Darien Vacations from ￥209,204
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- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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The Latest Darien Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
Downtown Evanston
Price was ￥220,246, price is now ￥209,204 per person
￥209,204
per person
Mar 17 - Mar 19
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
Courteous staff, good breakfast selection,
Reviewed on Jan 23, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ￥234,768, price is now ￥219,954 per person
￥219,954
per person
Mar 17 - Mar 19
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
The room was clean. The staff was very nice. They even held on to our stuff on our last day after check out so we could explore the town luggage free!
Reviewed on Jan 23, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥236,119, price is now ￥221,684 per person
￥221,684
per person
Mar 17 - Mar 19
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Service was amazing and the location was perfect. Would definitely stay here again.
Reviewed on Jan 28, 2026
Springhill Suites by Marriott Chicago Downtown/ River North
Downtown Chicago
Price was ￥228,044, price is now ￥215,816 per person
￥215,816
per person
Mar 17 - Mar 19
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,006 reviews)
We really liked the comfort of the bed, the pillows, the view, and the hotel was very clean. The shower worked really well, and we enjoyed our stay. It was very pleasant, and the staff was great.
Reviewed on Jan 26, 2026
Find the Best Darien Vacation Packages
Darien Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,592 per night from Feb 14 to Feb 15
￥21,592
￥25,347 total
Feb 14 - Feb 15
includes taxes & fees
8/10 Very Good! (9,826 reviews)
Awesome location
Reviewed on Jan 30, 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 ￥15,865 per night from Feb 8 to Feb 9
￥15,865
￥18,623 total
Feb 8 - Feb 9
includes taxes & fees
8.4/10 Very Good! (5,617 reviews)
Friendly desk staff, clean room. Fridge didn't have temp adjuster and contents froze, bottles broke.
Reviewed on Jan 28, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥30,334 per night from Feb 21 to Feb 22
￥30,334
￥35,611 total
Feb 21 - Feb 22
includes taxes & fees
8.2/10 Very Good! (2,187 reviews)
Room was great and so was the service.
Reviewed on Jan 25, 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 Darien
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
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
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Darien
Chicago: Navy Pier Centennial Wheel Ticket
￥3,883
per adult
88% of travellers recommend
Chicago Crime and Mob Bus Tour
￥7,748
per adult
92% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
