Downtown Chicago Holidays

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Downtown Chicago Holidays

Ready to revitalize your mind, body and spirit with some Downtown Chicago magic? The team at ebookers are experienced at making holiday fantasies into precious memories.

You want your sheets off-white and your breakfast on a rooftop? Too easy. With over 500 partner airlines and more than 500,000 worldwide properties to browse though, the world is at your feet.

Our Price Guarantee means that if you secure a Flight + Hotel package with ebookers, and then spot a better deal elsewhere within 48 hours pre check in, we'll match it and repay the difference. What's holding you back?

The time is now! Chase your inner adventurer and never let go. Every place is bursting with surprises and new things to uncover, so allow us to help you get there.Terms and Conditions apply.

More Downtown Chicago hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €177 per night
€177
4 Aug - 5 Aug
includes taxes & fees
1.26 km from Downtown Chicago
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.
Free WiFi
Restaurant
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is €270 per night
€270
22 Aug - 23 Aug
includes taxes & fees
0.73 km from Downtown Chicago
Our customers tell us they can't get enough of InterContinental Chicago Magnificent Mile by IHG's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and an indoor pool.
Pool
Spa
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is €143 per night
€143
10 Aug - 11 Aug
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 a gym and a business centre.
Pet-friendly
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is €164 per night
€164
24 Aug - 25 Aug
includes taxes & fees
0.76 km from Downtown Chicago
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
Breakfast included
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is €160 per night
€160
24 Aug - 25 Aug
includes taxes & fees
1.58 km from Downtown Chicago
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
Pet-friendly
Free WiFi
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
The price is €177 per night
€177
24 Aug - 25 Aug
includes taxes & fees
0.37 km from Downtown Chicago
The sightseeing around citizenM Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a gym are available.
Free WiFi
Restaurant
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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 Downtown Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, 23 Aug - Sat, 30 Aug
LAX
Los Angeles
ORD
Chicago
€170 Return, found 10 hours ago
€170
Return
found 10 hours ago
Select American Airlines flight, departing Sat, 23 Aug from Los Angeles to Chicago, returning Sat, 30 Aug, priced at €170 found 10 hours ago
Sat, 23 Aug - Sat, 30 Aug
LAX
Los Angeles
MDW
Chicago
€186 Return, found 10 hours ago
€186
Return
found 10 hours ago
Select Delta flight, departing Sat, 23 Aug from Los Angeles to Chicago, returning Sat, 30 Aug, priced at €186 found 10 hours ago
Sat, 23 Aug - Sat, 30 Aug
LAX
Los Angeles
ORD
Chicago
€186 Return, found 10 hours ago
€186
Return
found 10 hours ago
Select Delta flight, departing Sat, 23 Aug from Los Angeles to Chicago, returning Sat, 30 Aug, priced at €186 found 10 hours ago

Holiday ideas like Downtown Chicago vacations

Other holiday destinations

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 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.