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
Price found within the past 48 hours. Click for updated prices.
  • Reception
    Aug 2 - Aug 7

    Hilton Garden Inn Naperville/Warrenville + Flight

    Warrenville
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "-"
    Reviewed May 26, 2026
    Roundtrip • Toronto (YTZ) - Chicago (MDW)
    YTZ - MDW • Nonstop MDW - YTZ • Nonstop
    CA $1,084
    CA $757
    per traveller
    found 1 day ago
    Hilton Garden Inn Naperville/Warrenville
  • Full-size fridge, microwave, oven, stovetop
    Aug 2 - Aug 7

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (483 reviews)
    "Nice and big"
    Reviewed May 24, 2026
    Roundtrip • Toronto (YYZ) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $2,307
    CA $1,531
    per traveller
    found 1 day ago
    Level Chicago – Old Town
  • Seasonal outdoor pool, sun loungers
    Jul 16 - Jul 20

    Viceroy Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,230 reviews)
    "I don’t think I have ever encountered a more polite, charming, and informed staff. As someone who has worked in the service industry I assume that your training program does an excellent job. The hotel is beautiful and well maintained. We’ll be back."
    Reviewed May 25, 2026
    Roundtrip • Toronto (YTZ) - Chicago (MDW)
    YTZ - MDW • Nonstop MDW - YTZ • Nonstop
    CA $2,215
    CA $1,542
    per traveller
    found 1 day ago
    Viceroy Chicago
  • Premium bedding, pillowtop beds, in-room safe, individually furnished
    Jul 28 - Jul 31

    Level Chicago - River North + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,014 reviews)
    "Greater"
    Reviewed May 27, 2026
    Roundtrip • Toronto (YTZ) - Chicago (MDW)
    YTZ - MDW • Nonstop MDW - YTZ • Nonstop
    CA $1,856
    CA $1,294
    per traveller
    found 1 day ago
    Level Chicago - River North
  • Seasonal outdoor pool, sun loungers
    Aug 7 - Aug 10

    Hilton Grand Vacations Club Chicago Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    3.5 star property
    9.2/10 - Wonderful (395 reviews)
    "The staff was great and everything was nice and clean"
    Reviewed May 24, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,316
    CA $942
    per traveller
    found 1 day ago
    Hilton Grand Vacations Club Chicago Magnificent Mile

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
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

Gage Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is CA $290 per night from Jun 2 to Jun 3
CA $290
CA $345 total
Jun 2 - Jun 3
includes taxes & fees
8/10 Very Good! (10,145 reviews)
"Very good location right in the heart of Downtown Chicago."

Reviewed on May 26, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is CA $330 per night from Jun 16 to Jun 17
CA $330
CA $432 total
Jun 16 - Jun 17
includes taxes & fees
9.4/10 Exceptional! (4,263 reviews)
"The staff is very helpful, always ready to answer any question about the hotel or about the city of Chicago. The hotel is very clean , the breakfast is very good with many choices and the staff in the restaurant is excellent. My wife and I stayed in that place for eight days and seven nights and ..."

Reviewed on May 27, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is CA $263 per night from Jun 21 to Jun 22
CA $263
CA $312 total
Jun 21 - Jun 22
includes taxes & fees
7.8/10 Good! (1,476 reviews)
"Everything"

Reviewed on May 27, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,816 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
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Frequently asked questions

How much does a Gage Park vacation package cost?
From as low as . 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.

Discover the most popular places to visit in Gage Park

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

4.5/5(3 reviews)

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
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(20 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

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 $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $31
per child
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.