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 46m on average, while flying from Rapid City to Chicago O'Hare Intl Airport is 2h 27m on average. Chicago O'Hare Intl Airport is the most popular airport in 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 61% 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 many flights depart from South Dakota to Chicago on average per day?

As of November 2025, there are 19 flights per day flying from South Dakota to Chicago. The most common time of day flights depart is 1:00PM, with 47% of flights taking off in the afternoon.

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

As of November 2025, there are 135 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 Delta are the most popular carriers operating from South Dakota to Chicago

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 November 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.

$61 Cheap Flights from South Dakota to Chicago in 2025/26

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Cheap round-trip flights

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2:08 pm - 10:09 pmRAP-ORD

7h 01m1 stop

1:15 pm - 9:15 pmORD-RAP

9h 00m1 stop

$169American Airlines

Find Deal

Tue, Jan 20 - Tue, Jan 27

8:00 am - 9:54 amFSD-ORD

1h 54mnonstop

12:45 pm - 2:40 pmORD-FSD

1h 55mnonstop

$189United Airlines

Find Deal

Fri, Dec 5 - Sun, Dec 7

7:16 pm - 9:14 pmFSD-ORD

1h 58mnonstop

1:08 pm - 3:09 pmORD-FSD

2h 01mnonstop

$204American Airlines

Find Deal

Mon, Nov 24 - Wed, Dec 3

6:47 pm - 12:39 pmFSD-ORD

17h 52m1 stop

7:00 am - 1:31 pmORD-FSD

6h 31m1 stop

$208Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

1:02 pm - 6:37 pmFSD-MDW

5h 35m1 stop

9:50 am - 3:37 pmMDW-FSD

5h 47m1 stop

$209Delta

Find Deal

Thu, Feb 19 - Sat, Feb 21

4:25 pm - 9:40 pmFSD-ORD

5h 15m1 stop

6:00 am - 12:48 pmORD-FSD

6h 48m1 stop

$209Delta

Find Deal

Fri, Dec 5 - Sun, Dec 7

1:02 pm - 6:37 pmFSD-MDW

5h 35m1 stop

9:34 am - 3:37 pmMDW-FSD

6h 03m2 stops

$214Delta

Find Deal

Thu, Feb 19 - Sat, Feb 21

2:26 pm - 12:12 amFSD-ORD

9h 46m1 stop

10:49 pm - 7:55 pmORD-FSD

21h 06m2 stops

$240Frontier

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Thu, Dec 11 - Sun, Jan 4

8:26 pm - 12:10 amFSD-ORD

27h 44m1 stop

8:39 pm - 7:31 pmORD-FSD

22h 52m2 stops

$245Frontier

Find Deal

Fri, Nov 21 - Tue, Nov 25

8:26 pm - 12:10 amFSD-ORD

27h 44m1 stop

6:13 am - 9:15 amORD-FSD

27h 02m1 stop

$247Multiple Airlines

Find Deal

Fri, Nov 21 - Tue, Nov 25

United Airlines flights from South Dakota to Chicago

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

United Airlines

Dec 5

FSD8:00 amSioux Falls Joe Foss Field

1h 54m

ORD9:54 amChicago O'Hare Intl

Dec 7

ORD12:45 pmChicago O'Hare Intl

1h 55m

FSD2:40 pmSioux Falls Joe Foss Field

$189

Find similar

United Airlines

Nov 19

FSD11:17 amSioux Falls Joe Foss Field

1h 55m

ORD1:12 pmChicago O'Hare Intl

Nov 22

ORD8:00 pmChicago O'Hare Intl

1h 46m

FSD9:46 pmSioux Falls Joe Foss Field

$219

Find similar

United Airlines

Dec 19

FSD6:16 pmSioux Falls Joe Foss Field

2h 04m

ORD8:20 pmChicago O'Hare Intl

Dec 23

ORD8:50 amChicago O'Hare Intl

2h 02m

FSD10:52 amSioux Falls Joe Foss Field

$228

Find similar

American Airlines flights from South Dakota to Chicago

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

American Airlines

Jan 20

RAP2:08 pmRapid City

7h 01m

1 stop

ORD10:09 pmChicago O'Hare Intl

Jan 27

ORD1:15 pmChicago O'Hare Intl

9h 00m

1 stop

RAP9:15 pmRapid City

$169

Find similar

American Airlines

Nov 24

FSD7:16 pmSioux Falls Joe Foss Field

1h 58m

ORD9:14 pmChicago O'Hare Intl

Dec 3

ORD1:08 pmChicago O'Hare Intl

2h 01m

FSD3:09 pmSioux Falls Joe Foss Field

$204

Find similar

American Airlines

Dec 5

FSD1:09 pmSioux Falls Joe Foss Field

6h 26m

1 stop

ORD7:35 pmChicago O'Hare Intl

Dec 12

ORD4:51 pmChicago O'Hare Intl

1h 58m

FSD6:49 pmSioux Falls Joe Foss Field

$233

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Rapid CityChicago

RAP - ORD

RAPORD

Rapid City

Tue 1/20

2:08 pm-10:09 pm

1 stop7h 01m

Chicago O'Hare Intl

Tue 1/27

1:15 pm-9:15 pm

1 stop9h 00m

$169

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 12/5

8:00 am-9:54 am

Nonstop1h 54m

Chicago O'Hare Intl

Sun 12/7

12:45 pm-2:40 pm

Nonstop1h 55m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Mon 11/24

7:16 pm-9:14 pm

Nonstop1h 58m

Chicago O'Hare Intl

Wed 12/3

1:08 pm-3:09 pm

Nonstop2h 01m

$204

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 12/12

6:47 pm-12:39 pm

1 stop17h 52m

Chicago O'Hare Intl

Sun 12/14

7:00 am-1:31 pm

1 stop6h 31m

$208

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/19

1:02 pm-6:37 pm

1 stop5h 35m

Chicago Midway

Sat 2/21

9:50 am-3:37 pm

1 stop5h 47m

$209

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 12/5

4:25 pm-9:40 pm

1 stop5h 15m

Chicago O'Hare Intl

Sun 12/7

6:00 am-12:48 pm

1 stop6h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/19

1:02 pm-6:37 pm

1 stop5h 35m

Chicago Midway

Sat 2/21

9:34 am-3:37 pm

2 stops6h 03m

$214

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Thu 12/11

2:26 pm-12:12 am

1 stop9h 46m

Chicago O'Hare Intl

Sun 1/4

10:49 pm-7:55 pm

2 stops21h 06m

$240

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 11/21

8:26 pm-12:10 am

1 stop27h 44m

Chicago O'Hare Intl

Tue 11/25

8:39 pm-7:31 pm

2 stops22h 52m

$245

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 11/21

8:26 pm-12:10 am

1 stop27h 44m

Chicago O'Hare Intl

Tue 11/25

6:13 am-9:15 am

1 stop27h 02m

$247

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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 September is, on average, the cheapest month to fly to Chicago from South Dakota, with most prices found around $249. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from South Dakota to Chicago during January average around $254.

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 $417. 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 $603.

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 $248. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $492.

What is the cheapest South Dakota to Chicago flight route?

Fly from Sioux Falls Joe Foss Field 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 $281 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 $203 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.

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	$245
Fastest flight time	1h 37m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from South Dakota in the past 72 hours is $245. The best round-trip flight deal from South Dakota to Chicago found on momondo in the last 72 hours is $317.

The fastest flight from South Dakota to Chicago takes 1h 37m

Direct flights go from South Dakota to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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 November 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 22.37% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 22.20%, Boeing 737-800 at 13.73%, and Embraer 175 (Enhanced Winglets) at 6.78%.

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 $178	Free Cancellation	Rating 8.7 20 reviews	Search Denver Air Connection flights
American Airlines	PriceFrom $189	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
United Airlines	PriceFrom $189	Free Cancellation	Rating 7.4 9,007 reviews	Search United Airlines flights
Delta	PriceFrom $208	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights

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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 $61

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 12/4. 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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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 $248. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $492.

What is the cheapest South Dakota to Chicago flight route?

Fly from Sioux Falls Joe Foss Field 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.

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

Frontier, American Airlines, and Delta 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 November 2025, there are 19 flights per day flying from South Dakota to Chicago. The most common time of day flights depart is 1:00PM, with 47% of flights taking off in the afternoon.

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

As of November 2025, there are 135 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.

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago