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$139+ Cheap flights from Huntsville (HSV) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — MDW
Oct 28 — Nov 41
Tue 10/28
Tue 11/4
1 adult, Economy
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Cheap flight deals from Huntsville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Huntsville (HSV) 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 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$264
(Delta)

One-way from

$139
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$279
Provider with most accurate pricing for Huntsville-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Huntsville-Chicago Midway flights.
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From Huntsville to Chicago Midway
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One-way flight from Huntsville to Chicago Midway
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Highest demand for flights based on searches. 4% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Huntsville to Midway

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

This Delta deal was found by Cheapflights users on 9/26. 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.
Fri 11/146:22 pmHSV - MDW
1 stop5h 18mDelta
Sun 11/165:34 pmMDW - HSV
1 stop5h 13mDelta
Deal found 9/26$264
This Delta deal was found by Cheapflights users on 9/26. 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.
Sat 10/116:15 amHSV - MDW
1 stop6h 11mDelta
Wed 10/159:35 amMDW - HSV
1 stop3h 46mDelta
Deal found 9/26$284
This Delta deal was found by Cheapflights users on 9/26. 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.
Sat 9/272:14 pmHSV - MDW
1 stop6h 56mDelta
Mon 9/296:30 pmMDW - HSV
1 stop4h 26mDelta
Deal found 9/26$310
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1612:29 pmHSV - MDW
2 stops11h 17mMultiple Airlines
Thu 10/2310:49 amMDW - HSV
1 stop22h 40mMultiple Airlines
Deal found 9/26$318
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:06 pmHSV - MDW
1 stop16h 38mMultiple Airlines
Wed 10/158:05 amMDW - HSV
2 stops27h 44mMultiple Airlines
Deal found 9/26$345
This Delta deal was found by Cheapflights users on 9/26. 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.
Thu 10/162:01 pmHSV - MDW
1 stop4h 24mDelta
Thu 10/239:35 amMDW - HSV
1 stop3h 46mDelta
Deal found 9/26$359
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:09 amHSV - MDW
1 stop6h 11mMultiple Airlines
Sun 10/1912:09 pmMDW - HSV
1 stop21h 20mMultiple Airlines
Deal found 9/26$389
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1912:29 pmHSV - MDW
1 stop27h 51mMultiple Airlines
Thu 10/2310:49 amMDW - HSV
1 stop22h 40mMultiple Airlines
Deal found 9/27$417
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1010:09 amHSV - MDW
1 stop29h 02mMultiple Airlines
Tue 10/148:05 amMDW - HSV
2 stops24h 48mMultiple Airlines
Deal found 9/26$432
This Delta deal was found by Cheapflights users on 9/27. 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.
Wed 10/89:49 amHSV - MDW
1 stop6h 20mDelta
Sun 10/126:00 amMDW - HSV
1 stop6h 32mDelta
Deal found 9/27$449

Cheapflights Fare Finder

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

Fly from

Huntsville

Fly to

Midway

Route

Depart

Return

Price

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 1/30

2:15 pm-6:34 pm

1 stop4h 19m

Chicago Midway

Sun 2/1

9:30 am-1:36 pm

1 stop4h 06m

$264

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 10/11

6:15 am-12:26 pm

1 stop6h 11m

Chicago Midway

Tue 10/14

6:00 am-12:32 pm

1 stop6h 32m

$284

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 12/26

12:03 pm-4:15 pm

1 stop4h 12m

Chicago Midway

Wed 12/31

9:29 am-1:20 pm

1 stop3h 51m

$314

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 11/14

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Sun 11/16

6:00 am-12:27 pm

1 stop6h 27m

$314

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 10/16

12:29 pm-11:46 pm

2 stops11h 17m

Chicago Midway

Thu 10/23

10:49 am-9:29 am

1 stop22h 40m

$318

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 10/11

7:06 pm-11:44 am

1 stop16h 38m

Chicago Midway

Wed 10/15

8:05 am-11:49 am

2 stops27h 44m

$345

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 10/16

2:01 pm-6:25 pm

1 stop4h 24m

Chicago Midway

Thu 10/23

9:35 am-1:21 pm

1 stop3h 46m

$359

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 10/17

10:09 am-4:20 pm

1 stop6h 11m

Chicago Midway

Sun 10/19

12:09 pm-9:29 am

1 stop21h 20m

$389

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 3/12

12:10 pm-4:25 pm

1 stop4h 15m

Chicago Midway

Mon 3/16

6:00 am-11:04 am

1 stop5h 04m

$409

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 10/10

10:09 am-3:11 pm

1 stop29h 02m

Chicago Midway

Tue 10/14

8:05 am-8:53 am

2 stops24h 48m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/26

Showing 1-10 of 15 results
1
2

Compare providers for flights from Huntsville to Midway

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 Huntsville to Midway in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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 Huntsville-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Huntsville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Huntsville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Huntsville-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Huntsville-Chicago Midway Airport 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 Huntsville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Huntsville 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.

Cheapflights Insights

Everything you need to know about your flight from Huntsville to Chicago Midway Airport

What is the cheapest month to book a flight from Huntsville to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Huntsville to Chicago Midway Airport (average of $160). Flying from Huntsville to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HSV to MDW?

Find hourly flight availability from Huntsville to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Huntsville to Chicago Midway Airport at noon. If you’re flexible enough to do this you can expect to save up to 1% on your trip compared to booking a flight in the morning.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated September 28, 2025.
Get a feel of what it's like to fly with Delta from Huntsville to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Huntsville to Midway. 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 from for flights from Huntsville to Chicago Midway?

    Huntsville (HSV) is the airport you will fly out of if you book a flight from Huntsville to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Huntsville; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Huntsville airport to Chicago Midway. It is only a 12.4 mi journey to Huntsville (HSV) from Huntsville’s city center.

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

    Delta can get you from Huntsville to Chicago Midway Airport in just under 4h 19m. Your travel time can differ by up to . Huntsville and Chicago Midway Airport are separated by a distance of 496 mi.

  • What is the cheapest airline to fly from Huntsville to Chicago Midway Airport round-trip?

    Currently priced at $278, Delta will fly you from Huntsville to Chicago Midway Airport and back. In addition to Delta, many other airlines offer competitively priced options for your trip.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Huntsville to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Huntsville to Chicago Midway Airport (average of $160). Flying from Huntsville to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Huntsville to Midway

Discover the top airline that operate flights from Huntsville to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$523FlexibilityNo cancel feeOn-timeN/A

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