
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
Kimpton Gray Hotel by IHG
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day ago
Our customers tell us they can't get enough of Kimpton Gray Hotel by IHG's great location. During your stay, you're just a quick walk from Millennium Park. A restaurant, a 24-hour gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
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 Oak 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.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
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.

4.5-star property
Pendry Chicago
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day 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
The Emily Hotel
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Chicago Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
Kimpton Gray Hotel by IHG
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day ago
Our customers tell us they can't get enough of Kimpton Gray Hotel by IHG's great location. During your stay, you're just a quick walk from Millennium Park. A restaurant, a 24-hour gym and a bar are available. This property offers pet-friendly amenities, such as food and water bowls.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
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 Oak 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.

5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
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.

4.5-star property
Pendry Chicago
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day 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
The Emily Hotel
Downtown Chicago
19 Jun - 22 Jun
3 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

2.0-star property
Interstate Motel
14 Jun - 21 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 3 hours ago
During your stay at Interstate Motel, you'll be within walking distance of Jasper County Fairgrounds. Features include free WiFi in public areas and free self-parking.

2.5-star property
Holiday Inn Express Rensselaer by IHG
14 Jun - 21 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express Rensselaer by IHG. During your stay, you'll be close to Curtis Creek Country Club. Free breakfast, free WiFi in public areas and free self-parking are available.

2.5-star property
Comfort Suites Rensselaer near Fair Oaks
14 Jun - 21 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Swiss International Air Lines • Direct • Coach
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at Comfort Suites Rensselaer near Fair Oaks. During your stay, you'll be close to Curtis Creek Country Club. Features include free breakfast, free WiFi in public areas and free self-parking.
Best Chicago hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 145 per night
CHF 145
includes taxes & fees
30 Apr - 1 May
1.33 km from city centre
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 139 per night
CHF 139
includes taxes & fees
1 May - 2 May
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 Art Institute of Chicago. 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 154 per night
CHF 154
includes taxes & fees
11 May - 12 May
2.17 km from city centre
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

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is CHF 195 per night
CHF 195
includes taxes & fees
2 May - 3 May
1 km from city centre
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.
Wellness
Haustierfreundlich

River Hotel
75 East Wacker Drive, Chicago, IL
The price is CHF 116 per night
CHF 116
includes taxes & fees
26 May - 27 May
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 Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
The price is CHF 192 per night
CHF 192
includes taxes & fees
11 May - 12 May
0.6 km from city centre
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.
Haustierfreundlich
Klimaanlage
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 145 Return, found 2 days ago
CHF 145
Return
found 2 days ago
LAX
Los Angeles
ORD
Chicago
CHF 301 Return, found 5 days ago
CHF 301
Return
found 5 days ago
ATL
Atlanta
ORD
Chicago
CHF 468 Return, found 3 hours ago
CHF 468
Return
found 3 hours ago
Chicago neighborhoods
Other holiday destinations
Plan your trip to Chicago
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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.