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Helena

$559+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HLN
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Midway to Helena

Best flights from Midway to Helena
Discover carefully curated flight deals from Midway to Helena that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This Delta deal was found by Cheapflights users on 12/21. 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.
Fri 2/201:26 pmMDW - HLN
2 stops10h 01mDelta
Tue 2/245:30 amHLN - MDW
2 stops11h 07mDelta
Deal found 12/21$559
This Delta deal was found by Cheapflights users on 12/21. 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 1/1811:21 amMDW - HLN
2 stops12h 08mDelta
Sun 1/255:30 amHLN - MDW
2 stops11h 25mDelta
Deal found 12/21$699

Find 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 December 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$559
(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.
Search Deals
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 December 23, 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

Fri 2/20

1:26 pm-10:27 pm

2 stops10h 01m

Helena

Tue 2/24

5:30 am-5:37 pm

2 stops11h 07m

$559

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Sun 1/18

11:21 am-10:29 pm

2 stops12h 08m

Helena

Sun 1/25

5:30 am-5:55 pm

2 stops11h 25m

$699

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Compare providers for flights from Midway to Helena

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Helena in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Helena flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Helena flight deals on Cheapflights vs. FlightHub >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 10h 01m. 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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