
Cheap Holidays to Winnetka
- Top deals for trips to Winnetka
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Winnetka
Price found within the past 48 hours. Click for updated prices.

4.5-star property
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'183, price is now CHF 938 per person
CHF 938
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Chicago Athletic Association, a Hyatt Hotel. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and 3 bars. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'518, price is now CHF 1'097 per person
CHF 1'097
per person
found 1 day ago
Level Chicago – Old Town'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 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.

5.0-star property
Park Hyatt Chicago
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'717, price is now CHF 1'344 per person
CHF 1'344
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'504, price is now CHF 1'194 per person
CHF 1'194
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.

4.0-star property
The Hoxton Chicago
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'446, price is now CHF 1'163 per person
CHF 1'163
per person
found 1 day ago
The Hoxton Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and 3 bars. This property offers pet-friendly amenities, such as food and water bowls.
Winnetka Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.

3.5-star property
Springhill Suites by Marriott Chicago Downtown/ River North
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 925, price is now CHF 781 per person
CHF 781
per person
found 1 day ago
Our customers tell us that they can't get enough of the free breakfast at Springhill Suites by Marriott Chicago Downtown/ River North. 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.

5.0-star property
Park Hyatt Chicago
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'717, price is now CHF 1'344 per person
CHF 1'344
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.

4.5-star property
Pendry Chicago
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'123, price is now CHF 892 per person
CHF 892
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.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'901, price is now CHF 1'535 per person
CHF 1'535
per person
found 1 day 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.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
27 Dec - 1 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'075, price is now CHF 885 per person
CHF 885
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.
Winnetka Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'183, price is now CHF 938 per person
CHF 938
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Chicago Athletic Association, a Hyatt Hotel. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and 3 bars. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'518, price is now CHF 1'097 per person
CHF 1'097
per person
found 1 day ago
Level Chicago – Old Town'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 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.

4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'504, price is now CHF 1'194 per person
CHF 1'194
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.

4.0-star property
The Hoxton Chicago
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'446, price is now CHF 1'163 per person
CHF 1'163
per person
found 1 day ago
The Hoxton Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and 3 bars. This property offers pet-friendly amenities, such as food and water bowls.

5.0-star property
The Peninsula Chicago
Downtown Chicago
29 Dec - 4 Jan
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 2'302, price is now CHF 1'872 per person
CHF 1'872
per person
found 1 day 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.
Best Winnetka hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is CHF 89 per night
CHF 89
per night
25 Nov - 26 Nov
25.54 km from city centre
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
Frühstück inbegriffen

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is CHF 118 per night
CHF 118
per night
24 Nov - 25 Nov
26.82 km from city centre
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
Wellness

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CHF 91 per night
CHF 91
per night
7 Dec - 8 Dec
25 km from city centre
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.
Haustierfreundlich
Kostenloses WLAN

citizenM Chicago Downtown
80 East Wacker Place Chicago IL
The price is CHF 106 per night
CHF 106
per night
19 Nov - 20 Nov
26.24 km from city centre
The sightseeing around citizenM Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a gym are available.
Kostenloses WLAN
Restaurant

Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
The price is CHF 94 per night
CHF 94
per night
16 Dec - 17 Dec
25.43 km from city centre
Our customers tell us they can't get enough of Warwick Allerton - Chicago's great location. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
Kostenloses WLAN
Klimaanlage

The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
The price is CHF 79 per night
CHF 79
per night
7 Dec - 8 Dec
24.97 km from city centre
The Whitehall Hotel, BW Premier Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free breakfast, free WiFi in public areas and a restaurant are available.
Frühstück inbegriffen
Haustierfreundlich
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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Plan your trip to Winnetka
^Savings based on all package bookings with Flight + Hotel made on ebookers.ch 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.
