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
Fairmont Chicago at Millennium Park
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'380, price is now CHF 1'067 per person
CHF 1'067
per person
found 4 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'568, price is now CHF 1'072 per person
CHF 1'072
per person
found 4 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.
4.5-star property
Pendry Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'518, price is now CHF 1'132 per person
CHF 1'132
per person
found 4 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
The Emily Hotel
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'522, price is now CHF 1'158 per person
CHF 1'158
per person
found 4 hours 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.
4.0-star property
Hilton Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'410, price is now CHF 1'085 per person
CHF 1'085
per person
found 4 hours ago
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Chicago Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
9 Apr - 13 Apr
4 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 836, price is now CHF 682 per person
CHF 682
per person
found 7 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9 Apr - 13 Apr
4 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 989, price is now CHF 707 per person
CHF 707
per person
found 7 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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9 Apr - 13 Apr
4 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 954, price is now CHF 753 per person
CHF 753
per person
found 7 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.
4.5-star property
Pendry Chicago
Downtown Chicago
9 Apr - 13 Apr
4 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 990, price is now CHF 791 per person
CHF 791
per person
found 7 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
Hilton Orrington / Evanston
Downtown Evanston
9 Apr - 13 Apr
4 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 930, price is now CHF 763 per person
CHF 763
per person
found 7 hours ago
Our customers tell us they can't get enough of Hilton Orrington / Evanston's great location. During your stay, you're just a quick walk from Halim Time & Glass Museum. Enjoy features like 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.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'380, price is now CHF 1'067 per person
CHF 1'067
per person
found 4 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'568, price is now CHF 1'072 per person
CHF 1'072
per person
found 4 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.
4.5-star property
Pendry Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'518, price is now CHF 1'132 per person
CHF 1'132
per person
found 4 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
The Emily Hotel
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'522, price is now CHF 1'158 per person
CHF 1'158
per person
found 4 hours 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.
4.0-star property
Hilton Chicago
Downtown Chicago
28 Mar - 4 Apr
7 night stay
Milan (MXP) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'410, price is now CHF 1'085 per person
CHF 1'085
per person
found 4 hours ago
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Best Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 126 per night
CHF 126
14 Feb - 15 Feb
includes taxes & fees
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
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CHF 144 per night
CHF 144
1 Feb - 2 Feb
includes taxes & fees
0.96 km from city centre
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Pool
Whirlpool
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is CHF 103 per night
CHF 103
1 Feb - 2 Feb
includes taxes & fees
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
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
The price is CHF 149 per night
CHF 149
25 Jan - 26 Jan
includes taxes & fees
0.78 km from city centre
The sightseeing around The Royal Sonesta Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as a restaurant, a 24-hour gym and a bar.
Haustierfreundlich
Kostenloses WLAN
River Hotel
75 East Wacker Drive Chicago IL
The price is CHF 78 per night
CHF 78
24 Jan - 25 Jan
includes taxes & fees
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
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
The price is CHF 79 per night
CHF 79
1 Feb - 2 Feb
includes taxes & fees
1.51 km from city centre
Our customers tell us that they can't get enough of the sightseeing around DoubleTree by Hilton Chicago - Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.
Pool
Haustierfreundlich
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 132 Return, found 3 days ago
CHF 132
Return
found 3 days ago
LGA
New York
ORD
Chicago
CHF 135 Return, found 3 days ago
CHF 135
Return
found 3 days ago
EWR
New York
ORD
Chicago
CHF 213 Return, found 4 days ago
CHF 213
Return
found 4 days ago
Chicago neighborhoods
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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.
