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Cheap flights from Helena to Chicago from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Helena to Chicago departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Helena to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
4:36 pm - 12:01 pm
HLN
-
ORD
18h 25m
1 stop
Alaska Airlines Logo
7:00 am - 3:59 pm
ORD
-
HLN
9h 59m
1 stop
$283Alaska Airlines
Wed, Mar 4 - Fri, Mar 6
Alaska Airlines Logo
4:36 pm - 12:01 pm
HLN
-
ORD
18h 25m
1 stop
Alaska Airlines Logo
2:07 pm - 3:59 pm
ORD
-
HLN
26h 52m
2 stops
$325Alaska Airlines
Wed, Mar 4 - Fri, Mar 6
Delta Logo
5:30 am - 12:19 pm
HLN
-
ORD
5h 49m
1 stop
Delta Logo
7:15 am - 12:25 pm
ORD
-
HLN
6h 10m
1 stop
$339Delta
Fri, Feb 20 - Tue, Feb 24
United Airlines Logo
6:15 am - 2:50 pm
HLN
-
ORD
7h 35m
1 stop
United Airlines Logo
4:08 pm - 9:25 pm
ORD
-
HLN
6h 17m
1 stop
$363United Airlines
Wed, Mar 4 - Fri, Mar 6
Delta Logo
5:30 am - 12:19 pm
HLN
-
ORD
5h 49m
1 stop
Delta Logo
9:52 am - 10:27 pm
ORD
-
HLN
13h 35m
2 stops
$404Delta
Fri, Feb 20 - Tue, Feb 24
Alaska Airlines Logo
4:36 pm - 2:05 pm
HLN
-
ORD
20h 29m
1 stop
Alaska Airlines Logo
3:07 pm - 3:59 pm
ORD
-
HLN
25h 52m
2 stops
$485Alaska Airlines
Sat, Feb 21 - Wed, Feb 25
Alaska Airlines Logo
4:36 pm - 1:11 pm
HLN
-
ORD
19h 35m
2 stops
Alaska Airlines Logo
2:07 pm - 3:59 pm
ORD
-
HLN
26h 52m
2 stops
$491Alaska Airlines
Wed, Mar 4 - Fri, Mar 6
Alaska Airlines Logo
4:59 pm - 6:20 am
HLN
-
ORD
12h 21m
1 stop
Alaska Airlines Logo
8:00 am - 4:22 pm
ORD
-
HLN
9h 22m
1 stop
$510Alaska Airlines
Mon, Jul 13 - Wed, Jul 15
Alaska Airlines Logo
4:59 pm - 5:00 am
HLN
-
ORD
11h 01m
2 stops
Alaska Airlines Logo
8:00 am - 4:22 pm
ORD
-
HLN
9h 22m
1 stop
$515Alaska Airlines
Mon, Jul 13 - Wed, Jul 15
Delta Logo
5:30 am - 5:37 pm
HLN
-
MDW
11h 07m
2 stops
Delta Logo
10:49 am - 10:27 pm
MDW
-
HLN
12h 38m
2 stops
$709Delta
Fri, Feb 20 - Tue, Feb 24

United Airlines flights from Helena to Chicago

Our best United Airlines deals on Helena to Chicago flight tickets
United Airlines
Mar 4
HLN6:15 amHelena
7h 35m
1 stop
ORD2:50 pmChicago O'Hare Intl
Mar 6
ORD4:08 pmChicago O'Hare Intl
6h 17m
1 stop
HLN9:25 pmHelena
$363
United Airlines
Feb 14
HLN2:25 pmHelena
6h 04m
1 stop
ORD9:29 pmChicago O'Hare Intl
Feb 17
ORD7:10 amChicago O'Hare Intl
7h 30m
1 stop
HLN1:40 pmHelena
$374
United Airlines
Feb 14
HLN6:15 amHelena
7h 35m
1 stop
ORD2:50 pmChicago O'Hare Intl
Feb 17
ORD2:02 pmChicago O'Hare Intl
8h 14m
1 stop
HLN9:16 pmHelena
$454

Alaska Airlines flights from Helena to Chicago

Our best Alaska Airlines deals on Helena to Chicago flight tickets
Alaska Airlines
Mar 4
HLN4:36 pmHelena
18h 25m
1 stop
ORD12:01 pmChicago O'Hare Intl
Mar 6
ORD7:00 amChicago O'Hare Intl
9h 59m
1 stop
HLN3:59 pmHelena
$283
Alaska Airlines
Mar 4
HLN4:36 pmHelena
18h 25m
1 stop
ORD12:01 pmChicago O'Hare Intl
Mar 6
ORD2:07 pmChicago O'Hare Intl
26h 52m
2 stops
HLN3:59 pmHelena
$325
Alaska Airlines
Feb 21
HLN4:36 pmHelena
20h 29m
1 stop
ORD2:05 pmChicago O'Hare Intl
Feb 25
ORD3:07 pmChicago O'Hare Intl
25h 52m
2 stops
HLN3:59 pmHelena
$485

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 February 6, 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

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 3/4

4:36 pm-12:01 pm

1 stop18h 25m

Chicago O'Hare Intl

Fri 3/6

7:00 am-3:59 pm

1 stop9h 59m

$283

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 3/4

4:36 pm-12:01 pm

1 stop18h 25m

Chicago O'Hare Intl

Fri 3/6

2:07 pm-3:59 pm

2 stops26h 52m

$325

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 2/20

5:30 am-12:19 pm

1 stop5h 49m

Chicago O'Hare Intl

Tue 2/24

7:15 am-12:25 pm

1 stop6h 10m

$339

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 3/4

6:15 am-2:50 pm

1 stop7h 35m

Chicago O'Hare Intl

Fri 3/6

4:08 pm-9:25 pm

1 stop6h 17m

$363

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 2/20

5:30 am-12:19 pm

1 stop5h 49m

Chicago O'Hare Intl

Tue 2/24

9:52 am-10:27 pm

2 stops13h 35m

$404

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 2/21

4:36 pm-2:05 pm

1 stop20h 29m

Chicago O'Hare Intl

Wed 2/25

3:07 pm-3:59 pm

2 stops25h 52m

$485

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 3/4

4:36 pm-1:11 pm

2 stops19h 35m

Chicago O'Hare Intl

Fri 3/6

2:07 pm-3:59 pm

2 stops26h 52m

$491

HelenaChicago

HLN - ORD

HLNORD

Helena

Mon 7/13

4:59 pm-6:20 am

1 stop12h 21m

Chicago O'Hare Intl

Wed 7/15

8:00 am-4:22 pm

1 stop9h 22m

$510

HelenaChicago

HLN - ORD

HLNORD

Helena

Mon 7/13

4:59 pm-5:00 am

2 stops11h 01m

Chicago O'Hare Intl

Wed 7/15

8:00 am-4:22 pm

1 stop9h 22m

$515

HelenaChicago

HLN - MDW

HLNMDW

Helena

Fri 2/20

5:30 am-5:37 pm

2 stops11h 07m

Chicago Midway

Tue 2/24

10:49 am-10:27 pm

2 stops12h 38m

$709

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 is the most popular carrier 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 46% 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

8h 08m

Direct flights

None
The fastest flight from Helena to Chicago takes 8h 08m
There are no direct flights from Helena to Chicago. There are no popular flight routes from Helena to Chicago.
Search flight deals

  • How far is Helena to Chicago by plane?

    There are 1245.1 mi between Helena and Chicago. 8h 08m 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
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