$1,109+ Cheap flights from Helena (HLN) to Midway (MDW)
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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — MDW
Nov 4 — Nov 111
Round-trip
1 adult, Economy
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Find cheap flights from Helena to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Helena to Midway
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Best
Last-minute
Cheapest flights from Helena to MidwayExplore the most affordable flight options available from Helena to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
Explore the most affordable flight options available from Helena to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
This Delta deal was found by Cheapflights users on 10/4. 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.
Thu 10/157:15 am -
2 stops8h 32m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 10/4![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 10/3. 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 10/187:15 am -
2 stops9h 45m
Thu 10/2210:59 am -
2 stops12h 25m
Deal found 10/3![Delta logo]()
$2,191
This Delta deal was found by Cheapflights users on 10/3. 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 12/187:03 am -
2 stops8h 47m
Tue 12/229:58 am -
2 stops13h 28m
Deal found 10/3![Delta logo]()
$2,311
Best flights from Helena to MidwayDiscover carefully curated flight deals from Helena to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
Discover carefully curated flight deals from Helena to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
This Delta deal was found by Cheapflights users on 10/4. 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.
Thu 10/157:15 am -
2 stops8h 32m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 10/4![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 9/30. 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 11/67:15 am -
2 stops9h 45m
Sun 11/810:59 am -
2 stops12h 25m
Deal found 9/30![Delta logo]()
$2,191
This Delta deal was found by Cheapflights users on 10/3. 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 12/187:03 am -
2 stops8h 47m
Tue 12/229:58 am -
2 stops13h 28m
Deal found 10/3![Delta logo]()
$2,311
Last-minute flights from Helena to MidwayDiscover last-minute flight deals from Helena to Midway. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Helena to Midway. Data last updated October 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/4. 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.
Thu 10/157:15 am -
2 stops8h 32m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 10/4![Delta logo]()
$1,109
This Delta deal was found by Cheapflights users on 10/3. 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 10/187:15 am -
2 stops9h 45m
Thu 10/2210:59 am -
2 stops12h 25m
Deal found 10/3![Delta logo]()
$2,191
Find flight deals from Helena to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Helena (HLN) to Midway (MDW). 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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,109 (Delta) |
Cheapflights Fare Finder
Customize your flight search to find flights from Helena to Midway 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 7,457,451 searches. Data last updated October 5, 2026.
Use the filters below to find and compare flights from Helena to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 10/15
7:15 am-4:47 pm
2 stops8h 32m
Chicago Midway
Mon 10/19
12:27 pm-10:24 pm
2 stops10h 57m
$1,109
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Fri 11/6
7:15 am-6:00 pm
2 stops9h 45m
Chicago Midway
Sun 11/8
10:59 am-10:24 pm
2 stops12h 25m
$2,191
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Fri 12/18
7:03 am-4:50 pm
2 stops8h 47m
Chicago Midway
Tue 12/22
9:58 am-10:26 pm
2 stops13h 28m
$2,311
Sorted by cheapest first
Best time to book a flight from Helena to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Helena with our price prediction graph.
HLN-MDW
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 Helena to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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