$655+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — MDW
Nov 8 — Nov 151
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
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 October 9, 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 9, 2026.
This Delta deal was found by Cheapflights users on 10/6. 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 10/6![Delta logo]()
$824
This Delta deal was found by Cheapflights users on 10/6. 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 11/107:00 am -
2 stops8h 39m
Thu 11/121:05 pm -
2 stops10h 21m
Deal found 10/6![Delta logo]()
$1,103
This Delta deal was found by Cheapflights users on 10/8. 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
Fri 10/1612:27 pm -
2 stops10h 57m
Deal found 10/8![Delta logo]()
$1,166
This Delta deal was found by Cheapflights users on 10/7. 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 12/177:03 am -
2 stops8h 47m
Thu 12/249:58 am -
2 stops13h 28m
Deal found 10/7![Delta logo]()
$1,219
This Delta deal was found by Cheapflights users on 10/7. 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 12/107:03 am -
2 stops9h 58m
Fri 12/111:41 pm -
2 stops9h 51m
Deal found 10/7![Delta logo]()
$1,234
This Delta deal was found by Cheapflights users on 10/7. 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 11/57:15 am -
2 stops8h 32m
Sun 11/81:27 pm -
2 stops9h 57m
Deal found 10/7![Delta logo]()
$1,670
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 9, 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 9, 2026.
This Delta deal was found by Cheapflights users on 10/6. 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 11/107:00 am -
2 stops8h 39m
Thu 11/121:05 pm -
2 stops10h 21m
Deal found 10/6![Delta logo]()
$1,103
This Delta deal was found by Cheapflights users on 10/7. 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 12/177:03 am -
2 stops8h 47m
Thu 12/249:58 am -
2 stops13h 28m
Deal found 10/7![Delta logo]()
$1,219
This Delta deal was found by Cheapflights users on 10/7. 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 12/107:03 am -
2 stops9h 58m
Fri 12/111:41 pm -
2 stops9h 51m
Deal found 10/7![Delta logo]()
$1,234
This Delta deal was found by Cheapflights users on 10/7. 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 11/57:15 am -
2 stops8h 32m
Sun 11/81:27 pm -
2 stops9h 57m
Deal found 10/7![Delta logo]()
$1,670
Last-minute flights from Helena to MidwayDiscover last-minute flight deals from Helena to Midway. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Helena to Midway. Data last updated October 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/6. 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 10/6![Delta logo]()
$824
This Delta deal was found by Cheapflights users on 10/8. 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
Fri 10/1612:27 pm -
2 stops10h 57m
Deal found 10/8![Delta logo]()
$1,166
This Delta deal was found by Cheapflights users on 10/7. 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 11/57:15 am -
2 stops8h 32m
Sun 11/81:27 pm -
2 stops9h 57m
Deal found 10/7![Delta logo]()
$1,670
This Delta deal was found by Cheapflights users on 10/6. 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 11/107:00 am -
2 stops8h 39m
Thu 11/121:05 pm -
2 stops10h 21m
Deal found 10/6![Delta logo]()
$1,103
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 October 9, 2026.
Search for one-way flight options from Helena to Midway. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Delta deal was found by Cheapflights users on 10/8. 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 10/297:15 am -
2 stops8h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$655
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Thu 10/295:26 pm -
3 stops47h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$688
This Delta deal was found by Cheapflights users on 10/5. 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 11/287:00 am -
2 stops10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$765
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Sat 11/284:53 pm -
3 stops49h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$1,045
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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,103 (Delta) |
One-way from | $655 (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 9, 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 10/29
7:15 am-4:47 pm
2 stops8h 32m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$655
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 10/29
5:26 pm-5:47 pm
3 stops47h 21m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$688
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Sat 11/28
7:00 am-6:04 pm
2 stops10h 04m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$765
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Sat 11/28
4:53 pm-7:47 pm
3 stops49h 54m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$1,045
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Tue 11/10
7:00 am-4:39 pm
2 stops8h 39m
Chicago Midway
Thu 11/12
1:05 pm-10:26 pm
2 stops10h 21m
$1,103
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 12/17
7:03 am-4:50 pm
2 stops8h 47m
Chicago Midway
Thu 12/24
9:58 am-10:26 pm
2 stops13h 28m
$1,219
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 12/10
7:03 am-6:01 pm
2 stops9h 58m
Chicago Midway
Fri 12/11
1:41 pm-10:32 pm
2 stops9h 51m
$1,234
HelenaChicago
HLN Helena - MDW Chicago Midway
HLNMDW
Helena
Thu 11/5
7:15 am-4:47 pm
2 stops8h 32m
Chicago Midway
Sun 11/8
1:27 pm-10:24 pm
2 stops9h 57m
$1,670
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?
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