
Cheap Holidays to Downtown Chicago
- Top deals for trips to Downtown Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Downtown Chicago
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Holiday Inn Express & Suites Prospect Heights by IHG
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'085, price is now CHF 885 per person
CHF 885
per person
found 11 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
The Westin Chicago Lombard
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'210, price is now CHF 981 per person
CHF 981
per person
found 11 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. You'll find features such as free WiFi in public areas, plus 2 restaurants and an indoor pool.

4.0-star property
Embassy Suites by Hilton Chicago O'Hare Rosemont
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'294, price is now CHF 1'058 per person
CHF 1'058
per person
found 11 hours ago
The free breakfast at Embassy Suites by Hilton Chicago O'Hare Rosemont gets good marks from our customers. During your stay, you're just a quick walk from Rosemont Theatre. Free WiFi in public areas, a free round-trip airport shuttle and a free manager's reception are available.

3.0-star property
Staybridge Suites Chicago O'Hare - Rosemont by IHG
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'410, price is now CHF 1'170 per person
CHF 1'170
per person
found 11 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.

2.5-star property
Holiday Inn Express Chicago NW - Arlington Heights by IHG
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'145, price is now CHF 959 per person
CHF 959
per person
found 11 hours ago
The free breakfast at Holiday Inn Express Chicago NW - Arlington Heights by IHG gets high marks from our customers. During your stay, you'll be close to LEGOLAND® Discovery Center. Features include free WiFi in public areas and free self-parking, plus a 24-hour gym.
Downtown Chicago 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
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'085, price is now CHF 885 per person
CHF 885
per person
found 11 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
The Westin Chicago Lombard
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'210, price is now CHF 981 per person
CHF 981
per person
found 11 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. You'll find features such as free WiFi in public areas, plus 2 restaurants and an indoor pool.

4.0-star property
Embassy Suites by Hilton Chicago O'Hare Rosemont
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'294, price is now CHF 1'058 per person
CHF 1'058
per person
found 11 hours ago
The free breakfast at Embassy Suites by Hilton Chicago O'Hare Rosemont gets good marks from our customers. During your stay, you're just a quick walk from Rosemont Theatre. Free WiFi in public areas, a free round-trip airport shuttle and a free manager's reception are available.

3.0-star property
Staybridge Suites Chicago O'Hare - Rosemont by IHG
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'410, price is now CHF 1'170 per person
CHF 1'170
per person
found 11 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.

2.5-star property
Holiday Inn Express Chicago NW - Arlington Heights by IHG
25 Jun - 2 Jul
7 night stay
Zürich (ZRH) to Chicago (ORD)
Lufthansa • Direct return • Coach
Price was CHF 1'145, price is now CHF 959 per person
CHF 959
per person
found 11 hours ago
The free breakfast at Holiday Inn Express Chicago NW - Arlington Heights by IHG gets high marks from our customers. During your stay, you'll be close to LEGOLAND® Discovery Center. Features include free WiFi in public areas and free self-parking, plus a 24-hour gym.
Best Downtown Chicago hotel deals for your holiday

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is CHF 105 per night
CHF 105
25 May - 26 May
includes taxes & fees
0.98 km from Downtown Chicago
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.
Haustierfreundlich
Kostenloses WLAN

River Hotel
75 East Wacker Drive Chicago IL
The price is CHF 114 per night
CHF 114
26 May - 27 May
includes taxes & fees
0.36 km from Downtown Chicago
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

Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
The price is CHF 91 per night
CHF 91
10 May - 11 May
includes taxes & fees
0.76 km from Downtown Chicago
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.
Haustierfreundlich
Kostenloses WLAN

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CHF 141 per night
CHF 141
27 May - 28 May
includes taxes & fees
0.98 km from Downtown Chicago
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

Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
The price is CHF 139 per night
CHF 139
25 May - 26 May
includes taxes & fees
0.78 km from Downtown Chicago
Our customers tell us they can't get enough of Holiday Inn Chicago Dwtn - The Mart by IHG's great location. During your stay, you're just a quick walk from Merchandise Mart. Free WiFi in public areas, 2 restaurants and an indoor pool are available.
Pool
Kostenloses WLAN

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CHF 129 per night
CHF 129
10 May - 11 May
includes taxes & fees
1.65 km from Downtown Chicago
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 an indoor pool and a gym.
Pool
Haustierfreundlich
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View all propertiesLowest 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.