Dakota Vacations from ￥220,592

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The Latest Dakota Vacation Packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
loved my stay wish they did have a microwave and ice machine

Reviewed on Jul 21, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
THE CARPET IS VERY DIRTY.

Reviewed on Jul 21, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (2,374 reviews)
The rooms were great, the view was overlooking the river and Navy Pier. Clean, Quiet, and close to all the main tourist shopping and restaurants downtown.

Reviewed on Jul 22, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
Sep 21 - Sep 27
found 3 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (229 reviews)
The reason I did not give a five star review is that I was led to believe by Expedia that I was booking a five star hotel. This is basically a very nice apartment building that is 80 percent residential and 20 percent hotel. Not the cool Chicago hotel experience I was expecting. Very nice staff and very clean efficiency apartment.

Reviewed on Jul 21, 2025

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
per person
Sep 21 - Sep 27
found 3 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (1,484 reviews)
Very nice and clean place

Reviewed on Jul 21, 2025

Find the Best Dakota Vacation Packages

Dakota Hotel Deals

Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is ￥12,087 per night from Aug 3 to Aug 4
￥12,087
￥13,414 total
Aug 3 - Aug 4
includes taxes & fees
6.8/10 (329 reviews)
nicer than I expected
"I didnt go in expecting a lot, but the hotel was way nicer than I thought. Always thought "super 8" was just a cheap place, some might be, but this one was nice"

Reviewed on Jul 17, 2025

Super 8 by Wyndham Freeport
AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

2.5 out of 5
424 4th Ave, Monroe, WI
Fully refundableReserve now, pay when you stay
The price is ￥17,688 per night from Aug 17 to Aug 18
￥17,688
￥19,368 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (354 reviews)
"The room still smelled and looked new. And staff very nice."

Reviewed on Jul 18, 2025

AmericInn by Wyndham Monroe
Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
The price is ￥14,158 per night from Aug 3 to Aug 4
￥14,158
￥15,712 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (662 reviews)
"We had a good stay with decent breakfast choices."

Reviewed on Jul 14, 2025

Baymont by Wyndham Freeport
See all 35 properties in Dakota
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 does a Dakota vacation package cost?
You can grab a vacation package to this destination from ￥220,592 on Expedia. However, how much your vacation to Dakota costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Dakota?
You can usually find reduced prices and better availability in January, February and November. Explore our cheap Dakota vacation packages and you could score some great off-season discounts.
How many days is enough for Dakota?
The ideal length of your Dakota vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to visit all the main attractions and discover some hidden spots along the way.
How to find the best Dakota package deals?
Bagging a cheap Dakota package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Dakota package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dakota vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can personalize your Dakota trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Dakota?
If you've got your Dakota vacation dates finalized, book as soon as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Dakota?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Dakota.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to Dakota.
  3. Decide how long to go away for: Now that you know more about Dakota, you can figure out the perfect length of your break. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Dakota vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.