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Cheap flights from Sioux Falls to Chicago from $188

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 7/7. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Sioux Falls to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:20 pm - 6:05 pm
FSD
-
MDW
4h 45m
1 stop
Delta Logo
6:45 pm - 10:46 pm
MDW
-
FSD
4h 01m
1 stop
$269Delta
Fri, Sep 11 - Sun, Sep 13
Delta Logo
1:26 pm - 6:01 pm
FSD
-
MDW
4h 35m
1 stop
Delta Logo
7:25 pm - 10:51 pm
MDW
-
FSD
3h 26m
1 stop
$279Delta
Fri, Aug 21 - Mon, Aug 24
Delta Logo
1:13 pm - 5:54 pm
FSD
-
MDW
4h 41m
1 stop
Delta Logo
6:55 pm - 10:54 pm
MDW
-
FSD
3h 59m
1 stop
$284Delta
Sat, Jun 20 - Sat, Jun 27
Delta Logo
1:13 pm - 5:54 pm
FSD
-
MDW
4h 41m
1 stop
Delta Logo
6:55 pm - 10:54 pm
MDW
-
FSD
3h 59m
1 stop
$294Delta
Sat, Jun 20 - Sat, Jun 27
Delta Logo
5:00 am - 8:37 am
FSD
-
MDW
3h 37m
1 stop
Delta Logo
6:55 pm - 10:52 pm
MDW
-
FSD
3h 57m
1 stop
$314Delta
Wed, Jul 29 - Sat, Aug 1
Delta Logo
1:26 pm - 6:01 pm
FSD
-
MDW
4h 35m
1 stop
Delta Logo
7:25 pm - 10:51 pm
MDW
-
FSD
3h 26m
1 stop
$324Delta
Thu, Sep 3 - Mon, Sep 7
Delta Logo
1:13 pm - 5:54 pm
FSD
-
MDW
4h 41m
1 stop
Delta Logo
7:16 pm - 11:12 pm
MDW
-
FSD
3h 56m
1 stop
$329Delta
Sat, Jun 20 - Fri, Jun 26
Delta Logo
5:00 am - 8:39 am
FSD
-
MDW
3h 39m
1 stop
Delta Logo
7:25 pm - 10:51 pm
MDW
-
FSD
3h 26m
1 stop
$369Delta
Fri, Sep 4 - Mon, Sep 7
Delta Logo
1:53 pm - 6:18 pm
FSD
-
MDW
4h 25m
1 stop
Delta Logo
6:55 pm - 10:54 pm
MDW
-
FSD
3h 59m
1 stop
$374Delta
Fri, Jun 19 - Sat, Jun 27
Delta Logo
5:00 am - 8:39 am
FSD
-
MDW
3h 39m
1 stop
Delta Logo
7:25 pm - 10:51 pm
MDW
-
FSD
3h 26m
1 stop
$379Delta
Fri, Sep 4 - Mon, Sep 7

Delta flights from Sioux Falls to Chicago Midway Airport

Our best Delta deals on Sioux Falls to Chicago Midway Airport flight tickets
Delta
Sep 11
FSD1:20 pmSioux Falls Joe Foss Field
4h 45m
1 stop
MDW6:05 pmChicago Midway
Sep 13
MDW6:45 pmChicago Midway
4h 01m
1 stop
FSD10:46 pmSioux Falls Joe Foss Field
$269
Delta
Aug 21
FSD1:26 pmSioux Falls Joe Foss Field
4h 35m
1 stop
MDW6:01 pmChicago Midway
Aug 24
MDW7:25 pmChicago Midway
3h 26m
1 stop
FSD10:51 pmSioux Falls Joe Foss Field
$279
Delta
Jun 20
FSD1:13 pmSioux Falls Joe Foss Field
4h 41m
1 stop
MDW5:54 pmChicago Midway
Jun 27
MDW6:55 pmChicago Midway
3h 59m
1 stop
FSD10:54 pmSioux Falls Joe Foss Field
$284

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 June 6, 2026.
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

Cheapest round-trip

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 9/11

1:20 pm-6:05 pm

1 stop4h 45m

Chicago Midway

Sun 9/13

6:45 pm-10:46 pm

1 stop4h 01m

$269

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 8/21

1:26 pm-6:01 pm

1 stop4h 35m

Chicago Midway

Mon 8/24

7:25 pm-10:51 pm

1 stop3h 26m

$279

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 6/20

1:13 pm-5:54 pm

1 stop4h 41m

Chicago Midway

Sat 6/27

6:55 pm-10:54 pm

1 stop3h 59m

$284

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 6/20

1:13 pm-5:54 pm

1 stop4h 41m

Chicago Midway

Sat 6/27

6:55 pm-10:54 pm

1 stop3h 59m

$294

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 7/29

5:00 am-8:37 am

1 stop3h 37m

Chicago Midway

Sat 8/1

6:55 pm-10:52 pm

1 stop3h 57m

$314

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 9/3

1:26 pm-6:01 pm

1 stop4h 35m

Chicago Midway

Mon 9/7

7:25 pm-10:51 pm

1 stop3h 26m

$324

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 6/20

1:13 pm-5:54 pm

1 stop4h 41m

Chicago Midway

Fri 6/26

7:16 pm-11:12 pm

1 stop3h 56m

$329
Quickest round-trip

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 9/4

5:00 am-8:39 am

1 stop3h 39m

Chicago Midway

Mon 9/7

7:25 pm-10:51 pm

1 stop3h 26m

$369

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 6/19

1:53 pm-6:18 pm

1 stop4h 25m

Chicago Midway

Sat 6/27

6:55 pm-10:54 pm

1 stop3h 59m

$374

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 9/4

5:00 am-8:39 am

1 stop3h 39m

Chicago Midway

Mon 9/7

7:25 pm-10:51 pm

1 stop3h 26m

$379

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 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 airline that flies from Sioux Falls Joe Foss Field to Chicago Midway?

Delta is the most popular carrier operating from Sioux Falls Joe Foss Field to Chicago Midway

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

Fastest flight time

3h 37m

Direct flights

None
The fastest flight from Sioux Falls to Chicago Midway Airport takes 3h 37m
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.
Search flight deals

Frequently asked questions about flying from Sioux Falls to Chicago Midway Airport

  • 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 37m 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
Saint Joseph
Portage
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
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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