Sheridan Park Vacation Packages

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  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in Sheridan Park

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,487, price is now CA $1,004 per person
CA $1,004
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.

Reviewed on Apr 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,498 per person
CA $1,498
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,916, price is now CA $1,246 per person
CA $1,246
per person
Jun 11 - Jun 15
found 12 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,845, price is now CA $1,229 per person
CA $1,229
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,120 reviews)
The anti hero beer,the doorman,staff,the comfortable bed, shower 🚿,

Reviewed on Apr 18, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $3,219, price is now CA $2,251 per person
CA $2,251
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning

Reviewed on Apr 18, 2026

Where to stay in Sheridan Park

Find the best Sheridan Park areas and neighborhoods for the activities you enjoy most. Learn more about Sheridan Park
Downtown Chicago

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

Sheridan Park Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 26 to Apr 27
CA $193
CA $227 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,155 reviews)
N/A

Reviewed on Apr 18, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Apr 26 to Apr 27
CA $213
CA $250 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,859 reviews)
Clean and easy check in.

Reviewed on Apr 17, 2026

Embassy Suites by Hilton Chicago Downtown River North
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 CA $158 per night from Apr 26 to Apr 27
CA $158
CA $185 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,142 reviews)
Our room was uncomfortably warm. They explained that the hotel is old and they put either the air conditioner on or the heat on in the hotel and since it was going to be cool the next day they had turned the heat on to begin heating the hotel for the next day. They did give us a fan and opened the ...

Reviewed on Apr 18, 2026

Congress Plaza Hotel
See all 4,709 properties in Sheridan 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sheridan Park vacation package cost?
Starting from as low as CA $1,004, you can customize your Sheridan Park package the way you want. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Sheridan Park?
Browse and book everything all in one place with our Sheridan Park vacation packages. We have incredible bargains on flights, hotels, tours and more that'll keep your credit card happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options all over the world to choose from, you'll have the flexibility to mix and match as you like.
Where should I stay in Sheridan Park?
Check Lincoln Park off your must-see list and then stay right near it. Soak up the exciting atmosphere around this top attraction and head there whenever you please!
How far in advance should I book my Sheridan Park vacation?
Browse Expedia to compare international flights ASAP. You can normally purchase a ticket up to a year in advance. If you can't see your preferred air carrier, or you're booking late, fear not. Low prices to Sheridan Park occasionally appear a few weeks before departure.
What does an Expedia Sheridan Park travel package include?
Rental cars, flights and hotels — you'll discover them all here. With Expedia, you can shape your Sheridan Park package your way. All you have to do is work out what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a Sheridan Park travel package?
Bundling your bookings into a Sheridan Park vacation package is the easiest way to organize your trip. Not only that, you'll save just for combining 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 Sheridan Park Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Sheridan Park vacation package?
Don't worry if you're rethinking your Sheridan Park vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We realize life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Sheridan Park

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in 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.