Smith Park Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Smith Park
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,403
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Trump Chicago consistently gives me a great experience. From the chocolates offered at the front desk to the friendly and helpful concierge team, the service always feels welcoming and attentive.
The staff is especially helpful with arranging transportation and making sure everything runs smoothly during the stay. The rooms are beautiful, spacious, clean, and very comfortable, which makes the overall experience feel luxurious from beginning to end.
I’ve stayed here multiple times and honestly have not had a single issue. The level of service, cleanliness, and attention to detail has been consistent every time. I would definitely recommend Trump Chicago to travelers looking for a high quality stay with excellent customer service in the city.
Reviewed on Oct 4, 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
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.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Smith Park Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $164
CA $194 total
Nov 2 - Nov 3
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $238
CA $283 total
Nov 1 - Nov 2
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $204
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
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 vacation package cost?
Our Smith Park vacation packages, which start at just CA $837, are the best way to save big bucks. Choose your preferred hotels, flights and more to create a personalized 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 travelers who visit Smith Park include University of Illinois Chicago and United Center 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 vacation?
Travelers 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 vacation 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 vacation 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 vacation 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
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.