Top Adventure vacation packages in Northwest Chicago

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

The Westin Chicago Northwest

$303

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

8.6/10 Excellent! (1,000 reviews)

Very clean modern hotel

Reviewed on Sep 5, 2025

DoubleTree by Hilton Chicago Schaumburg

$372

per person

Nov 12 - Nov 16

found 1 hour ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

7.4/10 Good! (1,010 reviews)

Needs updates. The room were very clean but the common areas and carpets were not. The staff were super friendly and very kind. I loved the location of the hotel.

Reviewed on Sep 1, 2025

Eaglewood Resort and Spa

$306

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

8.6/10 Excellent! (1,025 reviews)

Very nice and rhe spa is top tier. Stanley best masseuse amd perla on the mails

Reviewed on Sep 8, 2025

Hyatt Regency Schaumburg Chicago

$565

per person

Nov 28 - Nov 30

found 16 hours ago

Roundtrip non-stop flight included

San Francisco (SFO) to Chicago (ORD)

8.6/10 Excellent! (1,241 reviews)

Family friendly, the pool and gym

Reviewed on Sep 5, 2025

Renaissance Schaumburg Convention Center Hotel

$910

per person

Nov 13 - Nov 16

found 16 hours ago

Roundtrip flight included

Flint (FNT) to Chicago (ORD)

9/10 Wonderful! (1,000 reviews)

Favorite hotel when I’m in town

Reviewed on Sep 8, 2025

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3 Night Adventure vacations in Northwest Chicago

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

DoubleTree by Hilton Chicago Schaumburg

$339

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

7.4/10 Good! (1,010 reviews)

Needs updates. The room were very clean but the common areas and carpets were not. The staff were super friendly and very kind. I loved the location of the hotel.

Reviewed on Sep 1, 2025

Eaglewood Resort and Spa

$428

per person

Nov 8 - Nov 11

found 22 hours ago

Roundtrip flight included

Hartford (BDL) to Chicago (ORD)

8.6/10 Excellent! (1,025 reviews)

Very nice and rhe spa is top tier. Stanley best masseuse amd perla on the mails

Reviewed on Sep 8, 2025

The Westin Chicago Northwest

$414

per person

Oct 8 - Oct 11

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,000 reviews)

Very clean modern hotel

Reviewed on Sep 5, 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

$276

per person

Nov 12 - Nov 16

found 1 hour ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

6.6/10 (1,001 reviews)

This property is a rundown with lack of proper cleaning. We had one night stay and arrived at 630pm and our rooms were not even ready. Additionally, bedsheets are hilton but its an wyndham brand hotel..

Reviewed on Sep 8, 2025

DoubleTree by Hilton Chicago Schaumburg

$372

per person

Nov 12 - Nov 16

found 1 hour ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

7.4/10 Good! (1,010 reviews)

Needs updates. The room were very clean but the common areas and carpets were not. The staff were super friendly and very kind. I loved the location of the hotel.

Reviewed on Sep 1, 2025

Comfort Suites Elgin

$346

per person

Nov 12 - Nov 16

found 1 hour ago

Roundtrip flight included

Austin (AUS) to Chicago (ORD)

8/10 Very Good! (1,007 reviews)

Was an enjoyable stay. Came here for business and was ideal for what I needed. Some minor wear issues and some outlet items in the room did not work. Nothing major, however. Conveniently located near main roads and lots of dining options in the area. Properly was kept well and good breakfast options. Would stay here again.

Reviewed on Sep 7, 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 ...

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 ...

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 ...

See all 3,749 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.