
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.

3.0-star property
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'015, price is now CHF 837 per person
CHF 837
per person
found 22 hours ago
The free breakfast at Holiday Inn Express & Suites Chicago O'Hare Airport by IHG gets good marks from our customers. During your stay, you're just a quick walk from Allstate Arena. You'll find features such as free WiFi in public areas, plus an indoor pool and a gym.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'530, price is now CHF 1'136 per person
CHF 1'136
per person
found 22 hours ago
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.

4.0-star property
Level Chicago - River North
Downtown Chicago
30 Dec - 4 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
Price was CHF 1'392, price is now CHF 1'090 per person
CHF 1'090
per person
found 20 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.

3.0-star property
Staybridge Suites Chicago O'Hare - Rosemont by IHG
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'039, price is now CHF 867 per person
CHF 867
per person
found 22 hours ago
Our customers tell us that they can't get enough of the free breakfast at Staybridge Suites Chicago O'Hare - Rosemont by IHG. During your stay, you're just a quick walk from Allstate Arena. Features include free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.

3.5-star property
Hilton Rosemont Chicago O'Hare
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'053, price is now CHF 886 per person
CHF 886
per person
found 22 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Rosemont Chicago O'Hare. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. Enjoy features like free WiFi in public areas, a free round-trip airport shuttle and a free area shuttle.
Uptown Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Arlo Chicago
Downtown Chicago
19 Dec - 22 Dec
3 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Coach
Price was CHF 1'008, price is now CHF 919 per person
CHF 919
per person
found 23 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.

4.5-star property
Pendry Chicago
Downtown Chicago
19 Dec - 22 Dec
3 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Coach
Price was CHF 1'163, price is now CHF 1'019 per person
CHF 1'019
per person
found 23 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.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
19 Dec - 22 Dec
3 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Coach
Price was CHF 1'335, price is now CHF 1'180 per person
CHF 1'180
per person
found 23 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.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
19 Dec - 22 Dec
3 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Coach
Price was CHF 1'134, price is now CHF 1'012 per person
CHF 1'012
per person
found 23 hours 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
Nobu Hotel Chicago
Downtown Chicago
19 Dec - 22 Dec
3 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Coach
Price was CHF 1'356, price is now CHF 1'218 per person
CHF 1'218
per person
found 23 hours ago
Nobu Hotel Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Uptown Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
30 Dec - 3 Jan
4 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Direct • Coach
Price was CHF 1'115, price is now CHF 1'001 per person
CHF 1'001
per person
found 18 hours ago
Our customers tell us that they can't get enough of the shopping around Courtyard by Marriott Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, an indoor pool and a restaurant are available.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
30 Dec - 3 Jan
4 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Direct • Coach
Price was CHF 1'261, price is now CHF 1'105 per person
CHF 1'105
per person
found 18 hours 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.

4.0-star property
Arlo Chicago
Downtown Chicago
30 Dec - 3 Jan
4 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Direct • Coach
Price was CHF 1'172, price is now CHF 1'031 per person
CHF 1'031
per person
found 18 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
30 Dec - 3 Jan
4 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Direct • Coach
Price was CHF 1'207, price is now CHF 1'070 per person
CHF 1'070
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.

5.0-star property
Nobu Hotel Chicago
Downtown Chicago
30 Dec - 3 Jan
4 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
American Airlines • Direct • Coach
Price was CHF 1'677, price is now CHF 1'504 per person
CHF 1'504
per person
found 20 hours ago
Nobu Hotel Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
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
30 Dec - 4 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
Price was CHF 1'392, price is now CHF 1'090 per person
CHF 1'090
per person
found 20 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.

4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
30 Dec - 4 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
Price was CHF 1'432, price is now CHF 1'150 per person
CHF 1'150
per person
found 20 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.

4.5-star property
L7 Chicago by LOTTE
Downtown Chicago
30 Dec - 4 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
Price was CHF 1'302, price is now CHF 1'110 per person
CHF 1'110
per person
found 20 hours ago
The shopping around L7 Chicago by LOTTE gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. 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
Well-Equipped 2BR - Greenbay 301
North Evanston
30 Dec - 4 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
Price was CHF 1'878, price is now CHF 1'630 per person
CHF 1'630
per person
found 20 hours ago
During your stay at this apartment building, you're just a quick walk from Northwestern University. Free self-parking is available. Enjoy your stay with amenities like free WiFi and a kitchen in the apartment.
Uptown Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Holiday Inn Express & Suites Prospect Heights by IHG
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 914, price is now CHF 754 per person
CHF 754
per person
found 22 hours ago
The free breakfast at Holiday Inn Express & Suites Prospect Heights by IHG gets good marks from our customers. During your stay, you'll be close to Rob Roy Golf Course. Free WiFi in public areas, free self-parking and a 24-hour gym are available.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'530, price is now CHF 1'136 per person
CHF 1'136
per person
found 22 hours ago
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.

3.0-star property
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'015, price is now CHF 837 per person
CHF 837
per person
found 22 hours ago
The free breakfast at Holiday Inn Express & Suites Chicago O'Hare Airport by IHG gets good marks from our customers. During your stay, you're just a quick walk from Allstate Arena. You'll find features such as free WiFi in public areas, plus an indoor pool and a gym.

3.0-star property
Staybridge Suites Chicago O'Hare - Rosemont by IHG
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'039, price is now CHF 867 per person
CHF 867
per person
found 22 hours ago
Our customers tell us that they can't get enough of the free breakfast at Staybridge Suites Chicago O'Hare - Rosemont by IHG. During your stay, you're just a quick walk from Allstate Arena. Features include free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.

3.5-star property
Hilton Rosemont Chicago O'Hare
22 Dec - 29 Dec
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'053, price is now CHF 886 per person
CHF 886
per person
found 22 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Rosemont Chicago O'Hare. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. Enjoy features like free WiFi in public areas, a free round-trip airport shuttle and a free area shuttle.
Best Uptown hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 95 per night
CHF 95
25 Nov - 26 Nov
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

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 96 per night
CHF 96
7 Dec - 8 Dec
includes taxes & fees
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

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CHF 140 per night
CHF 140
15 Nov - 16 Nov
includes taxes & fees
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

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is CHF 111 per night
CHF 111
25 Nov - 26 Nov
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 87 per night
CHF 87
25 Nov - 26 Nov
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

Hotel Riu Plaza Chicago
150 East Ontario Street, Chicago, IL
The price is CHF 111 per night
CHF 111
8 Dec - 9 Dec
includes taxes & fees
8.42 km from Uptown
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.
Frühstück inbegriffen
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.
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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.