Montclare Holidays
- Top Montclare holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Montclare holiday packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,131, price is now €880 per person
€880
per person
found 8 hours 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,721, price is now €1,228 per person
€1,228
per person
found 8 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,986, price is now €1,510 per person
€1,510
per person
found 8 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,175, price is now €905 per person
€905
per person
found 8 hours 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
Pendry Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,161, price is now €929 per person
€929
per person
found 8 hours 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.
Montclare Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,131, price is now €880 per person
€880
per person
found 8 hours 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,721, price is now €1,228 per person
€1,228
per person
found 8 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,986, price is now €1,510 per person
€1,510
per person
found 8 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,175, price is now €905 per person
€905
per person
found 8 hours 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
Pendry Chicago
Downtown Chicago
25 Jan - 30 Jan
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Return • Coach
Price was €1,161, price is now €929 per person
€929
per person
found 8 hours 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.
Montclare Holidays
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More Montclare hotels
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is €81 per night
€81
5 Jan - 6 Jan 2026
includes taxes & fees
14.92 km from Montclare
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Pet-friendly
Free WiFi
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
15.16 km from Montclare
Our customers tell us that they can't get enough of the comfortable beds at Silversmith Hotel Chicago Downtown. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a 24-hour gym and a bar.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
The price is €75 per night
€75
29 Dec - 30 Dec
includes taxes & fees
14.98 km from Montclare
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €128 per night
€128
30 Dec - 31 Dec
includes taxes & fees
15.13 km from Montclare
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Pool
Spa
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is €96 per night
€96
6 Jan - 7 Jan 2026
includes taxes & fees
14.62 km from Montclare
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
Pool
Breakfast included
Eurostars Magnificent Mile
660 North State Street Chicago IL
The price is €94 per night
€94
14 Jan - 15 Jan 2026
includes taxes & fees
14.57 km from Montclare
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
Spa
Free WiFi
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.