Northwest Chicago Vacation Packages 2026 from $652

Northwest Chicago flight + hotel vacation packages

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

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$652

per person

Jun 19 - Jun 22

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 luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$830

per person

Jun 19 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Thompson Chicago, by Hyatt

Downtown Chicago

Save 100% on your flight

$715

per person

Jun 13 - Jun 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$862

per person

Jun 19 - Jun 22

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

$660

per person

Jun 19 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Top Northwest Chicago hotels deals

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$146 total

Apr 12 - Apr 13

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

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$108 total

Apr 12 - Apr 13

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

$221 nightly

$259 total

Apr 26 - Apr 27

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

$135 nightly

$158 total

Apr 26 - Apr 27

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

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$181 total

Apr 6 - Apr 7

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

The Emily Hotel

311 North Morgan Street Chicago IL

$227 nightly

$266 total

Apr 12 - Apr 13

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 free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

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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

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

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.

Hemmens Cultural Center

Enjoy an outing to Hemmens Cultural Center during your stay in Elgin. You can attend a sporting event while 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 $652. 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.