North Chicago Vacation Packages
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Your North Chicago Vacation
With a reputation for its diversity and rich history, North Chicago is a perfect getaway destination. Book one of our North Chicago vacation packages and discover all that this lively city has to offer. If a sightseeing tour is on the cards during your trip to North Chicago, stop by leading attractions like Six Flags Great America, Genesee Theater and Lake Forest College. No matter your travel plans or budget, organizing a tailored North Chicago vacation is a walk in the park with Expedia.
Top North Chicago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,920, price is now CA $1,274 per person
CA $1,274
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $3,826, price is now CA $2,676 per person
CA $2,676
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,652, price is now CA $1,171 per person
CA $1,171
per person
Aug 19 - Aug 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes.
Reviewed on May 28, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,878, price is now CA $1,339 per person
CA $1,339
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,017 reviews)
Everything was amazing! The women at the front desk, specifically Joy and Makaya, absolutely wonderful! Our day was perfect. Everything was considered and I have zero complaints. Absolutely will stay here again.!!
Reviewed on May 29, 2026
North Chicago Hotel Deals
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Fully refundable
The price is CA $127 per night from Jun 29 to Jun 30
CA $127
CA $147 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"This is my second time booking this hotel. My husband is in the navy so it is very close to the base, about 12 minutes away! I first went after he finished bootcamp and stayed here. However, one of the rooms (double bed) definitely had a smell. During that stay I got my own room (single bed), and ..."
Reviewed on May 29, 2026
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 CA $89 per night from Jun 14 to Jun 15
CA $89
CA $102 total
Jun 14 - Jun 15
includes taxes & fees
7.2/10 Good! (1,002 reviews)
"."
Reviewed on May 28, 2026
Renaissance Chicago North Shore Hotel
933 Skokie Blvd Northbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 28 to Jun 29
CA $175
CA $197 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Everything was great, although one of the ladies during the breakfast tried to make us pay when breakfast was actually included. We needed up not paying but she kept insisting that we had to."
Reviewed on May 27, 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
4.5/5(159 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(3 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.
Michigan Avenue
4.5/5(20 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.
What to do in North Chicago
Skydeck - Willis Tower Admission
CA $60
per adult
96% 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.
