Northwest Chicago Vacation Packages 2026 from $300

Northwest Chicago flight + hotel vacation packages

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

Level Chicago Fulton Market

Downtown Chicago

$300

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$664

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Chicago (ORD)

This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Save 100% on your flight

$394

per person

Dec 30 - Jan 4

found 20 hours ago

Roundtrip flight included

Minneapolis (MSP) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$685

per person

Dec 16 - Dec 23

found 22 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

$623

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Top Northwest Chicago hotels deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$72 total

Nov 1 - Nov 2

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$112 total

Nov 29 - Nov 30

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$215 total

Nov 28 - Nov 29

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Chicago Club Inn & Suites

630 Pasquinelli Dr Westmont IL

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$71 total

Nov 29 - Nov 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and onsite conference space. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

$143 nightly

$168 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Free airport shuttle

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$164 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

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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.

Stay near popular Northwest Chicago attractions

Woodfield Mall

9.0/10 (2,313 reviews)

During your visit to Schaumburg, you can find the perfect gifts to bring home at Woodfield Mall. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Northwest Chicago?

Travelocity offers great package deals to Northwest Chicago, as well as flights and hotels, from an impressive $300. With all the extra money, you could throw in some cool tours or maybe add on a couple of extra nights to your exciting adventure.

Where can I get the best vacation package deals for Northwest Chicago?

You'll come across a tempting selection of Northwest Chicago package deals on Travelocity. With no less than 400 air carriers and 1,000,000 properties around the globe, organizing your dream vacation won't take long.

Why should I book my Northwest Chicago vacation package via Travelocity?

You'll not only enjoy great savings, but you'll also have access to our 24/7 customer support, excellent service and a Price Match Guarantee. Roam across the world, uncover hidden gems and forge long-lasting memories — we'll take care of the little details.

Can I save money on my Northwest Chicago car rental if I combine it with a hotel or flight?

Combining your bookings into a Northwest Chicago vacation package will save you a handsome sum. You can bundle a car and flight; a hotel, car and flight; or a hotel and car. You won't find a better way to explore the greater Northwest Chicago area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.

Which airport is best for Northwest Chicago?

That all comes down to where you're taking off from and where you're off to — O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) or Rockford, IL (RFD-Greater Rockford) are where you'll probably touch down.

What is there to do in Northwest Chicago?

A diverse and impressive destination, Northwest Chicago is home to some excellent sights and attractions. Woodfield Mall and LEGOLAND® Discovery Center are a couple of the very best.