Oakbrook Terrace Holidays
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Top Flight + Hotel Deals in Oakbrook Terrace
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Price was €1,693, price is now €1,349 per person
€1,349
per person
23 Jun - 30 Jun
found 6 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (5,808 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly.
We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request so we hung out in the atrium for an hour and a half and it still wasn’t done, had to go down to the front desk again and ask which was very frustrating.
Reviewed on 9 Apr 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €3,471, price is now €2,546 per person
€2,546
per person
24 Jun - 30 Jun
found 8 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on 7 Apr 2026
Level Chicago Fulton Market
Downtown Chicago
Price was €2,476, price is now €1,860 per person
€1,860
per person
24 Jun - 30 Jun
found 8 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great location! Easy parking and the rooms were gorgeous! We will definitely stay here next time we visit Chicago
Reviewed on 10 Apr 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was €2,396, price is now €1,889 per person
€1,889
per person
24 Jun - 30 Jun
found 8 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.
Reviewed on 6 Apr 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €2,130, price is now €1,701 per person
€1,701
per person
24 Jun - 30 Jun
found 8 hours ago
Return direct flight included
Johannesburg (JNB) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Nice, but no microwave or refrigerator in room. Staff is nice and place was clean. Many things to do around.
Reviewed on 11 Apr 2026
Top hotels in Oakbrook Terrace
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €123 per night from 26 Apr to 27 Apr
€123
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,082 reviews)
Good in general
Reviewed on 11 Apr 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €137 per night from 26 Apr to 27 Apr
€137
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,100 reviews)
Recommend packing light if you self-park and walk to the hotel!
Reviewed on 11 Apr 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €156 per night from 19 Apr to 20 Apr
€156
19 Apr - 20 Apr
includes taxes & fees
8.6/10 Excellent! (5,834 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...
Reviewed on 9 Apr 2026
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.
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oakbrook Terrace
Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
