$75 Find Cheap Flights from Chicago to South Dakota

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to South Dakota departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to South Dakota

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to South Dakota, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to South Dakota, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to South Dakota

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Rapid City
Rapid City1 stop$240
Sioux Falls
Sioux Falls1 stop$149
Rapid City
Rapid City1 stop$240
Sioux Falls
Sioux Falls1 stop$149

Book Cheap Chicago to South Dakota Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to South Dakota that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to South Dakota

Thu, Oct 16 - Sun, Oct 19
Frontier Logo
6:50 am - 2:24 pmORD-FSD
7h 34m1 stop
Frontier Logo
2:23 pm - 11:53 pmFSD-ORD
9h 30m1 stop
$149Frontier
Find Deal
Mon, Sep 8 - Mon, Sep 15
Frontier Logo
6:00 am - 2:09 pmORD-FSD
8h 09m1 stop
Frontier Logo
2:54 pm - 11:59 pmFSD-ORD
9h 05m1 stop
$164Frontier
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
10:00 pm - 11:59 pmORD-FSD
1h 59mnonstop
American Airlines Logo
10:59 am - 12:51 pmFSD-ORD
1h 52mnonstop
$189American Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 7
American Airlines Logo
11:41 am - 1:29 pmORD-FSD
1h 48mnonstop
American Airlines Logo
6:00 pm - 7:49 pmFSD-ORD
1h 49mnonstop
$191American Airlines
Find Deal
Sat, Sep 20 - Sun, Sep 21
Delta Logo
6:15 am - 10:07 amORD-FSD
3h 52m1 stop
Delta Logo
5:00 am - 8:25 amFSD-ORD
3h 25m1 stop
$209Delta
Find Deal
Sat, Sep 20 - Sun, Sep 21
Delta Logo
7:15 pm - 10:44 pmMDW-FSD
3h 29m1 stop
Delta Logo
5:00 am - 8:49 amFSD-MDW
3h 49m1 stop
$209Delta
Find Deal
Sat, Sep 20 - Sun, Sep 21
United Airlines Logo
8:20 pm - 10:12 pmORD-FSD
1h 52mnonstop
United Airlines Logo
8:00 am - 9:51 amFSD-ORD
1h 51mnonstop
$249United Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
United Airlines Logo
8:20 pm - 10:12 pmORD-FSD
1h 52mnonstop
United Airlines Logo
8:00 am - 9:51 amFSD-ORD
1h 51mnonstop
$250United Airlines
Find Deal
Sun, Aug 31 - Thu, Sep 4
 Logo
6:00 am - 7:40 pmORD-RAP
14h 40m1 stop
 Logo
5:39 pm - 10:18 amRAP-ORD
15h 39m2 stops
Sun, Nov 9 - Sun, Nov 16
 Logo
10:49 am - 9:25 amORD-FSD
22h 36m2 stops
 Logo
11:39 am - 7:16 pmFSD-ORD
31h 37m2 stops
Booking Insights

KAYAK's insights & trends for Chicago to South Dakota flights

Get data-powered insights and trends into flights from Chicago to South Dakota to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to South Dakota flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to South Dakota from Chicago found in the last 72 hours was to Sioux Falls, at $189 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Rapid City (RAP), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $209.

Can I save money by flying with a layover from Chicago to South Dakota?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $432 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to South Dakota, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to South Dakota is February, when tickets cost $218 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $499 and $413 respectively.

What’s the cheapest day of the week to fly from Chicago to South Dakota?

The average price of all round-trip flights from Chicago to South Dakota clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to South Dakota, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Mondays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to South Dakota, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to South Dakota, you should book around 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$75
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare Airport to Sioux Falls

FAQs - booking South Dakota flights

  • How does KAYAK find such low prices on flights from Chicago to South Dakota?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to South Dakota.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to South Dakota?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to South Dakota is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to South Dakota?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to South Dakota with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to South Dakota?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to South Dakota up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to South Dakota?

    The cheapest time of day to fly to South Dakota is generally in the evening, when round-trip flights cost $276 on average. Morning departures are around 30% more expensive than evening flights, on average. The most expensive time of day to fly to South Dakota is generally at night, which is peak travel time and where the average cost of a ticket is $369.

Reviews of the top 3 airlines serving from Chicago to South Dakota

 
See real verified KAYAK customer reviews for airlines flying from Chicago to South Dakota. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to South Dakota? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7981 reviews
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
Airline reviews

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

8.0 ExcellentDwight, Aug 2025DEN - MSP
Read more Delta reviews

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

There was supposed to be a meal served, but there wasn’t and the major toilet was out of order

They made us board and then deboard due to mechanical issue which delayed the departure by almost 2 hours and we barely made our connecting flight. These quality checks should've been done before boarding not after.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

Everything you need to know for your flight from Chicago to South Dakota

Cabin class types available on flights to South Dakota

Cabin classes available on flights to South Dakota. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.