Northwest Chicago Vacations from ₩451,146

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The Latest Northwest Chicago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
Downtown Chicago
Price was ₩560,872, price is now ₩451,146 per person
₩451,146
per person
Dec 23 - Dec 25
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,042 reviews)
Extremely clean room with updated features. Perfect location. Very walkable!

Reviewed on Oct 31, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₩660,671, price is now ₩471,249 per person
₩471,249
per person
Dec 23 - Dec 25
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Room was nice, location was perfect. Staff was pleasant and helpful---very nice breakfast. Only small complaint: last-minute "facilities fee" of $28, not disclosed when the rom was booked through a third party.

Reviewed on Nov 4, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was ₩604,508, price is now ₩466,281 per person
₩466,281
per person
Dec 23 - Dec 25
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
Staff was so friendly and helpful. Room was comfortable and clean

Reviewed on Nov 4, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ₩673,062, price is now ₩526,205 per person
₩526,205
per person
Dec 23 - Dec 25
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Really cool modern space

Reviewed on Nov 4, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was ₩664,317, price is now ₩523,494 per person
₩523,494
per person
Dec 23 - Dec 25
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on Oct 28, 2025

Find the Best Northwest Chicago Vacation Packages

Northwest Chicago Hotel Deals

Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is ₩159,070 per night from Nov 9 to Nov 10
₩159,070
₩208,007 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (1,030 reviews)
100/10 recommend!
I stayed friday-sunday and I had to switch rooms on Saturday due to my tub filling up/backing up as I took a shower but they waived the entire resort fee so I'm still sticking to my word that everything was perfect, rooms were very clean and peaceful, it felt like home away from home and I'll definitely ...

Reviewed on Oct 27, 2025

Eaglewood Resort and Spa
Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL

2 out of 5
1000 W Devon Ave, Elk Grove Village, IL
Fully refundable
The price is ₩64,358 per night from Nov 17 to Nov 18
₩64,358
₩72,712 total
Nov 17 - Nov 18
includes taxes & fees
8/10 Very Good! (1,030 reviews)
Good for a short stay. No fridge and microwave in the room.

Reviewed on Oct 29, 2025

Motel 6 Elk Grove Village, IL
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is ₩141,289 per night from Nov 23 to Nov 24
₩141,289
₩158,233 total
Nov 23 - Nov 24
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Spacious, clean and convenient

Reviewed on Oct 30, 2025

The Westin Chicago Northwest
See all 3,952 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.

Discover the most popular places to visit in Northwest Chicago

Woodfield Mall which includes shopping as well as a small group of people

Woodfield Mall

4.5/5(601 reviews)

Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

Woodfield Mall
Legoland Discovery Center showing art

LEGOLAND® Discovery Center

4/5(43 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.

LEGOLAND® Discovery Center

Santa's Village

4.5/5(7 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.

Santa's Village

Frequently asked questions

Can I cancel my flight booking to Northwest Chicago due to COVID-19?
Head to our Customer Service Portal for details about changing or canceling flights because of COVID-19. Also, read through the terms and conditions of your preferred carrier before booking your fare to Northwest Chicago.
What's the best way to find cheap flights to Northwest Chicago that have flexible change policies?
We understand that things can change very quickly, so choosing a flexible ticket with Expedia is always a clever idea. Simply mark the "No change fee" box underneath the "Flexible change policies" filter. Your affordable, flexible flight to Northwest Chicago is just a few clicks away.
What are some of the general tips for travelers to Northwest Chicago during the COVID-19 outbreak?
If it's your first time traveling during COVID-19, you'll notice plenty of new rules and regulations in place. Follow these tips and make your journey to Northwest Chicago go off without a hitch:
  • Before you lock in a flight, check if any travel bans or restrictions apply — in both your destination and origin. Get the latest updates by reviewing government websites.
  • Wear a face mask even during airport screening. A TSA officer will ask you to adjust your mask for ID purposes.
  • To minimize the risk of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process.
  • Separate any food you're carrying for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Northwest Chicago?
Let American Airlines take you there. This top carrier lists 13307 flights each month to O'Hare Intl. Airport (ORD), a Northwest Chicago gateway.
How can I find cheap tickets to Northwest Chicago?
One of the best ways to get a hold of cheap tickets to Northwest Chicago is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. It'll reveal the cheapest prices for nearby days. The best price for a flight to Northwest Chicago in the last seven days was . Booking well in advance will generally help you get an even better deal.
How much is a flight to Northwest Chicago?
If you were jetting one way from (), you could've landed a cheap ticket for just in the last seven days. Return flights to Northwest Chicago ranged from to during this same period.
What are the most popular airports to fly into in Northwest Chicago?
Start planning your Northwest Chicago trip by reserving one of the 33491 flights each month to O'Hare Intl. Airport (ORD). This is the region's main entry point.
When is the cheapest time to fly to Northwest Chicago?
Taking off on a Tuesday, followed by a Monday, is generally the best way to pick up the cheapest fare. Avoid weekends if possible, because Saturday is typically the costliest day. Spend the funds you saved enjoying yourself in Northwest Chicago instead!
How much is a plane ticket to Northwest Chicago?
In the last seven days, tickets to Northwest Chicago varied between and . Prices depend on the departure time, carrier, cabin class and how early the fare is booked.
Which airlines with flights to Northwest Chicago employ COVID-19 cleanliness policies?
As passengers and cabin crew start traveling again, many airlines have implemented physical distancing and other vital measures to help lessen the spread of COVID-19. Below are some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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