
Oak Park Vacations from ¥296,774
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The Latest Oak Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥351,899, price is now ¥318,035 per person
¥318,035
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
8.6/10 Excellent! (1,920 reviews)
Front desk very helpful with a check-in update. Good access to loop transportation.
Reviewed on Oct 14, 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥351,929, price is now ¥326,088 per person
¥326,088
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
Beautiful hotel! Would stay again
Reviewed on Oct 14, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was ¥332,237, price is now ¥308,102 per person
¥308,102
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
8.4/10 Very Good! (3,910 reviews)
Excellent location for visiting Chicago, near major attractions, walking distance to mig mile and Chicago river. Subway station is beside the hotel. Many restaurants are around. Hotel is a little old but condition is good and the price is reasonable. Staffs are very friendly.
Reviewed on Oct 13, 2025
Find the Best Oak Park Vacation Packages
Oak Park Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
8/10 Very Good! (9,409 reviews)
"Check-in staff: did not know if there were vending machine on each floor. Stated bar was getting ready to close (9p) but actually open until midnight. Room: bedspread…not sure when it was last washed:-( no extra blanket in the closet."
Reviewed on Oct 14, 2025

Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥11,715 per night from Nov 10 to Nov 11
¥11,715
¥16,435 total
Nov 10 - Nov 11
includes taxes & fees
7.8/10 Good! (2,466 reviews)
"Convenient location with very helpful staff!"
Reviewed on Oct 13, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥21,882 per night from Nov 9 to Nov 10
¥21,882
¥25,686 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (3,098 reviews)
"Great"
Reviewed on Oct 14, 2025
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 Park

Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Park

Skydeck - Willis Tower Admission
¥6,612
per adult
100% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,691
per adult
84% 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.