Midway

$184+ Cheap flights from Huntsville (HSV) to Midway (MDW)

HSV — MDW
Dec 5 — Dec 121
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1. Tell us where you want to go

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2. Select your favorite providers

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Cheap flight deals from Huntsville to Midway

Cheapest flights from Huntsville to Midway

Sat 12/195:05 pm -
1 stop5h 17m
Thu 12/249:29 am -
1 stop5h 41m
Deal found 11/3$266
Sat 12/55:20 am -
1 stop5h 08m
Sun 12/66:00 am -
1 stop5h 25m
Deal found 11/4$276
Wed 11/252:15 pm -
1 stop3h 49m
Wed 12/26:00 am -
1 stop5h 25m
Deal found 11/2$279
Fri 12/46:37 pm -
1 stop4h 17m
Sun 12/66:00 am -
1 stop5h 25m
Deal found 11/3$291
Mon 11/3010:08 am -
1 stop6h 10m
Tue 12/159:37 am -
1 stop4h 22m
Deal found 11/2$306
Wed 11/1112:31 pm -
1 stop3h 47m
Sat 11/144:13 pm -
1 stop6h 48m
Deal found 11/4$307
Fri 12/47:45 pm -
2 stops15h 48m
Sun 12/68:37 pm -
1 stop16h 46m
Deal found 11/3$310
Wed 11/1812:31 pm -
1 stop3h 47m
Sat 11/219:30 am -
1 stop4h 25m
Deal found 11/4$317
Sat 11/146:00 am -
1 stop6h 51m
Mon 11/169:30 am -
1 stop4h 25m
Deal found 11/3$334
Thu 11/126:00 am -
1 stop6h 51m
Sat 11/144:13 pm -
1 stop6h 48m
Deal found 11/4$339

Find flight deals from Huntsville to Midway

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(Delta)

One-way from

$184
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$842
Provider with most accurate pricing for Huntsville-Chicago Midway flight deals.
Provider most trusted by Cheapflights users for Huntsville-Chicago Midway flights.
From Huntsville to Chicago Midway
One-way flight from Huntsville to Chicago Midway
Highest demand for flights based on searches. 19% potential increase in price ($101 potential increase over avg. RT price).
Cheapest flight prices on average. 10% potential price decrease ($42 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Huntsville to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Thu 11/12

10:42 am-2:26 pm

2 stops27h 44m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$221

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Sat 12/19

7:03 pm-12:03 pm

2 stops41h 00m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$250

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Thu 11/12

7:10 pm-11:25 am

3 stops40h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$250

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Sat 12/19

5:05 pm-10:22 pm

1 stop5h 17m

Chicago Midway

Thu 12/24

9:29 am-3:10 pm

1 stop5h 41m

$266

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Sat 12/5

10:00 am-3:04 pm

1 stop5h 04m

Chicago Midway

Sun 12/6

6:00 am-11:25 am

1 stop5h 25m

$266

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Fri 12/4

6:37 pm-10:54 pm

1 stop4h 17m

Chicago Midway

Sun 12/6

6:00 am-11:25 am

1 stop5h 25m

$291

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Sun 12/13

10:09 am-4:16 pm

1 stop6h 07m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$299
Quickest round-trip

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Sat 12/19

5:20 am-9:13 am

1 stop3h 53m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$299

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Fri 12/25

9:25 am-2:41 pm

1 stop5h 16m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$299

HuntsvilleChicago

HSV Huntsville - MDW Chicago Midway

HSVMDW

Huntsville

Fri 12/18

7:15 am-12:04 pm

1 stop4h 49m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from Huntsville to Midway

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Huntsville to Midway in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 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

Reviews of airlines servicing Midway

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.

Food

7.2

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Boarding

8.1

Comfort

7.8

Overall

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • 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 5h 17m. 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 $220, 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. Users have found that Delta is 48% cheaper than the other options available to this destination.

  • 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.

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
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Huntsville to Midway

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$220Average$508FlexibilityNo cancel feeOn-timeN/A

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