Northwest Chicago Vacations from $229

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Your Northwest Chicago Vacation

Make organizing your next epic adventure a breeze with a vacation package to Northwest Chicago. If it's golfing, culture and history you're after, you won't be disappointed. Get your trip to Northwest Chicago off to a flying start by making Schaumburg the first stop. This city is a favorite with visitors from all over the globe. When you're ready to stop daydreaming and start doing, Expedia will help turn your Northwest Chicago vacation into reality.

The Latest Northwest Chicago vacation packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago
Save 100% on your flight
$229
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,015 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
$763
per person
Dec 31 - Jan 5
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (532 reviews)
The stay was all good as represented on the site!

Reviewed on Oct 12, 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
Save 100% on your flight
$573
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$581
per person
Nov 20 - Nov 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
$498
per person
Dec 25 - Dec 29
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
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Stay near popular Northwest Chicago attractions

A street with a building labeled "Woodfield Mall" and a horse statue.

Woodfield Mall

9.0/10 (2,313 reviews)
Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.
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A LEGO giraffe sculpture in front of a LEGO Studios store.

LEGOLAND® Discovery Center

8.6/10 (486 reviews)
See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.
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NOW Arena

8.0/10 (302 reviews)
Catch an event at NOW Arena during your trip to Hoffman Estates. Amble around this quaint area's lakeside or attend a sporting event.
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Schaumburg Medieval Times

9.0/10 (389 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.
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Santa's Village

9.2/10 (10 reviews)
Bring the family to Santa's Village and enjoy the excitement of this amusement park in East Dundee. Attend a sporting event in this family-friendly area.
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Arboretum of South Barrington

7.8/10 (15 reviews)
You can do some window-shopping at Arboretum of South Barrington during your stay in South Barrington. Stroll along the lakeside or attend a sporting event in this quaint area.
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Grand Victoria Casino

8.0/10 (87 reviews)
Why not roll the dice with a visit to Grand Victoria Casino during your visit to Elgin? You can attend a sporting event while in the area.
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Villa Olivia Country Club

8.0/10 (1 review)
Enjoy a round of golf in Bartlett at Villa Olivia Country Club. Attend a sporting event in this family-friendly area.
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What to do in Northwest Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$41
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

$158
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
See all activities in Northwest Chicago

Northwest Chicago Hotel Deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
$63 nightly
$72 total
Oct 18 - Oct 19
Total with taxes and fees
Motel 6 Rolling Meadows, IL - Chicago Northwest
Hyatt Place Itasca

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
$101 nightly
$112 total
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Itasca
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$218 nightly
$255 total
Nov 13 - Nov 14
Total with taxes and fees
8.6/10 Excellent! (2,551 reviews)
"We were put in a room where our headboard was right up against the wall behind which was the elevator shaft! Noisiest room ever!"

Reviewed on Oct 13, 2026

Hilton Chicago O'Hare Airport
See all 4,016 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.

Find the Best Northwest Chicago Vacation Packages

Northwest Chicago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

More vacations you might like

Frequently asked questions

How do vacation package prices compare across popular destinations in Northwest Chicago?
For a Northwest Chicago vacation package, Itasca typically offers the lowest prices for a weekend trip, while Elgin tends to be higher. A weekend trip typically costs around $650 per adult in Itasca, around $700 per adult in Schaumburg and Hoffman Estates, and around $800 per adult in Elgin.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Northwest Chicago vacation package?
When you bundle, you can save up to 30%*. To save money on a Northwest Chicago package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Northwest Chicago vacation package?
A Northwest Chicago vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Schaumburg, Itasca, or Hoffman Estates. In Schaumburg, many hotels offer airport shuttle service to and from Chicago O'Hare International Airport (ORD), and most include free breakfast. Itasca also has many hotels providing airport shuttle service to ORD, with most offering free breakfast. In Hoffman Estates, some hotels provide airport shuttle service to ORD, and most include free breakfast.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
Which destinations in Northwest Chicago offer the best-value vacation package deals?
Rolling Meadows, Schaumburg, Itasca, and Hoffman Estates are some of the top destinations for cheap Northwest Chicago vacation package deals. For an affordable weekend getaway, Rolling Meadows is often among the most budget-friendly options, with package prices starting around $350 per adult. For notable bundle savings, Itasca is often among the best options, with flight-and-hotel bundles saving around $40 per adult.Browse cheap vacation packages in Northwest Chicago on Expedia to compare current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
When is the best time to visit the top destinations in Northwest Chicago?
The best time for a Northwest Chicago vacation package depends on which destination you choose.Schaumburg is busiest in July and June, with highs around 82°F and 78°F respectively. September is also a busy month, hosting the LVNx Conference Experience. For fewer crowds, January and February are quieter, though colder with highs around 29°F.Elgin sees the most visitors in August and July, when highs reach around 80°F and 81°F. If you prefer fewer visitors, February and March are quieter, with highs around 32°F and 45°F.Hoffman Estates is busiest in July and June, with highs around 82°F and 78°F. September is also a busy time. For a quieter trip, January and February are less crowded, though colder with highs around 29°F.Itasca draws the most visitors in July, June, and August, with highs ranging from 78°F to 82°F. To avoid crowds, consider January and February, when highs are around 29°F.
What package types are available across the top destinations in Northwest Chicago?
Northwest Chicago, known for its outdoor activities, offers diverse vacation package types across its key destinations like Schaumburg, Itasca, Hoffman Estates, Elgin, and Rolling Meadows:
  • Budget: In Schaumburg, Quality Inn Schaumburg - Chicago near the Mall, rated 8.3 out of 10 by travelers, offers free breakfast and an indoor pool, with travelers often highlighting the good breakfast and friendly staff.
  • Pet-friendly: Itasca features options like The Westin Chicago Northwest, a 4-star property rated 8.2 out of 10 by travelers, which provides pet-friendly accommodations, an airport shuttle, and an indoor pool, with travelers frequently praising the amazing staff and spacious rooms.
  • Family: Hoffman Estates offers family-focused stays such as Country Inn & Suites by Radisson, Hoffman Estates, IL, which includes family rooms and an outdoor pool, with travelers praising the reasonable value and clean pool.
  • Breakfast: In Elgin, Holiday Inn Chicago Northwest-Elgin by IHG, rated 8.7 out of 10 by travelers, features free breakfast and an indoor pool, with travelers often noting the excellent breakfast and great food.
  • Parking: Rolling Meadows has options like Aloft by Marriott Chicago Schaumburg, rated 8.9 out of 10 by travelers, which includes an indoor pool and is pet-friendly, praised for its new, clean facilities and spacious location.
Which destinations should I consider for a Northwest Chicago vacation?
For a Northwest Chicago vacation, choosing the right base depends on your travel style:
  • Schaumburg: A popular choice for a Northwest Chicago vacation, Schaumburg is ideal for families and business travelers, offering a mix of urban attractions and entertainment options.
  • Elgin: For those seeking a blend of family-friendly fun and outdoor activities, Elgin provides a good base with its urban attractions and entertainment.
  • Hoffman Estates: Travelers looking for entertainment and family-friendly attractions will find Hoffman Estates a convenient option, also suitable for business trips.
  • Itasca: Itasca is a strong base for family trips and business travel, with its city attractions and opportunities for outdoor activities.
Is Northwest Chicago better suited for a beach vacation or a cultural trip?
Northwest Chicago is primarily an outdoor and nature destination, known for its wide range of outdoor activities and adventure options.The region offers a strong focus on family-friendly attractions and urban entertainment. You can explore natural spaces like Blackwell Forest Preserve, enjoy family fun at Santa's Village in Elgin, or find urban entertainment at the NOW Arena in Hoffman Estates.A Northwest Chicago vacation package is best suited for travelers seeking outdoor adventures, family entertainment, and city attractions rather than a traditional beach or cultural trip.
Which airports serve the main destinations in Northwest Chicago?
For a Northwest Chicago vacation, several airports provide convenient access to the region. Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the primary gateways in Chicago, serving many of the area's destinations. Additionally, General Mitchell International Airport (MKE) in Milwaukee, Wisconsin, also serves the broader Northwest Chicago area.
What are the top things to do across the destinations in Northwest Chicago?
A Northwest Chicago vacation offers a variety of attractions spread across its constituent cities:Browse and book things to do in Northwest Chicago on Expedia.
Are there family vacation packages in Northwest Chicago with kid-friendly amenities?
Northwest Chicago offers family vacation packages with kid-friendly amenities across its various destinations:
  • Hilton Garden Inn Schaumburg: In Schaumburg, this hotel, rated 8.4 out of 10 by travelers, features family rooms and an indoor pool, with travelers praising its great location and clean pool.
  • Eaglewood Resort and Spa: Itasca's 4-star Eaglewood Resort and Spa, rated 7.9 out of 10 by travelers, provides family rooms and a wonderful indoor pool, and is often noted for its spacious rooms.
  • Quality Inn Elgin I-90: Elgin offers this hotel with family rooms and free breakfast, with travelers highlighting the friendly staff and quiet rooms.
  • Aloft by Marriott Chicago Schaumburg: In Rolling Meadows, this hotel, rated 8.9 out of 10 by travelers, includes family rooms and an indoor pool, and is praised for its new, clean facilities and spacious location.
When should I book vacation packages for the top destinations in Northwest Chicago?
Booking times for a Northwest Chicago vacation package vary by destination, with most travelers booking around 2 to 4 weeks before departure.Travelers tend to book trips to these Northwest Chicago destinations most often from May to October. If you're planning a spontaneous getaway, Expedia also offers last-minute Northwest Chicago vacation packages.
How many days do you need for a Northwest Chicago vacation?
Most Northwest Chicago vacation packages last around 3 days, but the ideal trip length depends on where you're going and what you'd like to experience.Schaumburg, known for its family-friendly attractions and urban appeal, is well suited for a trip of around 3 days. Weekend trips are most popular, with some travelers opting for week-long stays, allowing time to explore places like Woodfield Mall.Itasca, a destination with family-friendly attractions and outdoor activities, also typically sees trips of around 3 days. Weekend trips are most popular, with some travelers opting for week-long stays, offering enough time to visit nearby attractions such as Woodfield Mall.Elgin, which features family-friendly attractions and outdoor activities, is also commonly visited for around 3 days. Weekend trips are most popular, with some travelers opting for week-long stays, providing opportunities to experience the Hemmens Cultural Center and other local sights.
Can I change or cancel my Northwest Chicago vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Northwest Chicago vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Northwest Chicago vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Northwest Chicago vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Northwest Chicago?
To find last-minute vacation packages to Northwest Chicago, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Northwest Chicago vacation packages?
Free cancellation on a Northwest Chicago vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Northwest Chicago vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Northwest Chicago getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Northwest Chicago vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.