Jackson Park Highlands Holidays

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Your Jackson Park Highlands Holiday

Uncovering all that Jackson Park Highlands has to offer is easy when you book a Jackson Park Highlands holiday package. Well known for its history and more, this intriguing neighbourhood is calling your name. Some top nearby attractions to check out during your trip to Jackson Park Highlands include University of Chicago, Chicago Museum of Science and Industry and Robie House. No matter what your ideal Jackson Park Highlands holiday may look like, you can turn it into reality with Expedia.

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
16 Jun - 23 Jun
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
8.8/10 Excellent! (166 reviews)
Very nice room and nice facilities, but mixed experience with staff. Some were helpful, others impatient and curt. An email request for a corrected receipt, after the one reluctantly produced turned out to be wrong, was ignored altogether.

Reviewed on 12 Apr 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
16 Jun - 23 Jun
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Absolutely wonderful! ALL employees were very friendly and knowledgeable. Rooms were very nice and clean. Location is perfect for shopping, dining, and some museums. Will definitely stay here again!

Reviewed on 13 Apr 2024

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
per person
17 Jun - 23 Jun
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Love this little "nook" of the city, very walkable but not crazy busy. The hotel is beautiful, with stunning views from bars and restaurants. Our Room was gorgeous with lots of upgrades in furnishings, bathroom finishes etc. Can't wait to go back!

Reviewed on 14 Apr 2024

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
17 Jun - 23 Jun
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
The AC is not cool enough. We woke up sweating at night and we were there in winter.

Reviewed on 8 Apr 2024

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Downtown Chicago
per person
17 Jun - 24 Jun
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
8.6/10 Excellent! (1,737 reviews)
Great location!!! Beautiful view!!

Reviewed on 12 Apr 2024

Prices and availability subject to change. Additional terms may apply.

Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Jackson Park Highlands
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Jackson Park Highlands

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £113 per night from 25 Apr to 26 Apr
£113
per night
25 Apr - 26 Apr
7.6/10 Good! (6,517 reviews)
"Amenities aren't the greatest, but tons of character, great location, very efficient staff, unbeatable price"

Reviewed on 13 Apr 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £125 per night from 21 Apr to 22 Apr
£125
per night
21 Apr - 22 Apr
8.6/10 Excellent! (2,778 reviews)
"Very nice location"

Reviewed on 13 Apr 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £141 per night from 23 Apr to 24 Apr
£141
per night
23 Apr - 24 Apr
8.2/10 Very Good! (1,844 reviews)
"The view from 23 floors up was incredible!"

Reviewed on 13 Apr 2024

Eurostars Magnificent Mile
See all 3,849 properties in Jackson Park Highlands
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 Jackson Park Highlands travel package cost?
The cheapest Jackson Park Highlands travel package is £1,281, so your dream trip can become a reality — without it costing a fortune. Combine flights, hotels and car rentals to customize a package that fits you.
If I'm not able to travel, can I cancel my Jackson Park Highlands travel package?
Your situation can change suddenly, so yes, you can. You may be able to cancel or amend your Jackson Park Highlands travel package for free if you’ve booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Jackson Park Highlands?
If you love getting an amazing deal, bundle your bookings into a Jackson Park Highlands travel package. Whether you’re looking for hotels, flights, rental cars or activities, you can browse and book them all in one place. You’ll have endless choice at your fingertips too. Expedia has more than 550 partner airlines and 1,000,000 hotels around the globe to choose from. Fly with who you prefer, find a room where you like and save your hard-earned money — now that’s the perfect holiday!
Does Expedia offer Book Now, Pay Later Jackson Park Highlands holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna’s manageable monthly instalment plans. If making small repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you’d like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an amazing deal but don’t have the full amount yet, Klarna’s low deposit holiday plan will help you lock in your getaway.

Where should I stay in Jackson Park Highlands?
A trip to Jackson Park Highlands isn’t over until you’ve seen Millennium Park and Wrigley Field. Stay as close as possible for quick access to these famous tourist attractions.
What are the top hotels in Jackson Park Highlands?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most popular properties in Jackson Park Highlands. Why not have a look at the facilities and rates at each and then make a decision?
How far in advance should I book my Jackson Park Highlands holiday?
To land discount prices, book early. Air carriers typically release flight tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, activities and car rental should also be booked early to avoid disappointment. If you’re in need of a last-minute getaway to Jackson Park Highlands, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Jackson Park Highlands travel package include?
Expedia has all you need to organise your Jackson Park Highlands escape, but what goes into your package is your call. Choose from any combination of hotels, rental cars and flights. In search of some tours or activities to fill in your time? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a package deal to match your needs.
What should I know before booking a Jackson Park Highlands travel package?
Bundling your bookings into a Jackson Park Highlands travel package is the easiest way to organise your trip. Not only that, you’ll get great discounts when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Jackson Park Highlands Expedia travel package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply select the airline you want and craft your ideal Jackson Park Highlands trip.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Chicago

More trip options

* 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.