Northwest Chicago Vacation Packages 2025/2026 from $275

Northwest Chicago flight + hotel vacation packages

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

The French Country Inn Lake Geneva

$275

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$407

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Art Villa

West Town

Save 100% on your flight

$711

per person

Feb 5 - Feb 9

found 2 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$378

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

Save 100% on your flight

$426

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Top Northwest Chicago hotels deals

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$134 total

Dec 7 - Dec 8

Total with taxes and fees

This smoke-free resort features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Make the most of the outdoor pool and indoor pool, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Motel 6 Elk Grove Village, IL

1000 W Devon Ave Elk Grove Village IL

Free Cancellation

$45 nightly

$51 total

Dec 9 - Dec 10

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station is provided and the front desk is staffed around-the-clock.

Pet friendly

Parking included

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$230 total

Dec 12 - Dec 13

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

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street Chicago IL

Free Cancellation

$90 nightly

$106 total

Nov 23 - Nov 24

Total with taxes and fees

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

Pet friendly

Free WiFi

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2 Rosemont IL

Free Cancellation

$114 nightly

$129 total

Nov 27 - Nov 28

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a grocery/convenience store are also offered.

Pool

Free airport shuttle

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$135 total

Nov 24 - Nov 25

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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See all available properties in Northwest Chicago

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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.

Popular places to visit

Woodfield Mall

4.5/5(601 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.

LEGOLAND® Discovery Center

4/5(43 reviews)

Bring the family to LEGOLAND® Discovery Center and enjoy this exciting amusement park in Schaumburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Schaumburg Medieval Times

4.5/5(26 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.

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 $275. 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.