Smith Park Holidays

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The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago
€652
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (2,775 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
€671
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on 26 Aug 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
€1,273
per person
9 Oct - 12 Oct
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
€1,064
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Fantastic hotel, amazing location, everything about this place is 10/10.. I can only assume that any negative reviews are related to matters which have nothing to do with this marvellous hotel and it’s amazing staff

Reviewed on 26 Aug 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago
€727
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
8.8/10 Excellent! (2,133 reviews)
Stayed here for 4 nights and enjoyed my stay. I was in the 24th floor with a view facing the buildings across the street. There are restaurants nearby to get breakfast, lunch or dinner. I was able to store my bags and luggage while I grabbed breakfast on my last day there. Would book again if I come back to Chicago

Reviewed on 26 Aug 2026

Where to stay in Smith Park

Find the best Smith Park areas and neighborhoods for the activities you enjoy most. Learn more about Smith Park
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Smith Park

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€117
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,320 reviews)
"Convenient - right across from Grant Park..."

Reviewed on 26 Aug 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
€136
30 Aug - 31 Aug
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
€246
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
"Very convenient, helpful staff"

Reviewed on 26 Aug 2026

Hilton Chicago O'Hare Airport
See all 4,576 properties in Smith Park
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 Smith Park holiday package cost?
Our Smith Park holiday packages, which start at just €652, are the best way to save big bucks. Choose your preferred hotels, flights and more to create a personalised trip.
How do I get a cheap travel package to Smith Park?
You'll save a pile of money if you combine your hotels, car rentals and flights into a Smith Park travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 air carriers and 1,000,000 properties globally, which means you'll always have plenty of variety to choose from. Want to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Smith Park?
Most travellers who visit Smith Park include University of Illinois Chicago and United Centre on their itineraries. Why not book a hotel as close as possible to these iconic attractions?
How far in advance should I book my Smith Park holiday?
Travellers are usually able to browse international flights on Expedia up to 12 months prior to departure. Booking at the last minute? With a little bit of luck, it's still possible to nab a cheaper ticket just weeks before your flight.
What does an Expedia Smith Park travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your ideal Smith Park escape. You can also add on some tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Smith Park travel package?
Whether it's adventure or relaxation you're seeking, a Smith Park holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Smith Park Expedia holiday package?
You can, and with over 550 airlines to pick from globally, you've got lots of choice. Search the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Smith Park holiday package?
If your travel plans in Smith Park have been upended, it's comforting to know that it's possible to cancel or amend your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To learn more, check our Customer Service Portal.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.