How many flights depart from South Dakota to Chicago on average per week?

As of July 2025, there are 161 flights per week flying from South Dakota to Chicago. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.

What is the cheapest airline that flies from South Dakota to Chicago?

Frontier, American Airlines, and United Airlines are the most popular carriers operating from South Dakota to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Denver Air Connection are the top three most popular airlines that fly to Chicago from South Dakota according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Chicago?

Average flight duration from South Dakota to Chicago depends on which airport you fly into and out of. Flying from Sioux Falls to Chicago O'Hare Intl Airport is 1h 44m on average, while flying from Rapid City to Chicago O'Hare Intl Airport is 2h 21m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from South Dakota to Chicago on average per day?

As of July 2025, there are 23 flights per day flying from South Dakota to Chicago. The most common time of day flights depart is 12:00PM, with 54% of flights taking off in the afternoon.

When did momondo last update prices for flights from South Dakota to Chicago?

Prices for flights from South Dakota to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from South Dakota to Chicago?

As of July 2025, there are 3 operators available to choose from for flights from South Dakota to Chicago.

How old do you have to be to fly from South Dakota to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from South Dakota to Chicago.

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

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$89 Cheap Flights from South Dakota to Chicago in 2025

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Find the cheapest flights from South Dakota to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:11 pm - 8:10 pmFSD-ORD

1h 59mnonstop

3:35 pm - 5:29 pmORD-FSD

1h 54mnonstop

$189United Airlines

Find Deal

Wed, Aug 20 - Sat, Aug 23

6:12 pm - 9:30 pmRAP-ORD

2h 18mnonstop

4:17 pm - 5:42 pmORD-RAP

2h 25mnonstop

$191American Airlines

Find Deal

Thu, Sep 18 - Mon, Sep 22

12:47 pm - 2:33 pmFSD-ORD

1h 46mnonstop

3:30 pm - 5:33 pmORD-FSD

2h 03mnonstop

$194American Airlines

Find Deal

Tue, Aug 19 - Sat, Aug 23

3:07 pm - 9:42 pmFSD-ORD

6h 35m1 stop

6:00 am - 1:23 pmORD-FSD

7h 23m1 stop

$195Frontier

Find Deal

Wed, Aug 27 - Sun, Aug 31

7:48 pm - 8:54 pmFSD-MDW

25h 06m1 stop

12:35 pm - 6:37 pmMDW-FSD

6h 02m1 stop

$197Frontier

Find Deal

Wed, Aug 13 - Mon, Aug 18

2:57 pm - 8:54 pmFSD-MDW

5h 57m1 stop

12:35 pm - 6:37 pmMDW-FSD

6h 02m1 stop

$198Frontier

Find Deal

Thu, Aug 14 - Mon, Aug 18

5:00 am - 8:24 amFSD-ORD

3h 24m1 stop

6:10 am - 12:16 pmORD-FSD

6h 06m1 stop

$209Delta

Find Deal

Wed, Aug 20 - Sat, Aug 23

5:00 am - 12:28 pmFSD-MDW

7h 28m2 stops

7:17 pm - 11:46 pmMDW-FSD

4h 29m1 stop

$214Delta

Find Deal

Wed, Aug 20 - Sat, Aug 23

12:43 pm - 4:49 amFSD-ORD

16h 06m1 stop

6:44 pm - 6:58 pmORD-FSD

24h 14m2 stops

$230

Find Deal

Mon, Sep 8 - Thu, Sep 11

5:02 pm - 10:43 amFSD-ORD

17h 41m2 stops

6:10 am - 6:58 pmORD-FSD

36h 48m3 stops

$262

Find Deal

Mon, Sep 8 - Thu, Sep 11

United Airlines flights from South Dakota to Chicago

Our best United Airlines deals on South Dakota to Chicago flight tickets

United Airlines

Aug 20

FSD6:11 pmSioux Falls Joe Foss Field

1h 59m

ORD8:10 pmChicago O'Hare Intl

Aug 23

ORD3:35 pmChicago O'Hare Intl

1h 54m

FSD5:29 pmSioux Falls Joe Foss Field

$189

Find similar

United Airlines

Aug 30

RAP5:59 pmRapid City

5h 00m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 1

ORD8:53 amChicago O'Hare Intl

2h 29m

RAP10:22 amRapid City

$219

Find similar

United Airlines

Aug 11

FSD6:26 pmSioux Falls Joe Foss Field

1h 50m

ORD8:16 pmChicago O'Hare Intl

Aug 29

ORD8:20 pmChicago O'Hare Intl

1h 52m

FSD10:12 pmSioux Falls Joe Foss Field

$223

Find similar

American Airlines flights from South Dakota to Chicago

Our best American Airlines deals on South Dakota to Chicago flight tickets

American Airlines

Sep 18

RAP6:12 pmRapid City

2h 18m

ORD9:30 pmChicago O'Hare Intl

Sep 22

ORD4:17 pmChicago O'Hare Intl

2h 25m

RAP5:42 pmRapid City

$191

Find similar

American Airlines

Aug 19

FSD12:47 pmSioux Falls Joe Foss Field

1h 46m

ORD2:33 pmChicago O'Hare Intl

Aug 23

ORD3:30 pmChicago O'Hare Intl

2h 03m

FSD5:33 pmSioux Falls Joe Foss Field

$194

Find similar

American Airlines

Aug 13

FSD12:47 pmSioux Falls Joe Foss Field

1h 46m

ORD2:33 pmChicago O'Hare Intl

Aug 18

ORD10:20 pmChicago O'Hare Intl

2h 08m

FSD12:28 amSioux Falls Joe Foss Field

$199

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 8/20

6:11 pm-8:10 pm

Nonstop1h 59m

Chicago O'Hare Intl

Sat 8/23

3:35 pm-5:29 pm

Nonstop1h 54m

$189

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Thu 9/18

6:12 pm-9:30 pm

Nonstop2h 18m

Chicago O'Hare Intl

Mon 9/22

4:17 pm-5:42 pm

Nonstop2h 25m

$191

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Tue 8/19

12:47 pm-2:33 pm

Nonstop1h 46m

Chicago O'Hare Intl

Sat 8/23

3:30 pm-5:33 pm

Nonstop2h 03m

$194

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 8/27

3:07 pm-9:42 pm

1 stop6h 35m

Chicago O'Hare Intl

Sun 8/31

6:00 am-1:23 pm

1 stop7h 23m

$195

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/13

7:48 pm-8:54 pm

1 stop25h 06m

Chicago Midway

Mon 8/18

12:35 pm-6:37 pm

1 stop6h 02m

$197

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 8/14

2:57 pm-8:54 pm

1 stop5h 57m

Chicago Midway

Mon 8/18

12:35 pm-6:37 pm

1 stop6h 02m

$198

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 8/20

5:00 am-8:24 am

1 stop3h 24m

Chicago O'Hare Intl

Sat 8/23

6:10 am-12:16 pm

1 stop6h 06m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/20

5:00 am-12:28 pm

2 stops7h 28m

Chicago Midway

Sat 8/23

7:17 pm-11:46 pm

1 stop4h 29m

$214

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Mon 9/8

12:43 pm-4:49 am

1 stop16h 06m

Chicago O'Hare Intl

Thu 9/11

6:44 pm-6:58 pm

2 stops24h 14m

$230

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Mon 9/8

5:02 pm-10:43 am

2 stops17h 41m

Chicago O'Hare Intl

Thu 9/11

6:10 am-6:58 pm

3 stops36h 48m

$262

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How to get the cheapest flight ticket from South Dakota 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from South Dakota, with most prices found around $193. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from South Dakota to Chicago during September average around $249.

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 Friday when prices can be found for as low as $429. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from South Dakota to Chicago for around $623.

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 South Dakota to Chicago during this time can be as low as $244. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $517.

What is the cheapest South Dakota to Chicago flight route?

Fly from Watertown to Chicago O'Hare Intl for the best South Dakota - 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 South Dakota when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $279 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from South Dakota for as low as $235 on momondo.

What cabin class options are available on South Dakota to Chicago flights?

There are 4 cabin classes available to choose from on South Dakota 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 South Dakota to Chicago flights?

No. A direct flight is the cheapest option for a flight between South Dakota to Chicago.

Cheap South Dakota to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from South Dakota to Chicago

Best Price Found	$89
Fastest flight time	1h 44m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from South Dakota in the past 72 hours is $89. The best round-trip flight deal from South Dakota to Chicago found on momondo in the last 72 hours is $189.

The fastest flight from South Dakota to Chicago takes 1h 44m

Direct flights go from South Dakota to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from South Dakota to Chicago?
Prices for flights from South Dakota to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from South Dakota to Chicago?
As of July 2025, there are 3 operators available to choose from for flights from South Dakota to Chicago.
How old do you have to be to fly from South Dakota to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from South Dakota to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from South Dakota to Chicago?
momondo data reveals that the most frequently booked plane model on the route from South Dakota to Chicago is Canadair (Bombardier) Regional Jet CRJ-550, representing 19.85% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 19.40%, Boeing 737-800 at 11.94%, and Embraer 170 at 7.91%.

Best airlines flying from South Dakota to Chicago

Compare and see reviews for airlines that fly from South Dakota to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Denver Air Connection	PriceFrom $172	Free Cancellation	Rating 9.2 13 reviews	Search Denver Air Connection flights
American Airlines	PriceFrom $179	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $193	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Delta	PriceFrom $208	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights

Merrillville

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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 South Dakota to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from South Dakota to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Chicago from South Dakota on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from South Dakota to Chicago?

Once all potential South Dakota 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 South Dakota to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from South Dakota to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from South Dakota to Chicago from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from South Dakota to Chicago departing on 8/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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United Airlines flights from South Dakota to Chicago

Our best United Airlines deals on South Dakota to Chicago flight tickets

American Airlines flights from South Dakota to Chicago

Our best American Airlines deals on South Dakota to Chicago flight tickets

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How to get the cheapest flight ticket from South Dakota 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?

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

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 South Dakota to Chicago during this time can be as low as $244. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $517.

What is the cheapest South Dakota to Chicago flight route?

Fly from Watertown to Chicago O'Hare Intl for the best South Dakota - Chicago flight prices

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

What cabin class options are available on South Dakota to Chicago flights?

There are 4 cabin classes available to choose from on South Dakota 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 South Dakota to Chicago flights?

No. A direct flight is the cheapest option for a flight between South Dakota to Chicago.

What is the cheapest airline that flies from South Dakota to Chicago?

Frontier, American Airlines, and United Airlines are the most popular carriers operating from South Dakota to Chicago

What airlines fly to Chicago?

How many flights depart from South Dakota to Chicago on average per day?

As of July 2025, there are 23 flights per day flying from South Dakota to Chicago. The most common time of day flights depart is 12:00PM, with 54% of flights taking off in the afternoon.

How many flights depart from South Dakota to Chicago on average per week?

As of July 2025, there are 161 flights per week flying from South Dakota to Chicago. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.

How long does it take to fly to Chicago?

Cheap South Dakota to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from South Dakota to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from South Dakota to Chicago?

How many operators does momondo search for flights from South Dakota to Chicago?

How old do you have to be to fly from South Dakota to Chicago?

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

What is the most popular plane model from South Dakota to Chicago?

Best airlines flying from South Dakota to Chicago

Compare and see reviews for airlines that fly from South Dakota to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights from South Dakota to Chicago?

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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