$175 Find Cheap Flights from Chicago to South Dakota - Compare and Save

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Cheap Flights from Chicago to South Dakota

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Rapid City
Rapid Citynonstop$331
Sioux Falls
Sioux Fallsnonstop$329
Rapid City
Rapid Citynonstop$331
Sioux Falls
Sioux Fallsnonstop$329
Booking Insights

Price, demand and travel trends for Chicago to South Dakota flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Chicago to South Dakota recently?

The cheapest fare from Chicago to South Dakota in the last week was $329 round-trip, to Sioux Falls Joe Foss Field (FSD).

How do fares into airports in South Dakota compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into South Dakota from Chicago are:

• Sioux Falls Joe Foss Field (FSD) (avg. price $363)
• Rapid City (RAP) (avg. price $373)
• Aberdeen (ABR) (avg. price $431)

What's the cheapest month to fly from Chicago to South Dakota?

August is typically the cheapest month to fly from Chicago to South Dakota, with round-trip fares averaging $319. November and October are usually the most expensive, averaging $461 and $443, respectively.

How do fares from Chicago to South Dakota vary by day of the week?

On average, Saturday is the cheapest day to fly from Chicago to South Dakota and Monday is the most expensive. Looking at the past 12 months of KAYAK data, it's 48% more expensive to fly on a Monday compared to Saturday.

What's the best time of day to fly from Chicago to South Dakota?

It's cheapest to fly to South Dakota in the evening with average prices of $351. The morning is the most expensive time to fly, with average prices of $387.

What's the best time to book a flight from Chicago to South Dakota?

Book your flights 24 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 50% compared to booking at the last minute (within 2 weeks of departure).

Key details for Chicago to South Dakota flights

Low season

December

Cheapest flight

$175
Beat the crowds with an average 55% drop in travelers.
The most popular month to fly with an average 62% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Sioux Falls

Your Chicago to South Dakota flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago to South Dakota?

    Fares from Chicago to South Dakota are around their usual level right now. A round-trip under $299 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch fare changes.

  • How much should I budget for a flight from Chicago to South Dakota?

    Over the past 12 months, round-trip fares from Chicago to South Dakota have typically cost between $299 and $464.

  • What are the main airports serving South Dakota?

    There are 6 airports in South Dakota. 49% of KAYAK users choose Sioux Falls Joe Foss Field (FSD) as their arrival airport, while 49% choose Rapid City (RAP).

  • Which airlines fly nonstop from Chicago to South Dakota?

    Based on the flight schedule for the next 3 months, 2 airlines offer nonstop flights on this route:

    • United Airlines
    • American Airlines

  • Which destinations in South Dakota can I fly nonstop from Chicago?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Chicago to 2 destinations in South Dakota: Sioux Falls and Rapid City.

  • Is it cheaper to fly with a layover from Chicago to South Dakota?

    No, nonstop flights from Chicago to South Dakota are typically the cheaper option, averaging $372 over the past 12 months.

  • How long is a flight from Chicago to South Dakota?

    Nonstop flights from Chicago to South Dakota take 2h 07m on average. The fastest scheduled flight takes 1h 47m, flying into Sioux Falls Joe Foss Field (FSD).

  • Which cabin classes are available from Chicago to South Dakota?

    On flights from Chicago to South Dakota you can book Economy Class or First Class.

  • What are the earliest and latest flights from Chicago to South Dakota?

    The earliest nonstop flight from Chicago to South Dakota departs at 8:05 am and the latest leaves at 10:45 pm. Nonstop flights take about 2h 07m.

Your guide to booking Chicago to South Dakota flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 24 weeks before your trip. KAYAK data shows fares in this window are around 50% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in August to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Saturday to get the cheapest fares. Avoid Monday flights, which are about 48% more expensive.
  • If you're watching your budget, fly into Sioux Falls Joe Foss Field (FSD) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Rapid City, the most popular destination in South Dakota. From there, it's easy to continue on to other popular spots such as Sioux Falls, Deadwood and Keystone.
  • Whether you're trying to save time or money, Sioux Falls Joe Foss Field (FSD) is usually your best option from Chicago.

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

 
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 8719 reviews
7.8Comfort
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

4.0 OkayKathryn, Oct 2026
Read more Delta reviews

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

The cabin and bathroom experience was poor as the cabin and bathroom were dirty and showed signs of an older plane that had not been updated for Customer’s, comfort and health. There was gum on my seat when I arrived and dirt spots around the fan and light controls. The flight was almost entirely full, so there was no way I could be moved from my seat. Th bathroom had the peeling paint.

I'm 6' 2" and even in economy plenty of leg room

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

THI IS THE 3RD CONSECUTIVE FLIGHT FROM ORD TO MSP THAT HAS BEEN DELAYED 2+ HOURS. CRAZY

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

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.

Very uncomfortable and cramped seats. Everything else was okay, the crew members were nice but nothing was exceptional.

Waited on tarmac for approximately 15-25 minutes before taking off. When landing, the time it took to taxi to our gate was the also 15-25 minutes.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

It was good flight was smooth, little cold on the plane but other wise good.

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

The TVs on the plane were all broken and inoperable. No snacks or food were served. Plane was very old and uncomfortable.

Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

The seats are very small, that is all the staff did a good job.

All good. Flight crew was super friendly at the end of a long day

The food in first class has taken a big downturn

Flight was fine. Just delays leaving due to mechanical issues. But flight crew were kind and professional. Seats were spacious. American doesn't need to have 9 groups for boarding.

Both departure and return flights had mechanical delays. Their planes are antiquated resulting in a two hour flight taking almost four hours to complete.

Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

I have posted the comments in the first flight leg.

First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.

My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.

The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.

More options for your flight from Chicago to South Dakota

Complete your trip to South Dakota with a hotel stay or car rental