$364

HelenaChicago

HLN - ORD

HLNORD

Helena

Tue 8/18

12:55 pm-9:33 pm

1 stop7h 38m

Chicago O'Hare Intl

Tue 8/25

7:48 am-12:15 pm

1 stop5h 27m

$369

HelenaChicago

HLN - ORD

HLNORD

Helena

Tue 8/18

12:55 pm-9:33 pm

1 stop7h 38m

Chicago O'Hare Intl

Tue 8/25

6:00 am-12:15 pm

2 stops7h 15m

$374

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 8/20

12:55 pm-9:33 pm

1 stop7h 38m

Chicago O'Hare Intl

Sat 8/22

2:30 pm-10:30 pm

2 stops9h 00m

$374

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 12/24

2:30 pm-10:42 pm

1 stop7h 12m

Chicago O'Hare Intl

Fri 1/1

3:40 pm-8:59 pm

1 stop6h 19m

$391

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Helena to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Helena to Chicago?

Delta and Alaska Airlines are the most popular carriers operating from Helena to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Helena according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Helena to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Helena to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Helena to Chicago (HLN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Helena to Chicago

Fastest flight time

5h 19m

Direct flights

None
The fastest flight from Helena to Chicago takes 5h 19m
There are no direct flights from Helena to Chicago. There are no popular flight routes from Helena to Chicago.
Search flight deals

Frequently asked questions about flying from Helena to Chicago

  • How far is Helena to Chicago by plane?

    There are 1245.1 mi between Helena and Chicago. 5h 19m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Helena Airport to Chicago?

    Prices for flights from Helena Airport to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Helena Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Helena Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Helena to Chicago?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Helena to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Helena to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Helena to Chicago with flexible booking policies on momondo?

All flight searches from Helena to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Helena to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Helena to Chicago.

I’m not ready to book a flight from Helena to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Helena are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport