Gage Park Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,131, price is now €880 per person
€880
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.

Reviewed on 8 Dec 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,721, price is now €1,228 per person
€1,228
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom.

Reviewed on 14 Dec 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was €1,986, price is now €1,510 per person
€1,510
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing

Reviewed on 16 Dec 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €1,175, price is now €905 per person
€905
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,161, price is now €929 per person
€929
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside

Reviewed on 4 Dec 2025

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 which includes a city

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

Top hotels in Gage Park

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 €81 per night from 5 Jan to 6 Jan
€81
5 Jan - 6 Jan 2026
includes taxes & fees
8.8/10 Excellent! (3,489 reviews)
👍

Reviewed on 15 Dec 2025

Hilton Chicago/Magnificent Mile Suites
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,113 reviews)
The staff is so friendly and helpful. We now have stayed here twice and enjoy the hotel.

Reviewed on 11 Dec 2025

Get rates
Silversmith Hotel Chicago Downtown
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is €82 per night from 30 Dec to 31 Dec
€82
30 Dec - 31 Dec
includes taxes & fees
8.6/10 Excellent! (1,975 reviews)
The room was beautiful the stay was amazing

Reviewed on 11 Dec 2025

Club Quarters Hotel Wacker at Michigan, Chicago
See all 4,895 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.

Frequently asked questions

How much does a Gage Park holiday package cost?
From as low as €880. 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 holiday 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 holiday?
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 travelling 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 cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Gage Park Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Just select your favourite carrier and put together the perfect Gage Park trip.
If I'm not able to travel, can I cancel my Gage Park holiday 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.

Popular places to visit

Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home 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
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

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

Navy Pier

Things to do

Art Institute of Chicago

Art Institute of Chicago

€34
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.