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

Delta, Alaska Airlines, and United 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 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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 many operators does momondo search for flights from Helena Airport to Chicago?

As of September 2025, there are 2 operators available to choose from for flights from Helena Airport to Chicago.

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.

$177 Cheap Flights from Helena to Chicago in 2025/26

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Find the cheapest flights from Helena to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

6:18 pm - 6:24 amHLN-ORD

11h 06m1 stop

8:00 am - 5:41 pmORD-HLN

10h 41m1 stop

$353Alaska Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 18

5:18 pm - 11:59 pmHLN-ORD

5h 41m1 stop

2:53 pm - 9:00 pmORD-HLN

7h 07m1 stop

$409United Airlines

Find Deal

Fri, Oct 17 - Fri, Oct 24

6:18 pm - 5:01 amHLN-ORD

33h 43m2 stops

6:00 am - 5:41 pmORD-HLN

12h 41m1 stop

$433Alaska Airlines

Find Deal

Sat, Oct 11 - Sat, Oct 18

1:06 pm - 9:25 pmHLN-ORD

7h 19m1 stop

7:33 am - 12:26 pmORD-HLN

5h 53m1 stop

$473Delta

Find Deal

Sat, Nov 22 - Fri, Nov 28

1:00 pm - 11:54 pmHLN-ORD

9h 54m2 stops

1:25 pm - 10:16 pmORD-HLN

9h 51m2 stops

$482Delta

Find Deal

Sat, Oct 11 - Sat, Oct 18

6:18 pm - 1:04 pmHLN-ORD

17h 46m2 stops

5:59 pm - 5:41 pmORD-HLN

24h 42m1 stop

$508Alaska Airlines

Find Deal

Fri, Oct 17 - Fri, Oct 24

7:32 pm - 6:28 amHLN-ORD

9h 56m1 stop

7:00 am - 6:52 pmORD-HLN

12h 52m2 stops

$541Alaska Airlines

Find Deal

Sat, Nov 22 - Fri, Nov 28

6:30 am - 7:55 pmHLN-ORD

12h 25m2 stops

2:53 pm - 9:00 pmORD-HLN

7h 07m1 stop

$543United Airlines

Find Deal

Thu, Oct 2 - Mon, Oct 6

12:50 pm - 9:46 pmHLN-MDW

31h 56m2 stops

1:05 pm - 10:38 pmMDW-HLN

10h 33m2 stops

$543Delta

Find Deal

Fri, Feb 27 - Mon, Mar 2

6:40 am - 8:58 pmHLN-ORD

13h 18m1 stop

8:47 am - 1:27 pmORD-HLN

5h 40m1 stop

$566United Airlines

Find Deal

Sat, Nov 22 - Fri, Nov 28

United Airlines flights from Helena to Chicago

Our best United Airlines deals on Helena to Chicago flight tickets

United Airlines

Oct 17

HLN5:18 pmHelena

5h 41m

1 stop

ORD11:59 pmChicago O'Hare Intl

Oct 24

ORD2:53 pmChicago O'Hare Intl

7h 07m

1 stop

HLN9:00 pmHelena

$409

Find similar

United Airlines

Oct 2

HLN6:30 amHelena

12h 25m

2 stops

ORD7:55 pmChicago O'Hare Intl

Oct 6

ORD2:53 pmChicago O'Hare Intl

7h 07m

1 stop

HLN9:00 pmHelena

$543

Find similar

United Airlines

Nov 22

HLN6:40 amHelena

13h 18m

1 stop

ORD8:58 pmChicago O'Hare Intl

Nov 28

ORD8:47 amChicago O'Hare Intl

5h 40m

1 stop

HLN1:27 pmHelena

$566

Find similar

Alaska Airlines flights from Helena to Chicago

Our best Alaska Airlines deals on Helena to Chicago flight tickets

Alaska Airlines

Oct 11

HLN6:18 pmHelena

11h 06m

1 stop

ORD6:24 amChicago O'Hare Intl

Oct 18

ORD8:00 amChicago O'Hare Intl

10h 41m

1 stop

HLN5:41 pmHelena

$353

Find similar

Alaska Airlines

Oct 11

HLN6:18 pmHelena

33h 43m

2 stops

ORD5:01 amChicago O'Hare Intl

Oct 18

ORD6:00 amChicago O'Hare Intl

12h 41m

1 stop

HLN5:41 pmHelena

$433

Find similar

Alaska Airlines

Oct 17

HLN6:18 pmHelena

17h 46m

2 stops

ORD1:04 pmChicago O'Hare Intl

Oct 24

ORD5:59 pmChicago O'Hare Intl

24h 42m

1 stop

HLN5:41 pmHelena

$508

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 10/11

6:18 pm-6:24 am

1 stop11h 06m

Chicago O'Hare Intl

Sat 10/18

8:00 am-5:41 pm

1 stop10h 41m

$353

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 10/17

5:18 pm-11:59 pm

1 stop5h 41m

Chicago O'Hare Intl

Fri 10/24

2:53 pm-9:00 pm

1 stop7h 07m

$409

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 10/11

6:18 pm-5:01 am

2 stops33h 43m

Chicago O'Hare Intl

Sat 10/18

6:00 am-5:41 pm

1 stop12h 41m

$433

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 11/22

1:06 pm-9:25 pm

1 stop7h 19m

Chicago O'Hare Intl

Fri 11/28

7:33 am-12:26 pm

1 stop5h 53m

$473

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 10/11

1:00 pm-11:54 pm

2 stops9h 54m

Chicago O'Hare Intl

Sat 10/18

1:25 pm-10:16 pm

2 stops9h 51m

$482

HelenaChicago

HLN - ORD

HLNORD

Helena

Fri 10/17

6:18 pm-1:04 pm

2 stops17h 46m

Chicago O'Hare Intl

Fri 10/24

5:59 pm-5:41 pm

1 stop24h 42m

$508

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 11/22

7:32 pm-6:28 am

1 stop9h 56m

Chicago O'Hare Intl

Fri 11/28

7:00 am-6:52 pm

2 stops12h 52m

$541

HelenaChicago

HLN - ORD

HLNORD

Helena

Thu 10/2

6:30 am-7:55 pm

2 stops12h 25m

Chicago O'Hare Intl

Mon 10/6

2:53 pm-9:00 pm

1 stop7h 07m

$543

HelenaChicago

HLN - MDW

HLNMDW

Helena

Fri 2/27

12:50 pm-9:46 pm

2 stops31h 56m

Chicago Midway

Mon 3/2

1:05 pm-10:38 pm

2 stops10h 33m

$543

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 11/22

6:40 am-8:58 pm

1 stop13h 18m

Chicago O'Hare Intl

Fri 11/28

8:47 am-1:27 pm

1 stop5h 40m

$566

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $680. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Helena to Chicago for around $780.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Helena to Chicago during this time can be as low as $620. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $708.

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

Direct flights	None

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. 5h 41m 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 many operators does momondo search for flights from Helena Airport to Chicago?
As of September 2025, there are 2 operators available to choose from for flights from Helena Airport to Chicago.
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?
Based on momondo bookings for flights between Helena and Chicago, the leading airline is United Airlines, making up 100% of the total bookings.

Best airlines flying from Helena to Chicago

Compare and see reviews for airlines that fly from Helena to Chicago with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $311	Free Cancellation	Rating 7.4 8,926 reviews		Search United Airlines flights
Delta	PriceFrom $314	Free Cancellation	Rating 7.9 7,961 reviews		Search Delta flights

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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.