Northwest Chicago Vacation Packages 2026 from $389

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Northwest Chicago Vacation

Make organizing your next epic adventure a breeze with a vacation package to Northwest Chicago. If it's golfing, culture and history you're after, you won't be disappointed. Get your trip to Northwest Chicago off to a flying start by making Schaumburg the first stop. This city is a favorite with visitors from all over the globe. When you're ready to stop daydreaming and start doing, Expedia will help turn your Northwest Chicago vacation into reality.

The Latest Northwest Chicago vacation packages

Price found within the past 48 hours. Click for updated prices.

Chicago Lake Shore Hotel

Kenwood

Save 100% on your flight

$389

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

7/10 Good! (1,004 reviews)

My stay at the Chicago Lake Shore Hotel was good! The outside of the facility looks to be in rough shape but once you step inside the rooms they are updated and very clean!!! I would stay here again for the price. Of they could update/renovate the outside this place would be 10/10!!!

Reviewed on Sep 22, 2026

The Talbott, Autograph Collection

Downtown Chicago

Save 100% on your flight

$713

per person

Nov 28 - Dec 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (165 reviews)

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$656

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (520 reviews)

Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!

Reviewed on Sep 19, 2026

Stay One Chicago

Downtown Chicago

Save 100% on your flight

$1,088

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

7.8/10 Good! (12 reviews)

Very nice and clean property. Beds were extremely comfortable and the room was spacious! Loved it!

Reviewed on Sep 20, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$544

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,174 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

Stay near popular Northwest Chicago attractions

Woodfield Mall

9.0/10 (2,313 reviews)

Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

See properties

A LEGO giraffe sculpture in front of a LEGO Studios store.

LEGOLAND® Discovery Center

8.6/10 (486 reviews)

See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.

See properties

NOW Arena

8.0/10 (302 reviews)

Catch an event at NOW Arena during your trip to Hoffman Estates. Amble around this quaint area's lakeside or attend a sporting event.

See properties

Schaumburg Medieval Times

9.0/10 (389 reviews)

You can make plans for a show at Schaumburg Medieval Times on your trip to Schaumburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Santa's Village

9.2/10 (10 reviews)

Bring the family to Santa's Village and enjoy the excitement of this amusement park in East Dundee. Attend a sporting event in this family-friendly area.

See properties

Arboretum of South Barrington

7.8/10 (15 reviews)

You can do some window-shopping at Arboretum of South Barrington during your stay in South Barrington. Stroll along the lakeside or attend a sporting event in this quaint area.

See properties

Grand Victoria Casino

8.0/10 (87 reviews)

Why not roll the dice with a visit to Grand Victoria Casino during your visit to Elgin? You can attend a sporting event while in the area.

See properties

Elgin Sports Complex

8.2/10 (34 reviews)

Explore the great outdoors at Elgin Sports Complex, a lovely green space in Elgin. While in this family-friendly area, you can savor the top-notch restaurants.

See properties

What to do in Northwest Chicago

360 CHICAGO Observation Deck

$27

per adult

86% of travellers recommend

Flyover in Chicago

$28

per adult

96% of travellers recommend

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25

per adult

90% of travellers recommend

See all activities in Northwest Chicago

Northwest Chicago Hotel Deals

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL

$158 nightly

$176 total

Oct 11 - Oct 12

Total with taxes and fees

8.8/10 Excellent! (1,358 reviews)

"The hotel grounds and golf area is top notch... beautiful. The rooms are very dated. They need to update the rooms, mainly the bathrooms. The restaurant was nice. Food and drinks were very good. My husband and I were there fir our 24th year anniversary and we enjoyed they live band. They were really ..."

Reviewed on Sep 23, 2026

The Westin Chicago Northwest

400 Park Blvd Itasca IL

Fully refundableReserve now, pay when you stay

$162 nightly

$180 total

Oct 9 - Oct 10

Total with taxes and fees

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

$169 nightly

$193 total

Oct 18 - Oct 19

Total with taxes and fees

9/10 Wonderful! (3,186 reviews)

"Charged an extra $30 for the room when I reserved for $86/night for the room for one night."

Reviewed on Sep 23, 2026

See all 3,924 properties in Northwest 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.