Dakota Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Dakota

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 hour ago
Return flight included
Warsaw (WAW) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Been there a couple times always a nice stay, great location

Reviewed on 8 Jul 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 hour ago
Return flight included
Warsaw (WAW) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
This place was secure and beautiful. The amenities were top notch & I felt 100% safe while there. Will return!

Reviewed on 7 Jul 2025

The Hoxton Chicago

The Hoxton Chicago

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 hour ago
Return flight included
Warsaw (WAW) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Didn’t receive vip perks. Which I figured they wouldn’t as that seems to happen with most side perks off the app. Rooms were nice but had to ask for additional towel as there was only one in room. Staff was very friendly. Checking went smooth. Would recommend.

Reviewed on 8 Jul 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.

Reviewed on 7 Jul 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,097 reviews)
Spacious room with a very comfortable bed, comfortable room temperature on a hot weekend, large bathroom and spacious work station. Close to trains that transport to the loop within minutes.

Reviewed on 8 Jul 2025

Top hotels in Dakota

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 €102 per night from 27 Jul to 28 Jul
€102
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (348 reviews)
"I liked the proximity to other businesses in the area. Loved the breakfast the next morning! Room was a little snug between the end of the bed and the dresser."

Reviewed on 4 Jul 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 €82 per night from 27 Jul to 28 Jul
€82
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (656 reviews)
"Ok"

Reviewed on 6 Jul 2025

Baymont by Wyndham Freeport
Country Inn & Suites by Radisson, Freeport, IL
Country Inn & Suites by Radisson, Freeport, IL
2.5 out of 5
1710 South Dirck Drive, Freeport, IL
Fully refundable
The price is €108 per night from 20 Jul to 21 Jul
€108
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (790 reviews)
"Dining area under repair. Breakfast great"

Reviewed on 5 Jul 2025

Country Inn & Suites by Radisson, Freeport, IL
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 holiday package cost?
You can grab a holiday package to this destination from €857 on Expedia. However, how much your holiday 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 holiday packages and you could score some great off-season discounts.
How many days is enough for Dakota?
The ideal length of your Dakota holiday 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 customise 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can personalise 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 holiday package to Dakota?
If you've got your Dakota holiday 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 customised Dakota holiday package.

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