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
Level Chicago - River North
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 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.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
The Peninsula Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 hours 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.
Uptown Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago - River North
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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.
5.0-star property
The Peninsula Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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.
Uptown Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
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)
British Airways • Direct return • Coach
per person
found 2 hours 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 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
Park Hyatt Chicago
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 hours 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.
4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 hours ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A restaurant, a gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Level Chicago - River North
Downtown Chicago
13 Oct - 19 Oct
6 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 2 hours ago
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.
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
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is CHF 185 per night
CHF 185
22 Aug - 23 Aug
includes taxes & fees
9.71 km from Uptown
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
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
The price is CHF 138 per night
CHF 138
24 Aug - 25 Aug
includes taxes & fees
9.45 km from Uptown
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
Haustierfreundlich
Kostenloses WLAN
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 131 per night
CHF 131
24 Aug - 25 Aug
includes taxes & fees
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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 165 per night
CHF 165
24 Aug - 25 Aug
includes taxes & fees
8.4 km from Uptown
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
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is CHF 148 per night
CHF 148
26 Aug - 27 Aug
includes taxes & fees
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
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.
Cheap flights to Uptown
Prices found within past 7 days. 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.