HSV - MDW

$124 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 2/26. 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
$239
Delta
Sat 6/13Sat 6/20
HSV - MDW • 1 stop
Cheapest one-way
$124
Multiple Airlines
Thu 2/26
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

Sat, Jun 13 - Sat, Jun 20
Delta Logo
6:30 am - 12:30 pm
HSV
-
MDW
6h 00m
1 stop
Delta Logo
9:30 am - 1:29 pm
MDW
-
HSV
3h 59m
1 stop
$239Delta
Wed, Mar 4 - Sat, Mar 7
Delta Logo
5:26 am - 9:54 am
HSV
-
MDW
4h 28m
1 stop
Delta Logo
9:34 am - 1:20 pm
MDW
-
HSV
3h 46m
1 stop
$249Delta
Fri, Apr 17 - Mon, Apr 20
Delta Logo
6:30 am - 12:43 pm
HSV
-
MDW
6h 13m
1 stop
Delta Logo
9:27 am - 2:02 pm
MDW
-
HSV
4h 35m
1 stop
$267Delta
Sat, Feb 28 - Wed, Mar 4
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
Fri, Apr 17 - Sun, Apr 19
Delta Logo
6:30 am - 12:43 pm
HSV
-
MDW
6h 13m
1 stop
Delta Logo
9:27 am - 2:02 pm
MDW
-
HSV
4h 35m
1 stop
$274Delta
Wed, Feb 25 - 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
$279Delta
Tue, Feb 24 - Sat, Feb 28
Delta Logo
5:12 pm - 10:33 pm
HSV
-
MDW
5h 21m
1 stop
Delta Logo
9:34 am - 1:20 pm
MDW
-
HSV
3h 46m
1 stop
$299Delta
Fri, Mar 6 - Sun, Mar 8
Delta Logo
5:24 am - 9:54 am
HSV
-
MDW
4h 30m
1 stop
Delta Logo
6:00 am - 10:08 am
MDW
-
HSV
4h 08m
1 stop
$304Delta
Fri, May 15 - Sun, May 17
Delta Logo
4:08 pm - 9:09 pm
HSV
-
MDW
5h 01m
1 stop
Delta Logo
6:30 am - 11:44 am
MDW
-
HSV
5h 14m
1 stop
$305Delta
Sun, Mar 15 - Wed, Mar 18
Delta Logo
2:05 pm - 5:54 pm
HSV
-
MDW
3h 49m
1 stop
Delta Logo
9:35 am - 1:23 pm
MDW
-
HSV
3h 48m
1 stop
$307Delta
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.

Find deals

Good to know

Low seasonNovember
Cheapest flight$124
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 $124 for a one-way ticket and $239 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 8203 reviews
7.2Food
8.5Crew
7.8Entertainment
7.9Comfort
8.1Boarding
Airline reviews

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

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

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

The gate agent was most helpful in getting me on to fly standby. I greatly appreciate it.

bulkhead seat had very little legroom - even in bsiness class.

The plane was an older model, so it wasn’t as comfortable as others. The flight attendants were not helpful during onboarding. It was a full flight so there was chaos finding space for baggage.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

This is the first time I've been disappointed with Delta. I was called by Delta to see if I would volunteer to change flights since my original flight home was overbooked. I accepted. The modified booking only provided me a 35 minute layover - when you subtract the fact that boarding closes for a flight 15 minutes early, that gave me 20 minutes to run for one end of the airport to the other. I barely made it. On the 2.5 hour flight to Tampa, the crew repeatedly let us know over the intercom that they cannot serve drinks or snacks due to safety/turbulence. I would have accepted this reason if they did not CONTINUALLY SERVE DRINKS AND COOKED FOOD to First class. If safety is the excuse then the entire plane should be strapped in for safety. On top of this the air conditioning vents were not working correctly and the plane was uncomfortably warm. I love Delta and am a loyal Delta traveler, and I have never had an experience like this. I don't know if there's a disconnect between availability among third-party sites like KAYAK and the airlines or what, but when overbooking causes issues like this for travelers it should be reviewed and changes to the booking process should be made. I blame BOTH KAYAK and Delta for this terrible experience.

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

Information on your arrival and departure airports

Huntsville (HSV)
Midway (MDW)