North Chicago Vacations from ￥256,077
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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The Latest North Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was ￥328,545, price is now ￥256,077 per person
￥256,077
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.
Reviewed on Nov 18, 2025
The Emily Hotel
Downtown Chicago
Price was ￥434,324, price is now ￥312,520 per person
￥312,520
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special
Reviewed on Nov 11, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥400,331, price is now ￥297,527 per person
￥297,527
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on Nov 9, 2025
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥344,924, price is now ￥268,894 per person
￥268,894
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
17.6/10 Exceptional! (3,098 reviews)
Yes, yes, and yes, everything was wonderful
Reviewed on Nov 18, 2025
Find the Best North Chicago Vacation Packages
North Chicago Hotel Deals
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Fully refundable
The price is ￥13,881 per night from Dec 14 to Dec 15
￥13,881
￥16,030 total
Dec 14 - Dec 15
includes taxes & fees
8.2/10 Very Good! (996 reviews)
Yes
Reviewed on Nov 10, 2025
Red Carpet Inn Great Lakes
3207 Buckley Rd North Chicago IL
Fully refundableReserve now, pay when you stay
6/10 (1,000 reviews)
Good
Reviewed on Nov 14, 2025
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is ￥18,057 per night from Dec 7 to Dec 8
￥18,057
￥20,401 total
Dec 7 - Dec 8
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Yes very nice staff , rooms were very clean
Reviewed on Nov 13, 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 North Chicago
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 North Chicago
Skydeck - Willis Tower Admission
￥6,717
per adult
96% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,749
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
