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Cheap flights from Huntsville to Chicago from $112

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 9/27. 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 (HSV-MDW)

Cheap round-trip flights

Delta Logo
2:01 pm - 6:25 pmHSV-MDW
4h 24m1 stop
Delta Logo
12:47 pm - 6:56 pmMDW-HSV
6h 09m1 stop
$229Delta
Find Deal
Wed, Nov 5 - Tue, Nov 11
Delta Logo
6:15 am - 12:28 pmHSV-MDW
6h 13m1 stop
Delta Logo
9:35 am - 1:21 pmMDW-HSV
3h 46m1 stop
$254Delta
Find Deal
Wed, Oct 8 - Tue, Oct 14
Delta Logo
6:10 am - 12:34 pmHSV-MDW
6h 24m1 stop
Delta Logo
6:00 am - 12:27 pmMDW-HSV
6h 27m1 stop
$274Delta
Find Deal
Sat, Nov 22 - Mon, Nov 24
Delta Logo
2:01 pm - 6:25 pmHSV-MDW
4h 24m1 stop
Delta Logo
9:35 am - 1:21 pmMDW-HSV
3h 46m1 stop
$279Delta
Find Deal
Fri, Oct 24 - Sun, Oct 26
Delta Logo
6:00 am - 9:40 amHSV-MDW
3h 40m1 stop
Delta Logo
6:00 am - 12:01 pmMDW-HSV
6h 01m1 stop
$287Delta
Find Deal
Tue, Sep 30 - Fri, Oct 3
Logo
7:06 pm - 12:44 pmHSV-MDW
17h 38m1 stop
Logo
11:31 am - 11:49 amMDW-HSV
24h 18m1 stop
$337
Find Deal
Sat, Oct 4 - Sat, Oct 18
Logo
12:29 pm - 4:20 pmHSV-MDW
27h 51m1 stop
Logo
9:43 pm - 8:53 amMDW-HSV
35h 10m2 stops
$340
Find Deal
Thu, Oct 23 - Thu, Oct 30
Logo
7:06 pm - 12:44 pmHSV-MDW
17h 38m1 stop
Logo
11:31 am - 11:49 amMDW-HSV
24h 18m1 stop
$354
Find Deal
Sat, Oct 4 - Sat, Oct 18
Logo
7:06 pm - 12:44 pmHSV-MDW
17h 38m1 stop
Logo
6:15 am - 11:49 amMDW-HSV
29h 34m2 stops
$357
Find Deal
Sat, Oct 4 - Sat, Oct 18
Logo
10:09 am - 11:46 pmHSV-MDW
13h 37m2 stops
Logo
11:57 am - 9:29 amMDW-HSV
21h 32m1 stop
$371
Find Deal
Fri, Oct 24 - Sun, Oct 26

Delta flights from Huntsville to Chicago Midway Airport

Our best Delta deals on Huntsville to Chicago Midway Airport flight tickets
Delta
Nov 5
HSV2:01 pmHuntsville
4h 24m
1 stop
MDW6:25 pmChicago Midway
Nov 11
MDW12:47 pmChicago Midway
6h 09m
1 stop
HSV6:56 pmHuntsville
$229
Find similar
Delta
Oct 8
HSV6:15 amHuntsville
6h 13m
1 stop
MDW12:28 pmChicago Midway
Oct 14
MDW9:35 amChicago Midway
3h 46m
1 stop
HSV1:21 pmHuntsville
$254
Find similar
Delta
Nov 22
HSV6:10 amHuntsville
6h 24m
1 stop
MDW12:34 pmChicago Midway
Nov 24
MDW6:00 amChicago Midway
6h 27m
1 stop
HSV12:27 pmHuntsville
$274
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 September 9, 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

Wed 11/5

2:01 pm-6:25 pm

1 stop4h 24m

Chicago Midway

Tue 11/11

12:47 pm-6:56 pm

1 stop6h 09m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 10/8

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Tue 10/14

9:35 am-1:21 pm

1 stop3h 46m

$254

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 11/22

6:10 am-12:34 pm

1 stop6h 24m

Chicago Midway

Mon 11/24

6:00 am-12:27 pm

1 stop6h 27m

$274

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 10/24

2:01 pm-6:25 pm

1 stop4h 24m

Chicago Midway

Sun 10/26

9:35 am-1:21 pm

1 stop3h 46m

$279

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Tue 9/30

6:00 am-9:40 am

1 stop3h 40m

Chicago Midway

Fri 10/3

6:00 am-12:01 pm

1 stop6h 01m

$287

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 10/4

7:06 pm-12:44 pm

1 stop17h 38m

Chicago Midway

Sat 10/18

11:31 am-11:49 am

1 stop24h 18m

$337

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Thu 10/23

12:29 pm-4:20 pm

1 stop27h 51m

Chicago Midway

Thu 10/30

9:43 pm-8:53 am

2 stops35h 10m

$340

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 10/4

7:06 pm-12:44 pm

1 stop17h 38m

Chicago Midway

Sat 10/18

11:31 am-11:49 am

1 stop24h 18m

$354

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 10/4

7:06 pm-12:44 pm

1 stop17h 38m

Chicago Midway

Sat 10/18

6:15 am-11:49 am

2 stops29h 34m

$357

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Fri 10/24

10:09 am-11:46 pm

2 stops13h 37m

Chicago Midway

Sun 10/26

11:57 am-9:29 am

1 stop21h 32m

$371

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 40m, 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 $278Free CancellationRating
7.9
7,965 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
Lansing
Portage
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.

An easier way to manage your Chicago Midway Airport trip

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