$625+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — MDW
Oct 22 — Oct 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 September 22, 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 September 22, 2026.
This Delta deal was found by Cheapflights users on 9/18. 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.
Sat 10/37:15 am -
2 stops9h 44m
Wed 10/712:27 pm -
2 stops10h 57m
Deal found 9/18![Delta logo]()
$1,030
This Delta deal was found by Cheapflights users on 9/21. 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.
Tue 10/137:15 am -
2 stops9h 45m
Sat 10/1712:27 pm -
2 stops11h 02m
Deal found 9/21![Delta logo]()
$1,349
This Delta deal was found by Cheapflights users on 9/21. 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.
Thu 10/157:15 am -
2 stops9h 45m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 9/21![Delta logo]()
$1,489
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 September 22, 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 September 22, 2026.
This Delta deal was found by Cheapflights users on 9/18. 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.
Sat 10/37:15 am -
2 stops9h 44m
Wed 10/712:27 pm -
2 stops10h 57m
Deal found 9/18![Delta logo]()
$1,030
This Delta deal was found by Cheapflights users on 9/21. 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.
Tue 10/137:15 am -
2 stops9h 45m
Sat 10/1712:27 pm -
2 stops11h 02m
Deal found 9/21![Delta logo]()
$1,349
This Delta deal was found by Cheapflights users on 9/21. 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.
Thu 10/157:15 am -
2 stops9h 45m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 9/21![Delta logo]()
$1,489
This Delta deal was found by Cheapflights users on 9/21. 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 2/75:45 am -
2 stops11h 52m
Mon 2/812:30 pm -
2 stops11h 11m
Deal found 9/21![Delta logo]()
$2,229
Last-minute flights from Helena to MidwayDiscover last-minute flight deals from Helena to Midway. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Helena to Midway. Data last updated September 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/18. 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.
Sat 10/37:15 am -
2 stops9h 44m
Wed 10/712:27 pm -
2 stops10h 57m
Deal found 9/18![Delta logo]()
$1,030
This Delta deal was found by Cheapflights users on 9/21. 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.
Tue 10/137:15 am -
2 stops9h 45m
Sat 10/1712:27 pm -
2 stops11h 02m
Deal found 9/21![Delta logo]()
$1,349
This Delta deal was found by Cheapflights users on 9/21. 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.
Thu 10/157:15 am -
2 stops9h 45m
Mon 10/1912:27 pm -
2 stops10h 57m
Deal found 9/21![Delta logo]()
$1,489
One-way flights from Helena to MidwaySearch for one-way flight options from Helena to Midway. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Helena to Midway. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Delta deal was found by Cheapflights users on 9/22. 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.
Tue 10/137:15 am -
2 stops9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$625
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:26 pm -
3 stops47h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 9/20. 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 10/97:15 am -
2 stops9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Delta logo]()
$865
This Delta deal was found by Cheapflights users on 9/19. 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 10/77:15 am -
2 stops8h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Delta logo]()
$1,356
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 September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,030 (Delta) |
One-way from | $625 (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 September 22, 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
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Tue 10/13
7:15 am-6:00 pm
2 stops9h 45m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$625
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Fri 10/9
7:15 am-6:00 pm
2 stops9h 45m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$865
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Sat 10/3
7:15 am-5:59 pm
2 stops9h 44m
Chicago Midway
Wed 10/7
12:27 pm-10:24 pm
2 stops10h 57m
$1,030
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Tue 10/13
7:15 am-6:00 pm
2 stops9h 45m
Chicago Midway
Sat 10/17
12:27 pm-10:29 pm
2 stops11h 02m
$1,349
Quickest round-trip
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Wed 10/7
7:15 am-4:47 pm
2 stops8h 32m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$1,356
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 10/15
7:15 am-6:00 pm
2 stops9h 45m
Chicago Midway
Mon 10/19
12:27 pm-10:24 pm
2 stops10h 57m
$1,489
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Sun 2/7
5:45 am-6:37 pm
2 stops11h 52m
Chicago Midway
Mon 2/8
12:30 pm-10:41 pm
2 stops11h 11m
$2,229
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Other flights from Helena
Popular flights