Northwest Chicago Holidays

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Top Flight + Hotel Deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €894, price is now €627 per person
€627
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
18/10 Exceptional! (1,001 reviews)
Everything was perfect

Reviewed on 12 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €952, price is now €662 per person
€662
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
18.4/10 Exceptional! (317 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 28 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €937, price is now €670 per person
€670
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.

Reviewed on 18 Nov 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was €978, price is now €709 per person
€709
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
18.4/10 Exceptional! (1,862 reviews)
Amazing hotel & awesome staff!

Reviewed on 19 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,487, price is now €1,123 per person
€1,123
per person
19 Dec - 22 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance. The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return. Mr. & Mrs.S

Reviewed on 17 Nov 2025

Top hotels in Northwest Chicago

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 €87 per night from 7 Dec to 8 Dec
€87
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Came for a friends wedding and definitely would love to come back

Reviewed on 16 Nov 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 €44 per night from 25 Nov to 26 Nov
€44
25 Nov - 26 Nov
includes taxes & fees
8/10 Very Good! (1,051 reviews)
Good

Reviewed on 13 Nov 2025

Motel 6 Elk Grove Village, IL
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
The price is €91 per night from 14 Dec to 15 Dec
€91
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,679 reviews)
Clean inexpensive and convenient.

Reviewed on 14 Nov 2025

Crowne Plaza Chicago West Loop by IHG
See all 3,965 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.

Popular places to visit

Woodfield Mall showing shopping as well as a small group of people

Woodfield Mall

4.5/5(2 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 which includes art

LEGOLAND® Discovery Center

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

NOW Arena

4.5/5(2 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.

NOW Arena

What to do in Northwest Chicago

Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

€38
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
River tour boat in Chicago

Architecture River Tour

€42
per adult
96% of travellers recommend
Architecture River Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.

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