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Cheap flights from Huntsville to Chicago from $144

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Huntsville to Chicago departing on 11/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Huntsville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:10 am - 12:34 pmHSV-MDW
6h 24m1 stop
Delta Logo
9:34 am - 1:31 pmMDW-HSV
3h 57m1 stop
$229Delta
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
5:20 am - 9:52 amHSV-MDW
4h 32m1 stop
Delta Logo
6:00 am - 12:27 pmMDW-HSV
6h 27m1 stop
$258Delta
Find Deal
Fri, Nov 21 - Sun, Nov 23
Delta Logo
5:20 am - 9:52 amHSV-MDW
4h 32m1 stop
Delta Logo
5:34 pm - 10:49 pmMDW-HSV
5h 15m1 stop
$269Delta
Find Deal
Thu, Nov 13 - Mon, Nov 17
Delta Logo
2:11 pm - 6:00 pmHSV-MDW
3h 49m1 stop
Delta Logo
9:34 am - 1:31 pmMDW-HSV
3h 57m1 stop
$284Delta
Find Deal
Thu, Dec 4 - Fri, Dec 12
Delta Logo
5:20 am - 9:52 amHSV-MDW
4h 32m1 stop
Delta Logo
12:47 pm - 6:56 pmMDW-HSV
6h 09m1 stop
$287Delta
Find Deal
Sun, Nov 23 - Tue, Nov 25
Delta Logo
7:00 am - 11:52 amHSV-MDW
4h 52m1 stop
Delta Logo
6:00 am - 12:27 pmMDW-HSV
6h 27m1 stop
$304Delta
Find Deal
Fri, Nov 14 - Sun, Nov 16
Delta Logo
5:20 am - 9:52 amHSV-MDW
4h 32m1 stop
Delta Logo
5:34 pm - 10:49 pmMDW-HSV
5h 15m1 stop
$313Delta
Find Deal
Fri, Nov 21 - Mon, Nov 24
Delta Logo
5:20 am - 9:52 amHSV-MDW
4h 32m1 stop
Delta Logo
10:47 am - 3:31 pmMDW-HSV
4h 44m1 stop
$387Delta
Find Deal
Mon, Nov 17 - Wed, Nov 19
Multiple Airlines Logo
10:09 am - 10:39 pmHSV-MDW
12h 30m1 stop
Multiple Airlines Logo
8:42 pm - 8:53 amMDW-HSV
36h 11m2 stops
$400Multiple Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Multiple Airlines Logo
12:29 pm - 4:52 pmHSV-MDW
28h 23m1 stop
Multiple Airlines Logo
8:04 pm - 1:03 pmMDW-HSV
16h 59m2 stops
$462Multiple Airlines
Find Deal
Sun, Nov 23 - Tue, Nov 25

Delta flights from Huntsville to Chicago Midway Airport

Our best Delta deals on Huntsville to Chicago Midway Airport flight tickets
Delta
Dec 5
HSV6:10 amHuntsville
6h 24m
1 stop
MDW12:34 pmChicago Midway
Dec 8
MDW9:34 amChicago Midway
3h 57m
1 stop
HSV1:31 pmHuntsville
$229
Find similar
Delta
Nov 21
HSV5:20 amHuntsville
4h 32m
1 stop
MDW9:52 amChicago Midway
Nov 23
MDW6:00 amChicago Midway
6h 27m
1 stop
HSV12:27 pmHuntsville
$258
Find similar
Delta
Nov 13
HSV5:20 amHuntsville
4h 32m
1 stop
MDW9:52 amChicago Midway
Nov 17
MDW5:34 pmChicago Midway
5h 15m
1 stop
HSV10:49 pmHuntsville
$269
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Huntsville to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 30, 2025.
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

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 12/5

6:10 am-12:34 pm

1 stop6h 24m

Chicago Midway

Mon 12/8

9:34 am-1:31 pm

1 stop3h 57m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 11/21

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Sun 11/23

6:00 am-12:27 pm

1 stop6h 27m

$258

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 11/13

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Mon 11/17

5:34 pm-10:49 pm

1 stop5h 15m

$269

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 12/4

2:11 pm-6:00 pm

1 stop3h 49m

Chicago Midway

Fri 12/12

9:34 am-1:31 pm

1 stop3h 57m

$284

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sun 11/23

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Tue 11/25

12:47 pm-6:56 pm

1 stop6h 09m

$287

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 11/14

7:00 am-11:52 am

1 stop4h 52m

Chicago Midway

Sun 11/16

6:00 am-12:27 pm

1 stop6h 27m

$304

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 11/21

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Mon 11/24

5:34 pm-10:49 pm

1 stop5h 15m

$313

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Mon 11/17

5:20 am-9:52 am

1 stop4h 32m

Chicago Midway

Wed 11/19

10:47 am-3:31 pm

1 stop4h 44m

$387

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 12/5

10:09 am-10:39 pm

1 stop12h 30m

Chicago Midway

Mon 12/8

8:42 pm-8:53 am

2 stops36h 11m

$400

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sun 11/23

12:29 pm-4:52 pm

1 stop28h 23m

Chicago Midway

Tue 11/25

8:04 pm-1:03 pm

2 stops16h 59m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Huntsville to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Huntsville. The lowest ticket price found for a Thursday departure recently was $380. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Huntsville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $389.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Huntsville in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $427 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $430. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Huntsville to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Huntsville to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Huntsville to Chicago Midway Airport (HSV to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Huntsville to Chicago Midway Airport

Direct flights

None
There are no direct flights from Huntsville to Chicago Midway Airport. There are no popular flight routes from Huntsville to Chicago Midway Airport.
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  • How far is Huntsville to Chicago Midway by plane?

    The straight-line distance from Huntsville to Chicago Midway is 491.2 mi. Flights usually cover this in 3h 49m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Huntsville Airport to Chicago Midway Airport?

    Prices for flights from Huntsville Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Huntsville Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Huntsville Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Huntsville Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Huntsville to Chicago Midway Airport?

Best airlines flying from Huntsville to Chicago Midway Airport

Compare and see reviews for airlines that fly from Huntsville to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $273Free CancellationRating
7.9
7,998 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Huntsville to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Huntsville.

Can I find flights from Huntsville to Chicago with flexible booking policies on momondo?

Flights from Huntsville to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Huntsville to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Huntsville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Huntsville to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Huntsville to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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