North Chicago Vacations from ￥293,079
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest North Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was ￥399,936, price is now ￥293,079 per person
￥293,079
per person
May 1 - May 6
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥573,705, price is now ￥431,470 per person
￥431,470
per person
Apr 30 - May 6
found 13 hours ago
Roundtrip flight included
Osaka (ITM) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Viceroy Chicago
Downtown Chicago
Price was ￥489,058, price is now ￥391,456 per person
￥391,456
per person
Apr 30 - May 6
found 13 hours ago
Roundtrip flight included
Osaka (ITM) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
The room was so beautiful and spotless. We got housekeeping the whole stay. The staffs were so great and kind to us. Will definitely stay in another Viceroy.
Reviewed on Feb 20, 2026
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was ￥401,074, price is now ￥335,386 per person
￥335,386
per person
Apr 30 - May 6
found 13 hours ago
Roundtrip flight included
Osaka (ITM) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
The room was clean, the staff at check in was great. The lobby amenities were good. Having a water refill station with still and sparkling water was clutch. Location is amazing! Will return.
Reviewed on Feb 17, 2026
Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
Price was ￥411,156, price is now ￥344,576 per person
￥344,576
per person
Apr 30 - May 6
found 13 hours ago
Roundtrip flight included
Osaka (ITM) to Chicago (ORD)
9/10 Wonderful! (1,940 reviews)
Clean nice hostess , parking 71$ valet sucks
Reviewed on Feb 21, 2026
Find the Best North Chicago Vacation Packages
North Chicago Hotel Deals
Days Inn by Wyndham Great Lakes Naval Base
3000 North Skokie Highway North Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥8,962 per night from Mar 22 to Mar 23
￥8,962
￥10,349 total
Mar 22 - Mar 23
includes taxes & fees
7.2/10 Good! (1,000 reviews)
More amenities
Reviewed on Feb 15, 2026
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Fully refundable
The price is ￥13,850 per night from Mar 15 to Mar 16
￥13,850
￥15,994 total
Mar 15 - Mar 16
includes taxes & fees
8.4/10 Very Good! (1,016 reviews)
Helpful staff, clean rooms, and breakfast available.
Reviewed on Feb 18, 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is ￥13,109 per night from Feb 22 to Feb 23
￥13,109
￥14,679 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (1,026 reviews)
Clean and comfort
Reviewed on Feb 19, 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 North Chicago
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 North Chicago
Chicago River: 1.5-Hour Guided Architecture Cruise
￥6,810
per adult
98% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
￥6,269
per adult
94% 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.
