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.
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $831, price is now CA $645 per person
CA $645
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Staff was great. The hotel is quirky and cool with an unbeatable location right in the middle of shopping, theater and restaurants. Easily walkable to the Art Institute and Millennium Park. The rooms are not large, and could use some new furniture, but very clean. Will definitely be back.

Reviewed on Feb 14, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,194, price is now CA $811 per person
CA $811
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel is very nice and the staff are super friendly and helpful. The breakfast buffet has everything you could want!

Reviewed on Feb 16, 2026

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
Downtown Evanston
Price was CA $1,010, price is now CA $769 per person
CA $769
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,652 reviews)
Comfortable bed, clean room, nice hotel

Reviewed on Feb 12, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $863, price is now CA $660 per person
CA $660
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
I would definitely stay here again

Reviewed on Feb 15, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,184, price is now CA $912 per person
CA $912
per person
Apr 20 - Apr 24
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

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North Chicago Hotel Deals

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 $79 per night from Feb 22 to Feb 23
CA $79
CA $91 total
Feb 22 - Feb 23
includes taxes & fees
7.2/10 Good! (1,000 reviews)
The room was okay. No complaints

Reviewed on Feb 7, 2026

Days Inn by Wyndham Great Lakes Naval Base
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 Mar 9 to Mar 10
CA $122
CA $140 total
Mar 9 - Mar 10
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Great room, friendly staff, easy access to Naval Base

Reviewed on Feb 13, 2026

Sleep Inn near Great Lakes Naval Base
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
2112 S Arlington Heights Rd Arlington Heights IL
The price is CA $109 per night from Feb 19 to Feb 20
CA $109
CA $122 total
Feb 19 - Feb 20
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Great service and rooms

Reviewed on Jan 31, 2026

Comfort Inn & Suites Arlington Heights - Schaumburg
See all 850 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in North Chicago

Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

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.

Michigan Avenue
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Millennium Park featuring autumn colours, street scenes and a city

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

What to do in North Chicago

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.