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

4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 862, price is now CHF 628 per person
CHF 628
per person
found 18 hours ago
Our customers tell us they can't get enough of The Allegro Royal Sonesta Hotel Chicago Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a 24-hour gym, a bar and breakfast (surcharge). 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
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 973, price is now CHF 712 per person
CHF 712
per person
found 18 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
theWit Chicago, a Hilton Hotel
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 937, price is now CHF 687 per person
CHF 687
per person
found 18 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.

4.5-star property
Pendry Chicago
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 1'058, price is now CHF 778 per person
CHF 778
per person
found 18 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.

4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 874, price is now CHF 647 per person
CHF 647
per person
found 18 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
Uptown Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 862, price is now CHF 628 per person
CHF 628
per person
found 18 hours ago
Our customers tell us they can't get enough of The Allegro Royal Sonesta Hotel Chicago Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a 24-hour gym, a bar and breakfast (surcharge). 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
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 973, price is now CHF 712 per person
CHF 712
per person
found 18 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
theWit Chicago, a Hilton Hotel
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 937, price is now CHF 687 per person
CHF 687
per person
found 18 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.

4.5-star property
Pendry Chicago
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 1'058, price is now CHF 778 per person
CHF 778
per person
found 18 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.

4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
Price was CHF 874, price is now CHF 647 per person
CHF 647
per person
found 18 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
Best Uptown hotel deals for your holiday

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
10.37 km from Uptown
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

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 149 per night
CHF 149
per night
20 Oct - 21 Oct
7.8 km from Uptown
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 167 per night
CHF 167
per night
2 Oct - 3 Oct
8.53 km from Uptown
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 O'Hare Airport
O'Hare International Airport, Chicago, IL
The price is CHF 189 per night
CHF 189
per night
25 Oct - 26 Oct
20.71 km from Uptown
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
Kostenloser Flughafentransfer
Haustierfreundlich

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is CHF 170 per night
CHF 170
per night
28 Sept - 29 Sept
9.09 km from Uptown
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

Freehand Chicago
19 East Ohio Street, Chicago, IL
The price is CHF 114 per night
CHF 114
per night
20 Oct - 21 Oct
8.44 km from Uptown
Our customers tell us that they can't get enough of the helpful staff at Freehand Chicago. 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.
Haustierfreundlich
Kostenloses WLAN
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.
Holiday ideas like Uptown vacations
Other holiday destinations
Plan your trip to Uptown
^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.