Cheap flights from Helena to Chicago from $177

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 11/1. 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
0 bags

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Cheap round-trip flights

Alaska Airlines Logo
6:18 pm - 6:24 amHLN-ORD
11h 06m1 stop
Alaska Airlines Logo
8:00 am - 5:41 pmORD-HLN
10h 41m1 stop
$353Alaska Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
United Airlines Logo
5:18 pm - 11:59 pmHLN-ORD
5h 41m1 stop
United Airlines Logo
2:53 pm - 9:00 pmORD-HLN
7h 07m1 stop
$409United Airlines
Find Deal
Fri, Oct 17 - Fri, Oct 24
Alaska Airlines Logo
6:18 pm - 5:01 amHLN-ORD
33h 43m2 stops
Alaska Airlines Logo
6:00 am - 5:41 pmORD-HLN
12h 41m1 stop
$433Alaska Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Delta Logo
1:06 pm - 9:25 pmHLN-ORD
7h 19m1 stop
Delta Logo
7:33 am - 12:26 pmORD-HLN
5h 53m1 stop
$473Delta
Find Deal
Sat, Nov 22 - Fri, Nov 28
Delta Logo
1:00 pm - 11:54 pmHLN-ORD
9h 54m2 stops
Delta Logo
1:25 pm - 10:16 pmORD-HLN
9h 51m2 stops
$482Delta
Find Deal
Sat, Oct 11 - Sat, Oct 18
Alaska Airlines Logo
6:18 pm - 1:04 pmHLN-ORD
17h 46m2 stops
Alaska Airlines Logo
5:59 pm - 5:41 pmORD-HLN
24h 42m1 stop
$508Alaska Airlines
Find Deal
Fri, Oct 17 - Fri, Oct 24
Alaska Airlines Logo
7:32 pm - 6:28 amHLN-ORD
9h 56m1 stop
Alaska Airlines Logo
7:00 am - 6:52 pmORD-HLN
12h 52m2 stops
$541Alaska Airlines
Find Deal
Sat, Nov 22 - Fri, Nov 28
United Airlines Logo
6:30 am - 7:55 pmHLN-ORD
12h 25m2 stops
United Airlines Logo
2:53 pm - 9:00 pmORD-HLN
7h 07m1 stop
$543United Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
12:50 pm - 9:46 pmHLN-MDW
31h 56m2 stops
Delta Logo
1:05 pm - 10:38 pmMDW-HLN
10h 33m2 stops
$543Delta
Find Deal
Fri, Feb 27 - Mon, Mar 2
United Airlines Logo
6:40 am - 8:58 pmHLN-ORD
13h 18m1 stop
United Airlines Logo
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
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
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

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
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
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

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 September 17, 2025.
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

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
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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 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.
  • 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?

  • 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?

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 AirlinesPriceFrom $311Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
DeltaPriceFrom $314Free CancellationRating
7.9
7,961 reviews
Search Delta flights

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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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?

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1 adult
Fri 10/17
Fri 10/24

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