Cheap Holidays to Chicago
- Top deals for trips to Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Chicago
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 hours 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.
2.5-star property
Ruby Room
West Town
27 Dec - 3 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Direct • Coach
per person
found 20 hours ago
Our customers tell us they can't get enough of Ruby Room's great location. During your stay, you're just a quick walk from Milwaukee Avenue. Enjoy features like free WiFi in public areas and concierge services.
5.0-star property
Waldorf Astoria Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 hours ago
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Chicago Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Westin Chicago Lombard
26 Dec - 30 Dec
4 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
per person
found 23 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Westin Chicago Lombard. During your stay, you're just a quick walk from Yorktown Shopping Center. Free WiFi in public areas, free self-parking and 2 restaurants are available.
3.0-star property
Wyndham Chicago O'Hare
O'Hare
26 Dec - 30 Dec
4 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
per person
found 23 hours ago
Our customers tell us that they can't get enough of the helpful staff at Wyndham Chicago O'Hare. During your stay, you're just a quick walk from Allstate Arena. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
4.0-star property
DoubleTree by Hilton Chicago - North Shore Conference Center
26 Dec - 30 Dec
4 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
per person
found 23 hours ago
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Chicago - North Shore Conference Center. During your stay, you're just a quick walk from North Shore Center for the Performing Arts. Features include free self-parking, plus an indoor pool and a restaurant.
3.0-star property
Wyndham Garden Elk Grove Village/O'Hare
26 Dec - 30 Dec
4 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
per person
found 23 hours ago
Our customers tell us that they can't get enough of the helpful staff at Wyndham Garden Elk Grove Village/O'Hare. During your stay, you'll be close to Allstate Arena. Free WiFi in public areas, free self-parking and a restaurant are available.
3.0-star property
Hilton Garden Inn Chicago OHare Airport
O'Hare
26 Dec - 30 Dec
4 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Lufthansa • Direct • Coach
per person
found 23 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Garden Inn Chicago OHare Airport. During your stay, you're just a quick walk from Rivers Casino. Free WiFi in public areas, a free round-trip airport shuttle and free train pick-up service are available. This property offers pet-friendly amenities, such as an off-lead area.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 hours 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.
2.5-star property
Ruby Room
West Town
27 Dec - 3 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Direct • Coach
per person
found 20 hours ago
Our customers tell us they can't get enough of Ruby Room's great location. During your stay, you're just a quick walk from Milwaukee Avenue. Enjoy features like free WiFi in public areas and concierge services.
5.0-star property
Waldorf Astoria Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
per person
found 20 hours ago
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Best Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CHF 89 per night
CHF 89
includes taxes & fees
24 Nov - 25 Nov
0.69 km from city centre
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
River Hotel
75 East Wacker Drive, Chicago, IL
The price is CHF 112 per night
CHF 112
includes taxes & fees
8 Dec - 9 Dec
0.81 km from city centre
Our customers tell us that they can't get enough of the helpful staff at River Hotel. 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. This property offers pet-friendly amenities, such as food and water bowls.
Haustierfreundlich
Kostenloses WLAN
The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
The price is CHF 171 per night
CHF 171
includes taxes & fees
15 Dec - 16 Dec
2.08 km from city centre
Our customers tell us they can't get enough of The Westin Michigan Avenue Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a full-service spa and a restaurant.
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
The price is CHF 100 per night
CHF 100
includes taxes & fees
19 Dec - 20 Dec
0.29 km from city centre
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago'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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
The price is CHF 141 per night
CHF 141
includes taxes & fees
19 Dec - 20 Dec
1.49 km from city centre
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
The price is CHF 120 per night
CHF 120
includes taxes & fees
26 Nov - 27 Nov
1.59 km from city centre
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.
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 Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
JFK
New York
ORD
Chicago
CHF 126 Return, found 4 days ago
CHF 126
Return
found 4 days ago
LGA
New York
ORD
Chicago
CHF 126 Return, found 5 days ago
CHF 126
Return
found 5 days ago
EWR
New York
ORD
Chicago
CHF 178 Return, found 6 days ago
CHF 178
Return
found 6 days ago
Chicago neighborhoods
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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.