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

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'334, price is now CHF 890 per person
CHF 890
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 2'476, price is now CHF 1'485 per person
CHF 1'485
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.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'666, price is now CHF 1'036 per person
CHF 1'036
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.

4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'497, price is now CHF 955 per person
CHF 955
per person
found 1 day ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'731, price is now CHF 1'132 per person
CHF 1'132
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.
Downtown Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'334, price is now CHF 890 per person
CHF 890
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 2'476, price is now CHF 1'485 per person
CHF 1'485
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.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'666, price is now CHF 1'036 per person
CHF 1'036
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.

4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'497, price is now CHF 955 per person
CHF 955
per person
found 1 day ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'731, price is now CHF 1'132 per person
CHF 1'132
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.
Best Downtown Chicago hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 166 per night
CHF 166
14 Sept - 15 Sept
includes taxes & fees
0.76 km from Downtown Chicago
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

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CHF 185 per night
CHF 185
13 Sept - 14 Sept
includes taxes & fees
1.26 km from Downtown Chicago
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.
Kostenloses WLAN
Restaurant

The Wade
644 N Lake Shore Dr, Chicago, IL
The price is CHF 156 per night
CHF 156
22 Sept - 23 Sept
includes taxes & fees
1.45 km from Downtown Chicago
Our customers tell us they can't get enough of The Wade's great location. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, an indoor pool and a restaurant are available.
Pool
Haustierfreundlich

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 152 per night
CHF 152
14 Sept - 15 Sept
includes taxes & fees
0.65 km from Downtown Chicago
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
Pool
Haustierfreundlich

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 151 per night
CHF 151
22 Sept - 23 Sept
includes taxes & fees
1.65 km from Downtown Chicago
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 178 per night
CHF 178
22 Sept - 23 Sept
includes taxes & fees
0.37 km from Downtown Chicago
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
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View all propertiesLowest 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.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.