
Oak Brook Vacations from ¥303,392
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The Latest Oak Brook Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥404,427, price is now ¥303,392 per person
¥303,392
per person
May 14 - May 17
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Apr 11, 2026

Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ¥614,602, price is now ¥462,940 per person
¥462,940
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.
Reviewed on Apr 6, 2026

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥576,958, price is now ¥440,780 per person
¥440,780
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Fantastic hotel in a great central location with helpful staff - what more could we ask for?!
Reviewed on Apr 11, 2026

Warwick Allerton - Chicago
Downtown Chicago
Price was ¥414,990, price is now ¥323,400 per person
¥323,400
per person
May 14 - May 17
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (3,032 reviews)
The only hotel I’ll stay at in Chicago!
Reviewed on Apr 12, 2026

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was ¥496,508, price is now ¥388,984 per person
¥388,984
per person
May 14 - May 17
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
This is the best hotel on Michigan Avenue. Access to Nordstrom without leaving the building. Great views, food, very clean and smells amazing!
Reviewed on Apr 11, 2026
Find the Best Oak Brook Vacation Packages
Oak Brook Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥19,638 per night from Apr 26 to Apr 27
¥19,638
¥23,054 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,123 reviews)
It needs A LOT of maintenance.
Reviewed on Apr 13, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥21,833 per night from Apr 26 to Apr 27
¥21,833
¥25,629 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,118 reviews)
Great room
Reviewed on Apr 12, 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 ¥24,763 per night from Apr 26 to Apr 27
¥24,763
¥29,070 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,848 reviews)
Great location, great staff, great rooms!
Reviewed on Apr 12, 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.
Discover the most popular places to visit in Oak Brook

Wrigley Field
4.5/5(2,149 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Naval Base Great Lakes
4.5/5(461 reviews)
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
4.5/5(4,923 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Brook

Wendella's 90-min Chicago River Architecture Tour
¥6,427
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.


