Northwest Chicago Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top flight + Romantic hotel deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Schaumburg Chicago
Don't see what you're looking for?
See all available trips from Manchester to Northwest Chicago
View all trips

4 Night Romantic holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Chicago Schaumburg - O'Hare Airport
HYATT house Chicago/Schaumburg
Country Inn & Suites by Radisson, Schaumburg, IL
Don't see what you're looking for?
See all available trips from Port of Spain to Northwest Chicago
View all trips

How to find a romantic Northwest Chicago holiday

How can I find the best Northwest Chicago vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Northwest Chicago. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Northwest Chicago romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Northwest Chicago that start from £541. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Northwest Chicago romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Northwest Chicago?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Northwest Chicago?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Northwest Chicago that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Northwest Chicago with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Northwest Chicago romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Northwest Chicago Hotels

The Westin Chicago Northwest
The Westin Chicago Northwest
4 out of 5
400 Park Blvd, Itasca, IL
  • 13 min drive from Schaumburg Convention Center
Stay at this 4-star business-friendly hotel in Itasca. Enjoy breakfast (surcharge), a free local area shuttle and a 24-hour fitness centre. Our guests praise ...
8.6/10 Excellent! (1,003 reviews)

Couples like: bar, Hot tub

Travellers say...
"A/C Didn’t Work At First Engineer Fixed It ASAP."

Reviewed on 5 Jul 2025

The Westin Chicago Northwest
Embassy Suites by Hilton Chicago Schaumburg Woodfield
Embassy Suites by Hilton Chicago Schaumburg Woodfield
3.5 out of 5
1939 N Meacham Rd, Schaumburg, IL
  • 6 min walk from Schaumburg Convention Center
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Great hotel"

Reviewed on 3 Jul 2025

Embassy Suites by Hilton Chicago Schaumburg Woodfield
Homewood Suites by Hilton Chicago - Schaumburg
Homewood Suites by Hilton Chicago - Schaumburg
3 out of 5
815 East American Lane, Schaumburg, IL
  • 21 min walk from Schaumburg Convention Center
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (1,001 reviews)
Cute little hotel
"We arrived earlier than expected and they were nice enough to let us use the pool and check us in early. The room was clean and the free breakfast in the morning was amazing! They even had carnitas, homemade chia pudding, and a bunch of other stuff on it. Pool is small but still good enough for the ..."

Reviewed on 25 Jun 2025

Homewood Suites by Hilton Chicago - Schaumburg
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.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.