Dakota Holidays from £881

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    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

Your Dakota Holiday

Enjoy unforgettable adventures when you book a holiday package to Dakota. Whether you're a foodie, art buff or just a traveller who loves to discover new places, there's something for everyone in this lively city. Your trip to Dakota wouldn't be complete without seeing a few major attractions, starting with Famous Fossil Winery. Your perfect Dakota holiday is clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored just for you.

Top Dakota Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast.

Reviewed on 4 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.

Reviewed on 27 Jun 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on 30 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out

Reviewed on 29 Jun 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The staff hospitality was incredible 💖

Reviewed on 2 Jul 2025

Dakota Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Freeport Art Museum, Famous Fossil Winery and Winneshiek Playhouse

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 £87 per night from 27 Jul to 28 Jul
£87
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (347 reviews)
My 2 night stay
"The rooms were clean and I loved having a microwave and small fridge in my room. One of the things I really liked were the pillows. They were really soft. I slept great."

Reviewed on 30 Jun 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 £71 per night from 13 Jul to 14 Jul
£71
13 Jul - 14 Jul
includes taxes & fees
8/10 Very Good! (655 reviews)
Good
"Good stay, good breakfast. Floor was dirty but good for what we paid"

Reviewed on 30 Jun 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 £93 per night from 13 Jul to 14 Jul
£93
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (789 reviews)
"SUPER clean, comfortable and great location- close to many restaurants & shopping. Most staff are very friendly and helpful. I would stay here again in a heartbeat."

Reviewed on 30 Jun 2025

Country Inn & Suites by Radisson, Freeport, IL
See all 33 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Dakota travel package cost?
Less than you might think --- from a low £881, in fact! By combining hotels, flights and car rentals into your own custom-built travel package, your Dakota escape is just a few clicks away.
If I'm not able to travel, can I cancel my Dakota travel package?
If your holiday plans in Dakota have changed, it's comforting to know that you can amend or cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Dakota?
You'll save a pile of money if you combine your hotels, car rentals and flights into a Dakota travel package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels worldwide, so you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Dakota holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If paying small amounts each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.

What are the top hotels in Dakota?
If this will be your first time in Dakota, book a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both offer friendly service and are favourites among many savvy travellers.
How far in advance should I book my Dakota holiday?
You'll be rewarded with the biggest variety and the cheapest prices by booking your holiday to Dakota early. Air carriers tend to publish tickets anywhere up to 12 months prior to departure, so start your planning as soon as possible. That being said, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Dakota travel package include?
Rental cars, flights and hotels, or any combination of the three --- the choice is yours. Whether you're visiting Dakota with the family or adventuring with your friends, there's a package to fit your style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Dakota travel package?
When you book your flights, hotels and car rentals together, you'll nab amazing discounts. Whether you're organising a wilderness getaway in a cabin or would rather stay in a cosy apartment in the city, Expedia will make it happen for less.
Can I choose my airline with a Dakota Expedia travel package?
Yes, you're in charge. We have access to over 550 partner airlines globally, so you can customize your Dakota escape according to your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.