Top Adventure vacation packages in Northwest Chicago

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

Eaglewood Resort and Spa

$243

per person

Dec 3 - Dec 6

found 11 hours ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.6/10 Excellent! (1,012 reviews)

I recently stayed at this hotel and was thoroughly impressed. The highlight of my experience was definitely the stunning view! The staff were friendly and attentive, always ready to help with a smile. If you’re looking for a place to unwind while enjoying a beautiful view, I highly recommend this hotel. It’s a perfect blend of comfort, service, and scenery.

Reviewed on Nov 3, 2025

DoubleTree by Hilton Chicago Schaumburg

$337

per person

Jan 5 - Jan 9

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Chicago (ORD)

7.4/10 Good! (1,011 reviews)

Everything was clean I just couldn’t get my tv station to change

Reviewed on Nov 3, 2025

The Westin Chicago Northwest

$308

per person

Dec 3 - Dec 6

found 11 hours ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,009 reviews)

Spacious, clean and convenient

Reviewed on Oct 30, 2025

Hyatt Regency Schaumburg Chicago

$576

per person

Dec 3 - Dec 8

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Chicago (ORD)

8.6/10 Excellent! (1,266 reviews)

Clean,spacious and excellent spot to be around. Highly recommend.

Reviewed on Nov 2, 2025

Renaissance Schaumburg Convention Center Hotel

$644

per person

Dec 3 - Dec 8

found 5 hours ago

Roundtrip flight included

Orlando (MCO) to Chicago (ORD)

9/10 Wonderful! (1,006 reviews)

Overall an excellent property which I have stayed at many times. This one time, though, there were a couple of problems. First is minor: I reserved a room with a King bed and was given one with two queens. Like I said, minor. The other problem was much more annoying. While the room looked clean, there was an underlying old cigarette smell - one that hit you square in the face when you entered the room (hallway outside the room fresh and clean, but enter the room and…. Nasty). I had reserved a non-smoking room, and clearly this had been smoked in. First time this has ever happened in my many years of travel. Somewhat disappointing.

Reviewed on Oct 24, 2025

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3 Night Adventure vacations in Northwest Chicago

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

The Westin Chicago Northwest

$308

per person

Dec 3 - Dec 6

found 11 hours ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,009 reviews)

Spacious, clean and convenient

Reviewed on Oct 30, 2025

Eaglewood Resort and Spa

$327

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Memphis (MEM) to Chicago (ORD)

8.6/10 Excellent! (1,012 reviews)

I recently stayed at this hotel and was thoroughly impressed. The highlight of my experience was definitely the stunning view! The staff were friendly and attentive, always ready to help with a smile. If you’re looking for a place to unwind while enjoying a beautiful view, I highly recommend this hotel. It’s a perfect blend of comfort, service, and scenery.

Reviewed on Nov 3, 2025

DoubleTree by Hilton Chicago Schaumburg

$368

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Asheville (AVL) to Chicago (ORD)

7.4/10 Good! (1,011 reviews)

Everything was clean I just couldn’t get my tv station to change

Reviewed on Nov 3, 2025

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See all available trips from Columbus to Northwest Chicago

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4 Night Adventure vacations in Northwest Chicago

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

Wyndham Garden Schaumburg Chicago Northwest

$223

per person

Jan 5 - Jan 9

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Chicago (ORD)

6.6/10 (1,033 reviews)

1 night stay. $25 fee at check-in refunds afterwards 2-3days. NO BREAKFAST! Room was clean and nice. Does not include useable balcony’s, just for the aesthetic.

Reviewed on Oct 29, 2025

Hyatt Place Chicago/ Schaumburg

$284

per person

Jan 5 - Jan 9

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Chicago (ORD)

8.6/10 Excellent! (1,009 reviews)

The breakfas was not fit for human consumption! The room was clean but there wasn't any microwave to warm your food!

Reviewed on Oct 25, 2025

Country Inn & Suites by Radisson, Schaumburg, IL

$279

per person

Jan 5 - Jan 9

found 21 hours ago

Roundtrip flight included

Tampa (TPA) to Chicago (ORD)

8.8/10 Excellent! (1,083 reviews)

Great stay! Angel the receptionist on duty was super nice & she went above & beyond to get me the room I wanted. She is an asset to the Country Inn. The room was nice & clean the rest of the staff was very friendly. Breakfast was very good! Overall a wonderful experience!

Reviewed on Oct 28, 2025

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How can I book the best Northwest Chicago adventure trips?

Choose your own adventure in Northwest Chicago, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Northwest Chicago family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Northwest Chicago. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Northwest Chicago adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Northwest Chicago adventure vacation for couples?

Book a Northwest Chicago couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Northwest Chicago?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Northwest Chicago with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Northwest Chicago adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Northwest Chicago Hotels

Embassy Suites by Hilton Chicago Schaumburg Woodfield

1939 N Meacham Rd, Schaumburg, IL

26 min walk from Woodfield Mall

Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

8.4/10 Very Good! (1,001 reviews)

Made to order breakfast was delicious, but the long slow line would move much more quickly if there was more than one person cooking. Great selection of food, comfortable spacious room that was clean and well kept considering the age of the hotel. I have stayed at Embassy Suites for years and it ...

Reviewed on Oct 29, 2025

DoubleTree by Hilton Chicago Schaumburg

800 National Pkwy, Schaumburg, IL

7 min walk from Woodfield Mall

Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful ...

7.2/10 Good! (1,008 reviews)

Everything was clean I just couldn’t get my tv station to change

Reviewed on Nov 3, 2025

Hilton Garden Inn Schaumburg

1191 Woodfield Road, Schaumburg, IL

9 min walk from Woodfield Mall

Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...

8.8/10 Excellent! (999 reviews)

Room was good, but you have to pay for breakfast.

Reviewed on Oct 28, 2025

See all 3,952 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.