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Cheap flights from Sioux Falls to Chicago from $81

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 1/15. 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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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.
American Airlines Logo
12:19 pm - 2:04 pm
FSD
-
ORD
1h 45mnonstop
American Airlines Logo
9:40 am - 11:49 am
ORD
-
FSD
2h 09mnonstop
$189American Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
7:30 am - 9:32 am
FSD
-
ORD
2h 02mnonstop
United Airlines Logo
7:58 pm - 9:50 pm
ORD
-
FSD
1h 52mnonstop
$198United Airlines
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
7:29 pm - 9:30 pm
FSD
-
ORD
2h 01mnonstop
American Airlines Logo
10:03 pm - 11:59 pm
ORD
-
FSD
1h 56mnonstop
$204American Airlines
Tue, Dec 30 - Sat, Jan 3
Delta Logo
1:02 pm - 6:32 pm
FSD
-
MDW
5h 30m1 stop
Delta Logo
1:49 pm - 7:30 pm
MDW
-
FSD
5h 41m1 stop
$209Delta
Fri, Jan 9 - Fri, Jan 16
Delta Logo
1:02 pm - 5:55 pm
FSD
-
ORD
4h 53m1 stop
Delta Logo
6:45 pm - 11:04 pm
ORD
-
FSD
4h 19m1 stop
$209Delta
Fri, Jan 30 - Sun, Feb 1
Delta Logo
5:00 am - 1:22 pm
FSD
-
ORD
8h 22m2 stops
Delta Logo
8:52 am - 3:35 pm
ORD
-
FSD
6h 43m1 stop
$214Delta
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
6:16 pm - 8:20 pm
FSD
-
ORD
2h 04mnonstop
United Airlines Logo
12:35 pm - 2:27 pm
ORD
-
FSD
1h 52mnonstop
$219United Airlines
Fri, Dec 26 - Tue, Dec 30
United Airlines Logo
6:45 pm - 8:35 pm
FSD
-
ORD
1h 50mnonstop
United Airlines Logo
8:05 pm - 9:57 pm
ORD
-
FSD
1h 52mnonstop
$221United Airlines
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
2:16 pm - 10:30 pm
FSD
-
ORD
32h 14m2 stops
Frontier Logo
4:16 pm - 1:04 pm
ORD
-
FSD
20h 48m1 stop
$232Frontier
Sun, Feb 22 - Thu, Feb 26
Frontier Logo
7:45 pm - 2:05 pm
FSD
-
MDW
18h 20m1 stop
Frontier Logo
6:10 am - 7:41 pm
MDW
-
FSD
13h 31m2 stops
$288Frontier
Thu, Jan 8 - Sun, Jan 11

American Airlines flights from Sioux Falls to Chicago

Our best American Airlines deals on Sioux Falls to Chicago flight tickets
American Airlines
Feb 18
FSD12:19 pmSioux Falls Joe Foss Field
1h 45m
ORD2:04 pmChicago O'Hare Intl
Feb 21
ORD9:40 amChicago O'Hare Intl
2h 09m
FSD11:49 amSioux Falls Joe Foss Field
$189
Find similar
American Airlines
Dec 30
FSD7:29 pmSioux Falls Joe Foss Field
2h 01m
ORD9:30 pmChicago O'Hare Intl
Jan 3
ORD10:03 pmChicago O'Hare Intl
1h 56m
FSD11:59 pmSioux Falls Joe Foss Field
$204
Find similar
American Airlines
Feb 13
FSD7:52 pmSioux Falls Joe Foss Field
1h 48m
ORD9:40 pmChicago O'Hare Intl
Feb 15
ORD6:10 amChicago O'Hare Intl
6h 17m
1 stop
FSD12:27 pmSioux Falls Joe Foss Field
$243
Find similar

United Airlines flights from Sioux Falls to Chicago

Our best United Airlines deals on Sioux Falls to Chicago flight tickets
United Airlines
Jan 8
FSD7:30 amSioux Falls Joe Foss Field
2h 02m
ORD9:32 amChicago O'Hare Intl
Jan 11
ORD7:58 pmChicago O'Hare Intl
1h 52m
FSD9:50 pmSioux Falls Joe Foss Field
$198
Find similar
United Airlines
Dec 26
FSD6:16 pmSioux Falls Joe Foss Field
2h 04m
ORD8:20 pmChicago O'Hare Intl
Dec 30
ORD12:35 pmChicago O'Hare Intl
1h 52m
FSD2:27 pmSioux Falls Joe Foss Field
$219
Find similar
United Airlines
Feb 20
FSD6:45 pmSioux Falls Joe Foss Field
1h 50m
ORD8:35 pmChicago O'Hare Intl
Feb 22
ORD8:05 pmChicago O'Hare Intl
1h 52m
FSD9:57 pmSioux Falls Joe Foss Field
$221
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sioux Falls to Chicago 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 December 14, 2025.
Use the filters below to find and compare flights from Sioux Falls to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 2/18

12:19 pm-2:04 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sat 2/21

9:40 am-11:49 am

Nonstop2h 09m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Thu 1/8

7:30 am-9:32 am

Nonstop2h 02m

Chicago O'Hare Intl

Sun 1/11

7:58 pm-9:50 pm

Nonstop1h 52m

$198

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Tue 12/30

7:29 pm-9:30 pm

Nonstop2h 01m

Chicago O'Hare Intl

Sat 1/3

10:03 pm-11:59 pm

Nonstop1h 56m

$204

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 1/9

1:02 pm-6:32 pm

1 stop5h 30m

Chicago Midway

Fri 1/16

1:49 pm-7:30 pm

1 stop5h 41m

$209

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 1/30

1:02 pm-5:55 pm

1 stop4h 53m

Chicago O'Hare Intl

Sun 2/1

6:45 pm-11:04 pm

1 stop4h 19m

$209

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 2/18

5:00 am-1:22 pm

2 stops8h 22m

Chicago O'Hare Intl

Sat 2/21

8:52 am-3:35 pm

1 stop6h 43m

$214

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 12/26

6:16 pm-8:20 pm

Nonstop2h 04m

Chicago O'Hare Intl

Tue 12/30

12:35 pm-2:27 pm

Nonstop1h 52m

$219

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 2/20

6:45 pm-8:35 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sun 2/22

8:05 pm-9:57 pm

Nonstop1h 52m

$221

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sun 2/22

2:16 pm-10:30 pm

2 stops32h 14m

Chicago O'Hare Intl

Thu 2/26

4:16 pm-1:04 pm

1 stop20h 48m

$232

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 1/8

7:45 pm-2:05 pm

1 stop18h 20m

Chicago Midway

Sun 1/11

6:10 am-7:41 pm

2 stops13h 31m

$288

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

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 month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Sioux Falls, with most prices found around $246. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Sioux Falls to Chicago during February average around $263.

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

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $412. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Sioux Falls to Chicago for around $585.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sioux Falls to Chicago during this time can be as low as $392. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $494.

What is the cheapest Sioux Falls Joe Foss Field to Chicago flight route?

Fly from Sioux Falls Joe Foss Field to Chicago O'Hare Intl for the best Sioux Falls Joe Foss Field - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Sioux Falls when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $283 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sioux Falls for as low as $203 on momondo.

What cabin class options are available on Sioux Falls Joe Foss Field to Chicago flights?

There are 4 cabin classes available to choose from on Sioux Falls Joe Foss Field to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Sioux Falls to Chicago flights?

No. A direct flight is the cheapest option for a flight between Sioux Falls to Chicago.

How have Sioux Falls to Chicago flight prices changed over time?

As of December 2025, prices for Sioux Falls to Chicago flights are approximately 139% more expensive when compared to flights at the same time last year.

When to book flights from Sioux Falls to Chicago

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

Cheap Sioux Falls to Chicago (FSD to CHI) flight deals and tips

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

Best Price Found

$272

Fastest flight time

1h 48m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Sioux Falls in the past 72 hours is $272. The best round-trip flight deal from Sioux Falls to Chicago found on momondo in the last 72 hours is $341.
The fastest flight from Sioux Falls to Chicago takes 1h 48m
Direct flights go from Sioux Falls to Chicago every day.
There are 3 airports in Chicago. From Sioux Falls there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Sioux Falls Joe Foss Field to Chicago by plane?

    Chicago is 475.7 mi away from Sioux Falls Joe Foss Field. By plane, this route typically takes 1h 48m.

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

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

  • How many operators does momondo search for flights from Sioux Falls Joe Foss Field Airport to Chicago?

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

    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 Sioux Falls Joe Foss Field Airport to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Sioux Falls to Chicago?

  • What is the most popular airline from Sioux Falls to Chicago?

Best airlines flying from Sioux Falls to Chicago

Compare and see reviews for airlines that fly from Sioux Falls to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $189Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
DeltaPriceFrom $208Free CancellationRating
7.9
8,008 reviews
Search Delta flights

  • United Airlines Flights From Sioux Falls to Chicago

    The lowest priced United Airlines flight from Sioux Falls to Chicago from the last 72 hours was $189. Generally, United Airlines has 22 flights on this route every week with an average price of $304. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Sioux Falls to Chicago

    Another popular option for Sioux Falls to Chicago flights is American Airlines (7.2/10, 11,052 ratings). American Airlines flies from Sioux Falls to Chicago around 16 times per week, with deals starting from $189 round-trip and rising to an average price of around $224.

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 Sioux Falls 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 Sioux Falls.

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

Flights from Sioux Falls 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 Sioux Falls to Chicago?

momondo helps you find the best flight between Sioux Falls and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Sioux Falls to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport