
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.

4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 800, price is now CHF 595 per person
CHF 595
per person
found 22 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
Hilton Chicago
Downtown Chicago
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'212, price is now CHF 841 per person
CHF 841
per person
found 1 hour 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.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'408, price is now CHF 1'015 per person
CHF 1'015
per person
found 1 hour 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.

4.5-star property
Pendry Chicago
Downtown Chicago
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 791, price is now CHF 633 per person
CHF 633
per person
found 22 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.

3.0-star property
Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'074, price is now CHF 871 per person
CHF 871
per person
found 1 hour ago
The free breakfast at Homewood Suites by Hilton Chicago Downtown South Loop gets good marks from our customers. During your stay, you're just a quick walk from State Street. Free WiFi in public areas, a free manager's reception and a restaurant are available.
Chicago Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 676, price is now CHF 561 per person
CHF 561
per person
found 22 hours ago
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.

4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 800, price is now CHF 595 per person
CHF 595
per person
found 22 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
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 791, price is now CHF 633 per person
CHF 633
per person
found 22 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
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 811, price is now CHF 665 per person
CHF 665
per person
found 22 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.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
27 Mar - 30 Mar
3 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 704, price is now CHF 588 per person
CHF 588
per person
found 22 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.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'069, price is now CHF 751 per person
CHF 751
per person
found 1 hour ago
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.

4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'329, price is now CHF 840 per person
CHF 840
per person
found 1 hour 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
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'318, price is now CHF 874 per person
CHF 874
per person
found 1 hour 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
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'399, price is now CHF 957 per person
CHF 957
per person
found 1 hour 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
14 Mar - 21 Mar
7 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Direct return • Coach
Price was CHF 1'212, price is now CHF 841 per person
CHF 841
per person
found 1 hour 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

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CHF 83 per night
CHF 83
11 Jan - 12 Jan
includes taxes & fees
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

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is CHF 152 per night
CHF 152
11 Jan - 12 Jan
includes taxes & fees
0.09 km from city centre
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

Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CHF 152 per night
CHF 152
11 Jan - 12 Jan
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.

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
The price is CHF 76 per night
CHF 76
16 Jan - 17 Jan
includes taxes & fees
0.8 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as 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

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is CHF 222 per night
CHF 222
30 Jan - 31 Jan
includes taxes & fees
25.24 km from city centre
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.
Kostenloser Flughafentransfer
Haustierfreundlich

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is CHF 91 per night
CHF 91
12 Jan - 13 Jan
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
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.
LGA
New York
ORD
Chicago
CHF 183 Return, found 6 days ago
CHF 183
Return
found 6 days ago
LGA
New York
ORD
Chicago
CHF 198 Return, found 6 days ago
CHF 198
Return
found 6 days ago
LGA
New York
ORD
Chicago
CHF 211 Return, found 6 days ago
CHF 211
Return
found 6 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.



