Gage Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Gage Park

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

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,565, price is now CA $1,106 per person
CA $1,106
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Great experience but should take off pools as an aminety cause they do NOT have a pool which is one of the big reasons I booked with this hotel only to get there, and find out they don’t have one.

Reviewed on Jul 11, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,737, price is now CA $1,169 per person
CA $1,169
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The price is really high, and the hotel itself looks nice, but it kinda sucks given the cost.

Reviewed on Jul 11, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,921, price is now CA $1,316 per person
CA $1,316
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on Jul 10, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,932, price is now CA $1,360 per person
CA $1,360
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on Jul 8, 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 $1,861, price is now CA $1,332 per person
CA $1,332
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Perfect location Perfect view excellent staff fun time had by wife for her birthday great little getaway thanks

Reviewed on Jul 11, 2026

Where to stay in Gage Park

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

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

Gage Park Hotel Deals

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jul 27 to Jul 28
CA $218
CA $259 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,734 reviews)
"Surprise fees upfront when you book with third party sites like, Expedia. Expect to cough up a few hundred dollars before you even get to the elevator. Other than that it’s a gorgeous hotel with incredible surrounding areas. Not too far from the beach as well. The breakfast buffet was also ..."

Reviewed on Jul 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Jul 26 to Jul 27
CA $316
CA $422 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,905 reviews)
"Great experience but should take off pools as an aminety cause they do NOT have a pool which is one of the big reasons I booked with this hotel only to get there, and find out they don’t have one."

Reviewed on Jul 11, 2026

Omni Chicago Hotel
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 $268 per night from Aug 10 to Aug 11
CA $268
CA $318 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very good! (10,225 reviews)
"Everything was great!"

Reviewed on Jul 10, 2026

Congress Plaza Hotel
See all 4,581 properties in Gage 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
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Frequently asked questions

How much does a Gage Park vacation package cost?
From as low as CA $1,106. Yes, you read that correctly. Our Gage Park packages are a simple way to make your budget go further. Combine your hotels, flights and rental car and get out and see this top destination.
How do I get a cheap travel package to Gage Park?
Combine your flights and hotels, add extras such as tours, and save with a Gage Park vacation package. You won't just walk away with wonderful discounts on your trip — you'll have loads of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels around the world. Your next big adventure begins right here, right now!
Where should I stay in Gage Park?
With lots to explore in Gage Park, it'd be convenient for you to book a room in a hotel near its attractions. Marquette Park, St. Bernard Hospital and S.S. Peter and Paul Church are some top ones to put on your itinerary.
How far in advance should I book my Gage Park vacation?
It's hard to pick the best time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you can't book ahead, don't fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Gage Park travel package include?
That depends on what you want. If you're traveling solo, you might decide to bundle hotels and flights. Taking the whole family to Gage Park? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the freedom and flexibility to customize your travel package.
What should I know before booking a Gage Park travel package?
When you book your hotels, flights and car rentals together, you'll land amazing discounts. Whether you're planning a mountain getaway in a cabin or would rather stay in a cozy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Gage Park Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Just select your favorite carrier and put together the perfect Gage Park trip.
If I'm not able to travel, can I cancel my Gage Park vacation package?
Yes, you can cancel your Gage Park booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
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.