Northwest Chicago Vacation Packages 2026 from $349

Northwest Chicago flight + hotel vacation packages

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

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$349

per person

Jan 19 - Jan 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace 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.

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

$685

per person

Dec 16 - Dec 23

found 1 day 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

$702

per person

Jan 25 - Jan 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Wind Creek Chicago Southland Casino and Hotel

East Hazel Crest

Save 100% on your flight

$952

per person

Dec 30 - Jan 3

found 10 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

This luxury resort features a casino, a full-service spa, and 8 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.

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.

Pet friendly

Parking included

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$112 total

Nov 8 - Nov 9

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.

Pool

Breakfast included

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.

Free airport shuttle

Pet friendly

Chicago Club Inn & Suites

630 Pasquinelli Dr Westmont IL

Free Cancellation

Reserve now, pay when you stay

$56 nightly

$62 total

Nov 30 - Dec 1

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.

Pool

Breakfast included

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

Free Cancellation

Reserve now, pay when you stay

$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 23 - Nov 24

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 $349. 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.