Northwest Chicago Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Northwest Chicago Holiday

Our pick of the best 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 NZ$283 per night from 5 July to 6 July
NZ$283
5 July - 6 July
includes taxes & fees
8.8/10 Excellent! (1,152 reviews)
"The property is great. Rooms were old furniture and maintained well nonetheless. The place was big and great. The concierge tried charging me triple the cost of the house. Had no clue until I showed my actual reservations"

Reviewed on 19 June 2026

Eaglewood Resort and Spa
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 NZ$280 per night from 27 June to 28 June
NZ$280
27 June - 28 June
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Huge hotel, nice area and great staff."

Reviewed on 19 June 2026

The Westin Chicago Northwest
Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 28 June to 29 June
NZ$212
28 June - 29 June
includes taxes & fees
8.8/10 Excellent! (1,150 reviews)
"Hotel was clean and help was nice, but they have maintenance issues to address."

Reviewed on 16 June 2026

Hyatt Place Itasca
See all 3,990 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

Woodfield Mall

5/5(1 review)

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
Lynfred Winery

Lynfred Winery

You can enjoy a tasting or tour at Lynfred Winery during your travels to Roselle. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Lynfred Winery

Schaumburg Convention Center

Learn about the events happening in Schaumburg Convention Center during your trip to Schaumburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Schaumburg Convention Center

What to do in Northwest Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$41
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

NZ$68
per adult
92% of travellers recommend
Art Institute of Chicago
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

NZ$78
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Northwest Chicago

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 cancelling 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 travellers to Northwest Chicago during the COVID-19 outbreak?
If it's your first time travelling 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 travelling 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.

Explore a world of travel with Expedia

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