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.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,003, price is now CA $755 per person
CA $755
per person
Jun 22 - Jun 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!

Reviewed on May 5, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,495, price is now CA $1,036 per person
CA $1,036
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (973 reviews)
Very clean, many amenities

Reviewed on May 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,567, price is now CA $1,090 per person
CA $1,090
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,968, price is now CA $1,453 per person
CA $1,453
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,122 reviews)
Great staff and perfect place to be in the middle of everything!

Reviewed on Apr 27, 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was CA $1,123, price is now CA $834 per person
CA $834
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (2,281 reviews)
Wonderful location, staff were very helpful and room was clean. Older hotel but well maintained. Pricey but worthwhile for convenience sake.

Reviewed on May 5, 2026

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North Chicago Hotel Deals

Sleep Inn near Great Lakes Naval Base

Sleep Inn near Great Lakes Naval Base

2.5 out of 5
3250 Bittersweet Ave North Chicago IL
Fully refundable
The price is CA $122 per night from Jun 1 to Jun 2
CA $122
CA $141 total
Jun 1 - Jun 2
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
It was clean and very quiet.

Reviewed on May 9, 2026

Sleep Inn near Great Lakes Naval Base
Days Inn by Wyndham Great Lakes Naval Base

Days Inn by Wyndham Great Lakes Naval Base

2 out of 5
3000 North Skokie Highway North Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from May 11 to May 12
CA $82
CA $95 total
May 11 - May 12
includes taxes & fees
7.2/10 Good! (1,012 reviews)
Water coming from the roof in the bathroom and I had to get the water up

Reviewed on May 8, 2026

Days Inn by Wyndham Great Lakes Naval Base
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Jun 7 to Jun 8
CA $79
CA $88 total
Jun 7 - Jun 8
includes taxes & fees
5.4/10 (1,002 reviews)
Dirty rooms , roaches around the bed , very bad smell

Reviewed on May 4, 2026

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
See all 864 properties in North Chicago
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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Discover the most popular places to visit in North Chicago

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in North Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in North Chicago

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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.