Flights To Dickinson County - Cheap Flights Starting at CA $450

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How Much Does it Cost To Fly To Dickinson County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jun 15 - Sat, Jun 20
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $625 Roundtrip, found 16 hours ago
CA $625
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Jun 15 from Pearson Intl. to Sioux Falls Regional, returning Sat, Jun 20, priced at CA $625 found 16 hours ago
Thu, Jun 18 - Tue, Jun 23
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $668 Roundtrip, found 16 hours ago
CA $668
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Thu, Jun 18 from Pearson Intl. to Sioux Falls Regional, returning Tue, Jun 23, priced at CA $668 found 16 hours ago
Wed, Jun 3 - Mon, Jun 8
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $690 Roundtrip, found 4 days ago
CA $690
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jun 3 from Pearson Intl. to Sioux Falls Regional, returning Mon, Jun 8, priced at CA $690 found 4 days ago
Mon, Jun 8 - Sat, Jun 13
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $705 Roundtrip, found 16 hours ago
CA $705
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Jun 8 from Pearson Intl. to Sioux Falls Regional, returning Sat, Jun 13, priced at CA $705 found 16 hours ago
Mon, Jun 15 - Sat, Jun 20
YYZ
Pearson Intl.
FSD
Sioux Falls Regional
CA $709 Roundtrip, found 16 hours ago
CA $709
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Jun 15 from Pearson Intl. to Sioux Falls Regional, returning Sat, Jun 20, priced at CA $709 found 16 hours ago
Wed, Jun 24 - Mon, Jun 29
YUL
Pierre Elliott Trudeau Intl.
FSD
Sioux Falls Regional
CA $745 Roundtrip, found 16 hours ago
CA $745
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jun 24 from Pierre Elliott Trudeau Intl. to Sioux Falls Regional, returning Mon, Jun 29, priced at CA $745 found 16 hours ago
Thu, Jun 18 - Tue, Jun 23
YYC
Calgary Intl.
FSD
Sioux Falls Regional
CA $790 Roundtrip, found 16 hours ago
CA $790
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Thu, Jun 18 from Calgary Intl. to Sioux Falls Regional, returning Tue, Jun 23, priced at CA $790 found 16 hours ago
Wed, Jul 8 - Mon, Jul 13
YVR
Vancouver Intl.
FSD
Sioux Falls Regional
CA $816 Roundtrip, found 15 hours ago
CA $816
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Jul 8 from Vancouver Intl. to Sioux Falls Regional, returning Mon, Jul 13, priced at CA $816 found 15 hours ago

Travelers ❤️ These Dickinson County 🏨

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Book a stay at this golf hotel in Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions West Okoboji Lake and Okoboji Summer Theatre are located nearby.
7.8/10 Good! (949 reviews)
"Bar staff were very good"

Reviewed on May 22, 2026

Opens in a new windowLake Okoboji Resort & Conference Center
Bridges Bay Resort

Bridges Bay Resort

3.5 out of 5
630 Linden Drive Arnolds Park IA
Book a stay at this family-friendly resort in Arnolds Park. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions 'Boji Splash Indoor Waterpark Okoboji and Iowa Great Lakes Maritime Museum are located nearby.
7.8/10 Good! (664 reviews)
"Great stay and views"

Reviewed on May 23, 2026

Opens in a new windowBridges Bay Resort
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
1005 Brooks Park Dr Okoboji IA
Book a stay at this golf hotel in Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Okoboji Summer Theatre are located nearby.
9/10 Wonderful! (606 reviews)
"The staff were all very friendly. amenities were all clean and extremely nice"

Reviewed on May 21, 2026

Opens in a new windowAmericInn by Wyndham Okoboji
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Okoboji Inn & Suites

Okoboji Inn & Suites

2.5 out of 5
3400 Okoboji Ave Milford IA
Book a stay at this golf hotel in West Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions West Okoboji Lake and Emerald Hills Golf Course are located nearby.
9.2/10 Wonderful! (538 reviews)
"Very nice property for the price. Clean and had what we needed."

Reviewed on May 22, 2026

Opens in a new windowOkoboji Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Dickinson County?
Based on prices found over the last seven days, a roundtrip flight to Dickinson County started at as little as CA $625. If you can be flexible with your dates, it makes it easy to land a great bargain. This price was available on Travelocity for flights to Dickinson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dickinson County?
Work out your travel dates and then take off with any of the 15 airline companies that fly to Dickinson County. Consider booking with the popular air carrier, American Airlines. It operates around 290 flights a month to Milford, Dickinson County's major city, so finding your perfect fare should be a cinch.
What is the cheapest month to fly to Dickinson County?
Spend more of your money on epic experiences rather than airline tickets by hopping on a plane to Dickinson County in June. This is the best-priced month to jet off to this destination according to Travelocity's direct return flight demand from January to December last year. Scroll through our range of flights and get away on the cheap.
How can I check my flight status to Dickinson County?
There are a couple of useful ways to look up the status of your flight. You'll discover all the important information in our Trips portal, which is located at the top of our homepage. Sign in or create an account in seconds — you'll then be able to view and make changes to your bookings whenever you please. For those on the go, the Travelocity app can also help you look up the status of your flight to Dickinson County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Dickinson County?
Snap up an incredible deal with Travelocity — our "Flexible dates" search option makes it so much easier. Enter the travel dates you want, then select the flexible dates box above your results to see the prices for surrounding days. CA $625 was the cheapest price for a roundtrip flight to Dickinson County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dickinson County with Travelocity?
Where to begin! With our cheap flights to Dickinson County, rental cars, hotels, activities and more, you'll find all you need for the perfect getaway with Travelocity. Reserve your cheap family flights and make use of our 24/7 customer assistance and free cancellations on most hotels if you need. Our goal is to offer stress-free travel when you book with us so that you can spend less time worrying and more time relaxing with your family and friends.
What are the most popular flight routes to Dickinson County?
With terrific connections, arranging flights to Dickinson County couldn't be easier. Here's a selection of the most popular flight routes to this must-see travel destination:

  • Chicago, IL (ORD-O'Hare Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 3,198 flights a month.
  • Denver, CO (DEN-Denver Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 2,223 flights a month.
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Minneapolis - St. Paul Intl. Airport (MSP) - 2,166 flights a month.

How much is a flight to Dickinson County on average?
Roundtrip flights to Dickinson County were priced between CA $625 and CA $816 in the last seven days. If you see a ticket price that best fits your budget, act fast. Cheap deals don't wait around for long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.