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$144+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — MDW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$229
(Delta)

One-way from

$144
(Delta)

Popular in

June

Cheapest in

February

Average price

$296
From Huntsville to Chicago Midway
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One-way flight from Huntsville to Chicago Midway
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This Delta deal was found by Cheapflights users on 8/14. 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 9/95:52 pmHSV - MDW
1 stop3h 34mDelta
Sat 9/136:00 amMDW - HSV
1 stop5h 06mDelta
Deal found 8/14$229
This Delta deal was found by Cheapflights users on 8/14. 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 9/62:14 pmHSV - MDW
1 stop6h 58mDelta
Sun 9/149:35 amMDW - HSV
1 stop3h 41mDelta
Deal found 8/14$257
This Delta deal was found by Cheapflights users on 8/13. 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 9/112:05 pmHSV - MDW
1 stop4h 30mDelta
Thu 9/189:35 amMDW - HSV
1 stop3h 41mDelta
Deal found 8/13$264
This Delta deal was found by Cheapflights users on 8/14. 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 9/146:15 amHSV - MDW
1 stop6h 13mDelta
Mon 9/156:30 pmMDW - HSV
1 stop4h 26mDelta
Deal found 8/14$287
This Delta deal was found by Cheapflights users on 8/14. 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 8/216:15 amHSV - MDW
1 stop6h 13mDelta
Tue 8/269:30 amMDW - HSV
1 stop3h 45mDelta
Deal found 8/14$294
This Delta deal was found by Cheapflights users on 8/14. 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 8/216:15 amHSV - MDW
1 stop6h 13mDelta
Mon 8/256:00 amMDW - HSV
1 stop5h 42mDelta
Deal found 8/14$309
This Delta deal was found by Cheapflights users on 8/12. 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 9/276:00 amHSV - MDW
1 stop3h 48mDelta
Sun 9/289:35 amMDW - HSV
1 stop3h 41mDelta
Deal found 8/12$314
This Delta deal was found by Cheapflights users on 8/14. 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 9/26:15 amHSV - MDW
1 stop6h 13mDelta
Thu 9/46:00 amMDW - HSV
1 stop5h 47mDelta
Deal found 8/14$327
This Delta deal was found by Cheapflights users on 8/12. 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 8/306:15 amHSV - MDW
1 stop6h 13mDelta
Wed 9/36:17 pmMDW - HSV
1 stop3h 45mDelta
Deal found 8/12$344
This Delta deal was found by Cheapflights users on 8/13. 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 9/206:15 amHSV - MDW
1 stop6h 13mDelta
Mon 9/226:30 pmMDW - HSV
1 stop4h 26mDelta
Deal found 8/13$354
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 12/225:30 amHSV - MDW
1 stop3h 51mDelta
Tue 12/309:30 amMDW - HSV
1 stop3h 59mDelta
Deal found 8/12$379
This Delta deal was found by Cheapflights users on 8/14. 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 10/82:01 pmHSV - MDW
1 stop4h 24mDelta
Sun 10/129:35 amMDW - HSV
1 stop3h 46mDelta
Deal found 8/14$394

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 August 14, 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

Sat 10/25

6:15 am-12:26 pm

1 stop6h 11m

Chicago Midway

Sat 11/1

4:23 pm-10:57 pm

1 stop6h 34m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 11/8

6:15 am-12:26 pm

1 stop6h 11m

Chicago Midway

Sat 11/15

1:00 pm-5:09 pm

1 stop4h 09m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Tue 9/9

5:52 pm-9:26 pm

1 stop3h 34m

Chicago Midway

Sat 9/13

6:00 am-11:06 am

1 stop5h 06m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 9/17

6:00 am-9:40 am

1 stop3h 40m

Chicago Midway

Sat 9/20

6:00 am-11:06 am

1 stop5h 06m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 9/6

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Sun 9/14

9:35 am-1:16 pm

1 stop3h 41m

$257

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 9/11

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Thu 9/18

9:35 am-1:16 pm

1 stop3h 41m

$257

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 8/27

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Sat 8/30

1:08 pm-5:54 pm

1 stop4h 46m

$264

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sun 9/14

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Mon 9/15

6:30 pm-10:56 pm

1 stop4h 26m

$287

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Mon 11/3

2:01 pm-6:25 pm

1 stop4h 24m

$144

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 9/12

10:09 am-9:51 am

1 stop23h 42m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 14 results
1
2

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 August 14, 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 August 14, 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
7,980 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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.

  • 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$523FlexibilityNo cancel feeOn-timeN/A

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