$115 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 5/29. 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.
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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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Best South Dakota Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Rapid City
Rapid Citynonstop$209
Sioux Falls
Sioux Fallsnonstop$169
Rapid City
Rapid Citynonstop$209
Sioux Falls
Sioux Fallsnonstop$169

Cheap Flights from Chicago to South Dakota

 
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.

Recent round-trip flight deals from Chicago to South Dakota

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to South Dakota.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
3:38 pm - 5:26 pmORD-FSD
1h 48mnonstop
American Airlines Logo
5:56 pm - 7:45 pmFSD-ORD
1h 49mnonstop
$169American Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
American Airlines Logo
10:10 am - 11:33 amORD-RAP
2h 23mnonstop
American Airlines Logo
6:01 pm - 9:18 pmRAP-ORD
2h 17mnonstop
$209American Airlines
Find Deal
Fri, Jul 18 - Mon, Jul 21
United Airlines Logo
8:46 am - 10:21 amORD-RAP
2h 35mnonstop
United Airlines Logo
11:19 am - 6:25 pmRAP-ORD
6h 06m1 stop
$219United Airlines
Find Deal
Thu, May 29 - Thu, Jun 5
Frontier Logo
6:00 am - 2:58 pmORD-FSD
8h 58m1 stop
Frontier Logo
3:58 pm - 11:59 pmFSD-ORD
8h 01m1 stop
$220Frontier
Find Deal
Mon, Jun 2 - Sun, Jun 8
United Airlines Logo
5:02 am - 9:04 amORD-RAP
5h 02m1 stop
United Airlines Logo
5:55 pm - 12:25 amRAP-ORD
5h 30m1 stop
$229United Airlines
Find Deal
Thu, May 29 - Thu, Jun 5
Delta Logo
1:45 pm - 10:34 pmORD-RAP
9h 49m2 stops
Delta Logo
6:33 am - 11:47 amRAP-ORD
4h 14m1 stop
$244Delta
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Sat, May 17 - Sun, May 25
Delta Logo
7:25 pm - 10:34 pmMDW-RAP
4h 09m1 stop
Delta Logo
6:33 am - 1:15 pmRAP-MDW
5h 42m1 stop
$264Delta
Find Deal
Wed, May 28 - Sun, Jun 1
Frontier Logo
2:44 pm - 6:32 pmMDW-FSD
27h 48m1 stop
Frontier Logo
2:57 pm - 8:54 pmFSD-MDW
5h 57m1 stop
$332Frontier
Find Deal
Thu, Jul 3 - Sun, Jul 6
Denver Air Connection Logo
10:40 am - 7:55 pmORD-PIR
9h 15m2 stops
Denver Air Connection Logo
4:40 pm - 4:10 pmPIR-ORD
23h 30m2 stops
$452Denver Air Connection
Find Deal
Tue, Jun 10 - Tue, Jun 17
Denver Air Connection Logo
1:40 pm - 4:10 pmORD-PIR
26h 30m2 stops
Denver Air Connection Logo
4:40 pm - 4:10 pmPIR-ORD
23h 30m2 stops
$512Denver Air Connection
Find Deal
Fri, May 30 - Fri, Jun 6
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to South Dakota.

The cheapest ticket to South Dakota from Chicago found in the last 72 hours was to Watertown, at $171 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 $234 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 May and March, when the average cost of round-trip tickets is $402 and $373 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 Tuesday and avoid Mondays 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$115
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 11% 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 $279 on average. Morning departures are around 29% 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 $559.

Top 4 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.
8.7
Denver Air ConnectionOverall score based on 8 reviews
9.2Comfort
8.7Boarding
8.7Entertainment
8.7Food
9.7Crew
Airline reviews

The connecting flight came in 45 min late but everything else was great

8.0 ExcellentR, Jun 2024DEN - CVN
Read more Denver Air Connection reviews

The connecting flight came in 45 min late but everything else was great

Absolutely easy travels and no cost cutting by the airline.

Their snacks and hospitality was amazing. They offered full sized snacks. Im talking full sized water bottles, full sized snickers bars, gold fish, full sized canned sodas, what ever you wanted they took care of it for FREE. The crew was really nice and hospitable. I was honestly shocked

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

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.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

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.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

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.

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