HSV - MDW

$107 Find Cheap Flights from Huntsville to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Huntsville to Midway departing on 3/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Huntsville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Huntsville to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$229
Delta
Mon 3/9Tue 3/17
HSV - MDW • 1 stop
Cheapest one-way
$107
Multiple Airlines
Sun 3/8
HSV - MDW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Huntsville to Midway (HSV-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Huntsville to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Huntsville to Midway

Mon, Mar 9 - Tue, Mar 17
Delta Logo
5:22 pm - 10:31 pm
HSV
-
MDW
5h 09m
1 stop
Delta Logo
6:00 am - 10:08 am
MDW
-
HSV
4h 08m
1 stop
$229Delta
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
5:53 pm - 1:08 pm
HSV
-
MDW
19h 15m
1 stop
Multiple Airlines Logo
9:10 am - 7:59 pm
MDW
-
HSV
10h 49m
1 stop
$230Multiple Airlines
Thu, Feb 19 - Thu, Mar 12
Multiple Airlines Logo
2:43 pm - 10:25 pm
HSV
-
MDW
31h 42m
2 stops
Multiple Airlines Logo
9:10 am - 7:59 pm
MDW
-
HSV
10h 49m
1 stop
$248Multiple Airlines
Thu, Feb 19 - Thu, Mar 12
Delta Logo
7:45 am - 11:59 am
HSV
-
MDW
4h 14m
1 stop
Delta Logo
9:35 am - 1:23 pm
MDW
-
HSV
3h 48m
1 stop
$249Delta
Wed, Jun 10 - Sat, Jun 13
Delta Logo
6:30 am - 12:30 pm
HSV
-
MDW
6h 00m
1 stop
Delta Logo
6:00 am - 11:04 am
MDW
-
HSV
5h 04m
1 stop
$264Delta
Sat, Feb 21 - Wed, Feb 25
Delta Logo
5:12 pm - 10:31 pm
HSV
-
MDW
5h 19m
1 stop
Delta Logo
6:00 am - 11:58 am
MDW
-
HSV
5h 58m
1 stop
$269Delta
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
2:43 pm - 2:26 pm
HSV
-
MDW
23h 43m
1 stop
Multiple Airlines Logo
9:04 pm - 1:59 pm
MDW
-
HSV
16h 55m
2 stops
$275Multiple Airlines
Thu, Jul 9 - Mon, Jul 13
Delta Logo
6:30 am - 12:30 pm
HSV
-
MDW
6h 00m
1 stop
Delta Logo
6:00 am - 11:04 am
MDW
-
HSV
5h 04m
1 stop
$299Delta
Fri, Feb 27 - Sun, Mar 1
Delta Logo
12:43 pm - 5:45 pm
HSV
-
MDW
5h 02m
1 stop
Delta Logo
9:34 am - 1:20 pm
MDW
-
HSV
3h 46m
1 stop
$314Delta
Wed, Jun 3 - Sat, Jun 13
Delta Logo
6:00 am - 12:42 pm
HSV
-
MDW
6h 42m
1 stop
Delta Logo
6:00 am - 11:04 am
MDW
-
HSV
5h 04m
1 stop
$329Delta
Booking Insights

KAYAK's insights & trends for Huntsville to Midway flights

Get data-powered insights and trends into flights from Huntsville to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Huntsville to Chicago Midway Airport?

Percentage of 1-stop round-trip flights from Huntsville to Chicago Midway Airport chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Detroit (DTW) is the top choice – 57% of KAYAK users who clicked on 1-stop flights from Huntsville to Chicago Midway Airport picked an itinerary connecting there.

What is the cheapest layover airport when flying from Huntsville to Chicago Midway Airport?

Average round-trip price for 1-stop flights from Huntsville to Chicago Midway Airport clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $407.

Which layover airport offers the shortest total travel time from Huntsville to Chicago Midway Airport?

Shortest average total travel time for 1-stop one-way flights from Huntsville to Chicago Midway Airport via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Detroit (DTW) for the shortest journey. The average one-way travel time for flights connecting there is 4h 34m.

Which layover airport has the quickest connection when flying from Huntsville to Chicago Midway Airport?

Average layover duration at different layover airports for 1-stop one-way flights from Huntsville to Chicago Midway Airport, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Detroit (DTW) often has the shortest layovers from Huntsville to Chicago Midway Airport, with an average of 1h 06m.

Good to know

Low seasonNovember
Cheapest flight$107
Best time to beat the crowds with an average 46% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from Huntsville to Chicago Midway Airport

When to book flights from Huntsville to Midway

Are your dates flexible? Find out the best times to travel from Huntsville to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Huntsville to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Huntsville to Chicago Midway Airport was $107 for a one-way ticket and $229 for a round-trip.

  • Do I need a passport to fly between Huntsville and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Huntsville to Chicago Midway Airport?

    When flying out of Huntsville you will be using Huntsville. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which aircraft models fly most regularly from Huntsville to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Huntsville to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Huntsville and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Huntsville to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Huntsville to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Huntsville to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Huntsville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Huntsville to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Huntsville with another airline. Booking your flights between Huntsville and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Huntsville to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Huntsville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Huntsville to Midway

 
See real verified KAYAK customer reviews for airlines flying from Huntsville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Huntsville to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8173 reviews
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
7.9Comfort
Airline reviews

The flight was great as well as the airline staff

10.0 ExcellentPatty, Feb 2026
TPA - ATL
Read more Delta reviews

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Second flight in a row where the entertainment system is broken. 5 hour long flight with no entertainment and flight attendants did not seem interested in resolving the matter. Very shocked to be treated this poorly considering I paid for a first class experience and have Diamond Medallion status.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Everything you need to know for your flight from Huntsville to Midway

Information on your arrival and departure airports