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Helena

$527+ Cheap flights from Midway (MDW) to Helena (HLN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HLN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Midway to Helena

Cheapest flights from Midway to Helena
Explore the most affordable flight options available from Midway to Helena. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:14 pmMDW - HLN
2 stops10h 16mDelta
Wed 12/171:06 pmHLN - MDW
2 stops9h 41mDelta
Deal found 10/26$709
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/31:48 pmMDW - HLN
2 stops9h 28mDelta
Fri 11/75:45 amHLN - MDW
2 stops11h 40mDelta
Deal found 10/27$997
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/21:08 pmMDW - HLN
2 stops10h 08mDelta
Thu 11/65:45 amHLN - MDW
2 stops11h 40mDelta
Deal found 10/27$1,077

Cheap flight deals from Midway to Helena

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Helena (HLN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$527
(Delta)
Provider with most accurate pricing for Chicago Midway-Helena flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Helena flights.
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From Chicago Midway to Helena
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Helena 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, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Helena that are best for you.

Fly from

Midway

Fly to

Helena

Route

Depart

Return

Price

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Wed 4/22

10:35 am-10:34 pm

2 stops12h 59m

Helena

Sat 4/25

5:45 am-6:05 pm

2 stops11h 20m

$527

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Wed 12/10

1:14 pm-10:30 pm

2 stops10h 16m

Helena

Wed 12/17

1:06 pm-11:47 pm

2 stops9h 41m

$709

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Mon 4/6

2:00 pm-10:38 pm

2 stops9h 38m

Helena

Wed 4/8

5:35 am-6:34 pm

2 stops11h 59m

$728

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Sun 11/2

1:08 pm-10:16 pm

2 stops10h 08m

$579

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Mon 12/1

6:20 am-5:51 pm

3 stops36h 31m

$679

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Sun 11/2

10:40 am-5:36 pm

3 stops55h 56m

$1,132

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Helena flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago Midway Airport-Helena flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Helena flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Helena flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Helena flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Helena

Have a flexible travel schedule? Discover the best time to fly to Helena from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Helena. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Helena from Chicago Midway?

    Located just 2.7 mi from the city center, Helena is the airport most travelers will use when flying to Helena from Chicago Midway. Booking flights from Chicago Midway to Helena (HLN) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • How long is the flight from Chicago Midway Airport to Helena?

    Departing from Chicago Midway Airport to Helena will take you 12h 59m. There are 1240 mi between Chicago Midway Airport and Helena.

  • Can I find deals for flights from Midway to Helena that include hotel bookings?

    Yes. In addition to deals on Midway to Helena flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Helena?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Helena.

  • Can I find deals for business class flights from Midway to Helena?

    Yes. Cheapflights offers flight deals from Midway to Helena by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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