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Cheap flights from Sioux Falls to Chicago from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sioux Falls to Chicago departing on 10/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Delta Logo
10:48 am - 5:35 pmFSD-MDW
6h 47m1 stop
Delta Logo
7:15 pm - 10:44 pmMDW-FSD
3h 29m1 stop
$209Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
10:48 am - 5:35 pmFSD-MDW
6h 47m1 stop
Delta Logo
7:10 pm - 10:57 pmMDW-FSD
3h 47m1 stop
$239Delta
Find Deal
Wed, Oct 1 - Mon, Oct 6
Delta Logo
10:48 am - 5:35 pmFSD-MDW
6h 47m1 stop
Delta Logo
1:08 pm - 10:56 pmMDW-FSD
9h 48m2 stops
$244Delta
Find Deal
Wed, Oct 1 - Tue, Oct 7
Delta Logo
1:20 pm - 6:08 pmFSD-MDW
4h 48m1 stop
Delta Logo
6:45 pm - 10:58 pmMDW-FSD
4h 13m1 stop
$274Delta
Find Deal
Wed, Mar 4 - Sat, Mar 7
Delta Logo
5:15 am - 8:54 amFSD-MDW
3h 39m1 stop
Delta Logo
1:00 pm - 7:18 pmMDW-FSD
6h 18m2 stops
$279Delta
Find Deal
Wed, Mar 4 - Sat, Mar 7
Delta Logo
10:48 am - 5:35 pmFSD-MDW
6h 47m1 stop
Delta Logo
9:20 am - 12:55 pmMDW-FSD
3h 35m1 stop
$284Delta
Find Deal
Wed, Oct 1 - Tue, Oct 7
Frontier Logo
3:19 pm - 12:36 amFSD-MDW
9h 17m1 stop
Frontier Logo
9:26 pm - 6:33 pmMDW-FSD
21h 07m2 stops
$285Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
7:28 pm - 12:24 amFSD-MDW
4h 56m1 stop
Frontier Logo
10:31 am - 6:33 pmMDW-FSD
8h 02m1 stop
$302Frontier
Find Deal
Fri, Oct 10 - Mon, Oct 13
Frontier Logo
3:19 pm - 12:36 amFSD-MDW
9h 17m1 stop
Frontier Logo
6:24 pm - 6:33 pmMDW-FSD
24h 09m1 stop
$318Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
1:29 pm - 6:22 pmFSD-MDW
28h 53m1 stop
Logo
2:06 pm - 9:25 amMDW-FSD
43h 19m2 stops
$325
Find Deal
Sat, Nov 1 - Wed, Nov 5

Delta flights from Sioux Falls to Chicago Midway Airport

Our best Delta deals on Sioux Falls to Chicago Midway Airport flight tickets
Delta
Oct 1
FSD10:48 amSioux Falls Joe Foss Field
6h 47m
1 stop
MDW5:35 pmChicago Midway
Oct 4
MDW7:15 pmChicago Midway
3h 29m
1 stop
FSD10:44 pmSioux Falls Joe Foss Field
$209
Find similar
Delta
Oct 1
FSD10:48 amSioux Falls Joe Foss Field
6h 47m
1 stop
MDW5:35 pmChicago Midway
Oct 6
MDW7:10 pmChicago Midway
3h 47m
1 stop
FSD10:57 pmSioux Falls Joe Foss Field
$239
Find similar
Delta
Oct 1
FSD10:48 amSioux Falls Joe Foss Field
6h 47m
1 stop
MDW5:35 pmChicago Midway
Oct 7
MDW1:08 pmChicago Midway
9h 48m
2 stops
FSD10:56 pmSioux Falls Joe Foss Field
$244
Find similar

Frontier flights from Sioux Falls to Chicago Midway Airport

Our best Frontier deals on Sioux Falls to Chicago Midway Airport flight tickets
Frontier
Oct 23
FSD3:19 pmSioux Falls Joe Foss Field
9h 17m
1 stop
MDW12:36 amChicago Midway
Oct 26
MDW9:26 pmChicago Midway
21h 07m
2 stops
FSD6:33 pmSioux Falls Joe Foss Field
$285
Find similar
Frontier
Oct 10
FSD7:28 pmSioux Falls Joe Foss Field
4h 56m
1 stop
MDW12:24 amChicago Midway
Oct 13
MDW10:31 amChicago Midway
8h 02m
1 stop
FSD6:33 pmSioux Falls Joe Foss Field
$302
Find similar
Frontier
Oct 23
FSD3:19 pmSioux Falls Joe Foss Field
9h 17m
1 stop
MDW12:36 amChicago Midway
Oct 26
MDW6:24 pmChicago Midway
24h 09m
1 stop
FSD6:33 pmSioux Falls Joe Foss Field
$318
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sioux Falls 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 11, 2025.
Use the filters below to find and compare flights from Sioux Falls to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/1

10:48 am-5:35 pm

1 stop6h 47m

Chicago Midway

Sat 10/4

7:15 pm-10:44 pm

1 stop3h 29m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/1

10:48 am-5:35 pm

1 stop6h 47m

Chicago Midway

Mon 10/6

7:10 pm-10:57 pm

1 stop3h 47m

$239

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/1

10:48 am-5:35 pm

1 stop6h 47m

Chicago Midway

Tue 10/7

1:08 pm-10:56 pm

2 stops9h 48m

$244

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 3/4

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Sat 3/7

6:45 pm-10:58 pm

1 stop4h 13m

$274

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 3/4

5:15 am-8:54 am

1 stop3h 39m

Chicago Midway

Sat 3/7

1:00 pm-7:18 pm

2 stops6h 18m

$279

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/1

10:48 am-5:35 pm

1 stop6h 47m

Chicago Midway

Tue 10/7

9:20 am-12:55 pm

1 stop3h 35m

$284

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 10/23

3:19 pm-12:36 am

1 stop9h 17m

Chicago Midway

Sun 10/26

9:26 pm-6:33 pm

2 stops21h 07m

$285

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 10/10

7:28 pm-12:24 am

1 stop4h 56m

Chicago Midway

Mon 10/13

10:31 am-6:33 pm

1 stop8h 02m

$302

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 10/23

3:19 pm-12:36 am

1 stop9h 17m

Chicago Midway

Sun 10/26

6:24 pm-6:33 pm

1 stop24h 09m

$318

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 11/1

1:29 pm-6:22 pm

1 stop28h 53m

Chicago Midway

Wed 11/5

2:06 pm-9:25 am

2 stops43h 19m

$325

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Sioux Falls 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 time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Sioux Falls in the morning is the least expensive time of day to depart. momondo users have found prices as low as $408 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $598. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Sioux Falls to Chicago Midway Airport

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

Cheap Sioux Falls to Chicago Midway Airport (FSD to MDW) flight deals and tips

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

Direct flights

None
There are no direct flights from Sioux Falls to Chicago Midway Airport. There are no popular flight routes from Sioux Falls to Chicago Midway Airport.
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  • How far is Sioux Falls Joe Foss Field to Chicago Midway by plane?

    A flight from Sioux Falls Joe Foss Field to Chicago Midway will travel around 471.8 mi. 3h 35m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Sioux Falls Joe Foss Field Airport to Chicago Midway Airport?

    Prices for flights from Sioux Falls Joe Foss Field Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Sioux Falls Joe Foss Field Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Sioux Falls Joe Foss Field 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.

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 Sioux Falls to Chicago?

It is quick and easy to find Sioux Falls to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo allows you to filter the results for Sioux Falls to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Sioux Falls to Chicago?

Once all potential Sioux Falls to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Sioux Falls are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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