$126 Find Cheap Flights from Chicago to South Dakota - Compare and Save

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 7/21. 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, 0 bags

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
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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 Citynonstop$251
Sioux Falls
Sioux Fallsnonstop$249
Rapid City
Rapid Citynonstop$251
Sioux Falls
Sioux Fallsnonstop$249

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, Jul 16 - Sun, Jul 19
American Airlines Logo
2:19 pm - 4:13 pm
ORD
-
FSD
1h 54mnonstop
American Airlines Logo
7:06 am - 9:05 am
FSD
-
ORD
1h 59mnonstop
$249American Airlines
Thu, Jul 16 - Sun, Jul 19
American Airlines Logo
2:19 pm - 4:13 pm
ORD
-
FSD
1h 54mnonstop
American Airlines Logo
7:06 am - 9:05 am
FSD
-
ORD
1h 59mnonstop
$250American Airlines
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
4:00 pm - 5:37 pm
ORD
-
RAP
2h 37mnonstop
American Airlines Logo
6:07 pm - 9:45 pm
RAP
-
ORD
2h 38mnonstop
$251American Airlines
Thu, Jul 23 - Mon, Jul 27
United Airlines Logo
9:30 pm - 11:16 pm
ORD
-
RAP
2h 46mnonstop
United Airlines Logo
6:00 am - 9:34 am
RAP
-
ORD
2h 34mnonstop
$269United Airlines
Sat, Aug 8 - Sat, Aug 15
Delta Logo
6:00 am - 12:38 pm
ORD
-
FSD
6h 38m
1 stop
Delta Logo
4:28 pm - 9:47 pm
FSD
-
ORD
5h 19m
1 stop
$269Delta
Sat, Aug 8 - Sat, Aug 15
Delta Logo
7:25 pm - 10:51 pm
MDW
-
FSD
3h 26m
1 stop
Delta Logo
1:26 pm - 6:01 pm
FSD
-
MDW
4h 35m
1 stop
$269Delta
Wed, Aug 19 - Wed, Aug 26
Delta Logo
6:00 am - 10:02 am
ORD
-
RAP
5h 02m
1 stop
Delta Logo
4:30 pm - 9:47 pm
RAP
-
ORD
4h 17m
1 stop
$271Delta
Fri, Aug 28 - Mon, Aug 31
United Airlines Logo
5:55 am - 12:24 pm
ORD
-
RAP
7h 29m
1 stop
United Airlines Logo
1:31 pm - 4:55 pm
RAP
-
ORD
2h 24mnonstop
$279United Airlines
Thu, Jul 23 - Mon, Jul 27
United Airlines Logo
9:30 pm - 11:16 pm
ORD
-
RAP
2h 46mnonstop
United Airlines Logo
6:00 am - 9:34 am
RAP
-
ORD
2h 34mnonstop
$282United Airlines
Sat, Jul 25 - Fri, Jul 31
United Airlines Logo
9:30 pm - 11:16 pm
ORD
-
RAP
2h 46mnonstop
United Airlines Logo
5:53 pm - 12:44 am
RAP
-
ORD
5h 51m
1 stop
$283United Airlines
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.

How much is a round-trip flight from Chicago to South Dakota?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to South Dakota departing in July.

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 5 days was to Watertown, at $210 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 5 days was $223.

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

The average price for all round-trip flights from Chicago to South Dakota depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to South Dakota is generally in the evening, when round-trip flights cost $270 on average. Morning departures are around 34% more expensive than evening flights, on average. The most expensive time of day to fly to South Dakota is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $371.

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.

No, with an average price for the route of $337, prices are generally cheapest when you fly direct.

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 May, when tickets cost $168 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $233 and $209 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 Saturday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

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 6 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$126
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly with an average 4% 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.

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.
7.8
DeltaOverall score based on 8440 reviews
8.1Boarding
7.8Entertainment
7.2Food
7.8Comfort
8.5Crew
Airline reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

2.0 MediocreJean, Jun 2026
MDW - ATL
Read more Delta reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

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.