Gary Holidays
- Top Gary holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Gary holiday packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €831, price is now €732 per person
€732
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
Pendry Chicago
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €947, price is now €813 per person
€813
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
2.0-star property
Chicago luxury home suites
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €1,139, price is now €980 per person
€980
per person
found 1 day ago
During your stay at Chicago luxury home suites, you're just a quick walk from Michigan Avenue. This budget aparthotel has 3 apartments. Free WiFi and a Smart TV are available in each apartment.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €938, price is now €825 per person
€825
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €874, price is now €769 per person
€769
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
Gary Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €831, price is now €732 per person
€732
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
Pendry Chicago
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €947, price is now €813 per person
€813
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
2.0-star property
Chicago luxury home suites
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €1,139, price is now €980 per person
€980
per person
found 1 day ago
During your stay at Chicago luxury home suites, you're just a quick walk from Michigan Avenue. This budget aparthotel has 3 apartments. Free WiFi and a Smart TV are available in each apartment.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €938, price is now €825 per person
€825
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
15 Jan - 19 Jan
4 night stay
Dublin (DUB) to Chicago (ORD)
Brussels Airlines • Coach
Chicago (ORD) to Dublin (DUB)
Lufthansa • Coach
Price was €874, price is now €769 per person
€769
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
Gary Holidays
Gary is whispering in the wind. When you're ready to return the call, the friendly team at ebookers will be waiting to carry you away with fantastic accommodation and flight deals.
With over 500 partner airlines and more than 500,000 worldwide properties, you'll easily find a way to escape.
Still needing some final encouragement to push you across the line? Our team is dedicated to providing you with the best Flight + Hotel deals, so if you happen to find a better offer than ours within 48 hours pre check in, we guarantee that we'll meet it and return the difference. We call that our Price Guarantee.
Pack those suitcases. It's time to start moving! From desert dunes to snow-dusted mountains and every beachside haven in between, we can help you set your wanderlust free.Terms and Conditions apply.
More Gary hotels
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is €140 per night
€140
26 Dec - 27 Dec
includes taxes & fees
38.24 km from city centre
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Homewood Suites by Hilton Chicago Downtown South Loop
59 E. 11th Street Chicago IL
The price is €80 per night
€80
5 Jan - 6 Jan 2026
includes taxes & fees
37.99 km from city centre
The free breakfast at Homewood Suites by Hilton Chicago Downtown South Loop gets good marks from our customers. During your stay, you're just a quick walk from State Street. Free WiFi in public areas, a free manager's reception and a restaurant are available.
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €122 per night
€122
20 Dec - 21 Dec
includes taxes & fees
38.45 km from city centre
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Free WiFi
Restaurant
Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street Chicago IL
The price is €72 per night
€72
5 Jan - 6 Jan 2026
includes taxes & fees
38 km from city centre
Hilton Garden Inn Chicago Downtown South Loop's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Pool
Pet-friendly
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
The price is €85 per night
€85
9 Jan - 10 Jan 2026
includes taxes & fees
38.43 km from city centre
Our customers tell us that they can't get enough of the comfortable beds at Travelodge by Wyndham Downtown Chicago. During your stay, you're just a quick walk from State Street. You'll find features such as free WiFi in public areas, plus a restaurant and a coffee shop/cafe.
Best Western Grant Park Hotel
1100 S Michigan Ave Chicago IL
The price is €69 per night
€69
5 Jan - 6 Jan 2026
includes taxes & fees
37.94 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Best Western Grant Park Hotel. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
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.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
