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Cheap flights from Helena to Chicago from $286

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 8/14. 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.
Delta Logo
1:00 pm - 9:57 pm
HLN
-
ORD
7h 57m
1 stop
Delta Logo
7:45 am - 12:20 pm
ORD
-
HLN
5h 35m
1 stop
$329Delta
Sun, Jun 7 - Sat, Jun 13
Delta Logo
5:45 am - 6:33 pm
HLN
-
MDW
11h 48m
2 stops
Delta Logo
10:59 am - 10:33 pm
MDW
-
HLN
12h 34m
2 stops
$409Delta
Sat, May 30 - Wed, Jun 3
Alaska Airlines Logo
4:43 pm - 6:20 am
HLN
-
ORD
12h 37m
1 stop
Alaska Airlines Logo
6:00 am - 4:06 pm
ORD
-
HLN
11h 06m
1 stop
$424Alaska Airlines
Sat, May 30 - Wed, Jun 3
Alaska Airlines Logo
4:43 pm - 10:59 pm
HLN
-
ORD
29h 16m
1 stop
Alaska Airlines Logo
7:49 pm - 4:06 pm
ORD
-
HLN
21h 17m
1 stop
$480Alaska Airlines
Thu, Jun 4 - Mon, Jun 8
Alaska Airlines Logo
5:09 pm - 6:20 am
HLN
-
ORD
12h 11m
1 stop
Alaska Airlines Logo
6:00 am - 4:32 pm
ORD
-
HLN
11h 32m
1 stop
$498Alaska Airlines
Wed, Jul 29 - Tue, Aug 4
Alaska Airlines Logo
5:09 pm - 1:21 pm
HLN
-
ORD
19h 12m
2 stops
Alaska Airlines Logo
6:00 am - 4:32 pm
ORD
-
HLN
11h 32m
1 stop
$500Alaska Airlines
Wed, Jul 29 - Tue, Aug 4
Delta Logo
5:45 am - 2:57 pm
HLN
-
ORD
8h 12m
2 stops
Delta Logo
7:45 am - 12:20 pm
ORD
-
HLN
5h 35m
1 stop
$505Delta
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
2:20 pm - 10:49 pm
HLN
-
ORD
7h 29m
1 stop
United Airlines Logo
6:00 am - 1:33 pm
ORD
-
HLN
8h 33m
1 stop
$514United Airlines
Mon, Jun 8 - Mon, Jun 15
Alaska Airlines Logo
4:43 pm - 1:14 pm
HLN
-
ORD
19h 31m
2 stops
Alaska Airlines Logo
7:49 pm - 4:06 pm
ORD
-
HLN
21h 17m
1 stop
$526Alaska Airlines
Thu, Jun 4 - Mon, Jun 8
Alaska Airlines Logo
4:43 pm - 10:59 pm
HLN
-
ORD
29h 16m
1 stop
Alaska Airlines Logo
7:49 pm - 4:06 pm
ORD
-
HLN
21h 17m
1 stop
$531Alaska Airlines
Thu, Jun 4 - Mon, Jun 8

Delta flights from Helena to Chicago

Our best Delta deals on Helena to Chicago flight tickets
Delta
Jun 7
HLN1:00 pmHelena
7h 57m
1 stop
ORD9:57 pmChicago O'Hare Intl
Jun 13
ORD7:45 amChicago O'Hare Intl
5h 35m
1 stop
HLN12:20 pmHelena
$329
Delta
May 30
HLN5:45 amHelena
11h 48m
2 stops
MDW6:33 pmChicago Midway
Jun 3
MDW10:59 amChicago Midway
12h 34m
2 stops
HLN10:33 pmHelena
$409
Delta
May 23
HLN1:03 pmHelena
7h 47m
1 stop
ORD9:50 pmChicago O'Hare Intl
May 24
ORD12:22 pmChicago O'Hare Intl
11h 11m
2 stops
HLN10:33 pmHelena
$474

United Airlines flights from Helena to Chicago

Our best United Airlines deals on Helena to Chicago flight tickets
United Airlines
Jun 8
HLN2:20 pmHelena
7h 29m
1 stop
ORD10:49 pmChicago O'Hare Intl
Jun 15
ORD6:00 amChicago O'Hare Intl
8h 33m
1 stop
HLN1:33 pmHelena
$514
United Airlines
May 23
HLN2:20 pmHelena
6h 19m
1 stop
ORD9:39 pmChicago O'Hare Intl
May 26
ORD6:00 amChicago O'Hare Intl
8h 33m
1 stop
HLN1:33 pmHelena
$549
United Airlines
May 23
HLN2:20 pmHelena
6h 19m
1 stop
ORD9:39 pmChicago O'Hare Intl
May 24
ORD6:00 amChicago O'Hare Intl
8h 33m
1 stop
HLN1:33 pmHelena
$559

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 May 15, 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
Quickest round-trip

HelenaChicago

HLN - ORD

HLNORD

Helena

Sun 6/7

1:00 pm-9:57 pm

1 stop7h 57m

Chicago O'Hare Intl

Sat 6/13

7:45 am-12:20 pm

1 stop5h 35m

$329

HelenaChicago

HLN - MDW

HLNMDW

Helena

Sat 5/30

5:45 am-6:33 pm

2 stops11h 48m

Chicago Midway

Wed 6/3

10:59 am-10:33 pm

2 stops12h 34m

$409

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 5/30

4:43 pm-6:20 am

1 stop12h 37m

Chicago O'Hare Intl

Wed 6/3

6:00 am-4:06 pm

1 stop11h 06m

$424

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 6/4

4:43 pm-10:59 pm

1 stop29h 16m

Chicago O'Hare Intl

Mon 6/8

7:49 pm-4:06 pm

1 stop21h 17m

$480

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 7/29

5:09 pm-6:20 am

1 stop12h 11m

Chicago O'Hare Intl

Tue 8/4

6:00 am-4:32 pm

1 stop11h 32m

$498

HelenaChicago

HLN - ORD

HLNORD

Helena

Wed 7/29

5:09 pm-1:21 pm

2 stops19h 12m

Chicago O'Hare Intl

Tue 8/4

6:00 am-4:32 pm

1 stop11h 32m

$500

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 6/4

5:45 am-2:57 pm

2 stops8h 12m

Chicago O'Hare Intl

Mon 6/8

7:45 am-12:20 pm

1 stop5h 35m

$505

HelenaChicago

HLN - ORD

HLNORD

Helena

Mon 6/8

2:20 pm-10:49 pm

1 stop7h 29m

Chicago O'Hare Intl

Mon 6/15

6:00 am-1:33 pm

1 stop8h 33m

$514

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 6/4

4:43 pm-1:14 pm

2 stops19h 31m

Chicago O'Hare Intl

Mon 6/8

7:49 pm-4:06 pm

1 stop21h 17m

$526

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 6/4

4:43 pm-10:59 pm

1 stop29h 16m

Chicago O'Hare Intl

Mon 6/8

7:49 pm-4:06 pm

1 stop21h 17m

$531

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?

Alaska Airlines and Delta 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 49% 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

6h 34m

Direct flights

None
The fastest flight from Helena to Chicago takes 6h 34m
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. 6h 34m 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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