Cheap flights from South Dakota to Chicago (CHI)

FSD — CHI
Aug 13 — Aug 201

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

Travelers have found it’s best to book a flight 51 days in advance to save up to 41% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 51 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from South Dakota to Chicago 1-2 weeks in advance for as low as $448, or $531 for flights within the next 24 hours.

What is the cheapest month to fly from South Dakota to Chicago?

January is one of the best times of the year to fly to Chicago from South Dakota. Prices for January average $404 per person but you can even find prices for as low as $129. The most expensive prices can be found in the month of September. Opting for a January flight can save you 23% on your journey compared to booking in September

When is the cheapest time to fly from South Dakota to Chicago (SD - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from South Dakota to Chicago as you normally would.

Cheap flights from South Dakota to Chicago in August, September 2022

The best prices found for South Dakota to CHI flights for August, September
Sep 24 - Sep 28
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

1 stop

5h 25m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

18h 10m
$178

Frontier

Pick Dates

Deal found 8/7/22

Sep 24 - Sep 28
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

2 stops

14h 03m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

18h 10m
$183

Frontier

Pick Dates

Deal found 8/7/22

Sep 21 - Oct 19
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 51m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 44m
$188

United Airlines

Pick Dates

Deal found 8/7/22

South Dakota to Chicago 2022 flight deals

Cheap flights to Chicago from South Dakota found for this year
Sep 24 - Sep 28
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

1 stop

5h 25m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

18h 10m
$178

Frontier

Pick Dates

Deal found 8/7/22

Sep 24 - Sep 28
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

2 stops

14h 03m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

18h 10m
$183

Frontier

Pick Dates

Deal found 8/7/22

Oct 1 - Oct 28
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 37m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 44m
$188

United Airlines

Pick Dates

Deal found 8/6/22

Cheap Delta flights from South Dakota to Chicago

Sep 24 - Sep 28
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

1 stop

3h 41m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

1 stop

3h 31m
$206

Delta

Pick Dates

Deal found 8/7/22

Dec 10 - Jan 14
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

1 stop

3h 05m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

1 stop

6h 31m
$222

Delta

Pick Dates

Deal found 8/7/22

Dec 10 - Jan 14
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

2 stops

7h 57m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

1 stop

6h 31m
$242

Delta

Pick Dates

Deal found 8/7/22

Cheap United Airlines flights from South Dakota to Chicago

Jan 6 - Jan 9
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 45m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 43m
$188

United Airlines

Pick Dates

Deal found 8/6/22

Sep 8 - Sep 11
RAP

Rapid City

ORD

Chicago O'Hare Intl

Nonstop

2h 13m
ORD

Chicago O'Hare Intl

RAP

Rapid City

Nonstop

2h 29m
$208

United Airlines

Pick Dates

Deal found 8/7/22

Sep 30 - Oct 3
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 37m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 44m
$209

United Airlines

Pick Dates

Deal found 8/7/22

Non-stop flights to Chicago from South Dakota

Save time with South Dakota to Chicago direct flight deals
Jan 6 - Jan 9
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 45m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 43m
$188

United Airlines

Pick Dates

Deal found 8/6/22

Sep 8 - Sep 11
RAP

Rapid City

ORD

Chicago O'Hare Intl

Nonstop

2h 13m
ORD

Chicago O'Hare Intl

RAP

Rapid City

Nonstop

2h 29m
$208

United Airlines

Pick Dates

Deal found 8/7/22

Oct 21 - Oct 23
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 37m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 44m
$208

United Airlines

Pick Dates

Deal found 8/8/22

Last minute flights from South Dakota to Chicago

Late deals on return flights to Chicago from South Dakota, departing today and this week
Aug 18 - Aug 24
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

1 stop

21h 40m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

19h 15m
$261

Frontier

Pick Dates

Deal found 8/5/22

Aug 14 - Sep 6
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

Nonstop

1h 52m
ORD

Chicago O'Hare Intl

FSD

Sioux Falls Joe Foss Field

Nonstop

1h 40m
$263

United Airlines

Pick Dates

Deal found 8/7/22

Aug 14 - Sep 6
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

1 stop

3h 49m
MDW

Chicago Midway

FSD

Sioux Falls Joe Foss Field

1 stop

4h 52m
$281

Delta

Pick Dates

Deal found 8/7/22

One-way flights to Chicago from South Dakota

The cheapest one-way flights from South Dakota to Chicago
Oct 23
FSD

Sioux Falls Joe Foss Field

ORD

Chicago O'Hare Intl

1 stop

15h 19m
$129

Multiple Airlines

Pick Dates

Deal found 8/7/22

Sep 1
RAP

Rapid City

ORD

Chicago O'Hare Intl

1 stop

29h 04m
$149

Multiple Airlines

Pick Dates

Deal found 8/7/22

Sep 26
FSD

Sioux Falls Joe Foss Field

MDW

Chicago Midway

2 stops

15h 59m
$155

Multiple Airlines

Pick Dates

Deal found 8/6/22

Related info for your journey

Useful info, stats and facts about South Dakota to Chicago flights.

Which airlines flying from South Dakota to Chicago have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from South Dakota to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from South Dakota to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $178, but on average you can expect to pay $217.

Are there nonstop flights from South Dakota to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from South Dakota to Chicago under $200. A good price for a nonstop flight from South Dakota to Chicago is less than $265.

Are there last-minute flights available from South Dakota to Chicago for under $300?

There are currently 20+ open flights from South Dakota to Chicago within the next 7 days for less than $300.

What are the most popular routes from South Dakota to Chicago?

When deciding which route to take from South Dakota to Chicago consider Sioux Falls Joe Foss Field - Chicago O'Hare Intl, Rapid City - Chicago O'Hare Intl or Sioux Falls Joe Foss Field - Chicago Midway as they are the most popular.

What are the most popular airlines that fly from South Dakota to Chicago?

Before booking your flight from South Dakota to Chicago check out the most popular airlines for this route: American Airlines, Delta or Juneyao Airlines.

What are the most reliable airlines from South Dakota to Chicago?

The top 3 most reliable airlines when flying from South Dakota to Chicago are GoJet (100%), Copa Airlines (97%) and Aer Lingus (97%).

What are the cheapest flights from South Dakota to Chicago?

On average you can expect to pay $315 for a flight from South Dakota to Chicago. The cheapest flight overall is $182 while the most popular route, (Sioux Falls Joe Foss Field - Chicago O'Hare Intl) is currently priced at $222.

Departure points for flights from South Dakota to Chicago

Select to see more specific information for flights to Chicago from all departure points in South Dakota

Top 4 airlines flying from South Dakota to Chicago

The chart below displays the airlines Cheapflights users traveling from South Dakota to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$98Average$289FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
Denver Air ConnectionCheapest$99Average$168FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Denver Air Connection flights
American AirlinesCheapest$218Average$442FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$225Average$341FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from South Dakota to Chicago

See what time of day planes typically take off from South Dakota to Chicago
23%of flight departuresEarly morningMidnight to 6 am
57%of flight departuresMorning6 am to noon
20%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM