Northwest Chicago Romantic Holidays

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

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

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

    Packages with flights are ATOL protected

Top flight + Romantic hotel deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Renaissance Schaumburg Convention Center Hotel
Eaglewood Resort and Spa
The Westin Chicago Northwest
Hyatt Regency Schaumburg Chicago
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3 Night Romantic holidays in Northwest Chicago

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Eaglewood Resort and Spa
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4 Night Romantic holidays in Northwest Chicago

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Eaglewood Resort and Spa
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See all available trips from London to Northwest Chicago
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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 £598. 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
  • 10 min drive from Woodfield Mall
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! (1,007 reviews)

Couples like: bar, Hot tub

Travellers say...
"Was a nice hotel. Only complaint was it was an open core building. We were on the 10th floor so heat rises and it was super hot on our floor. Which made our room on the warm side even when I turned down the thermostat. If you are staying in the summer there, ask for the lowest floor possible. But ..."

Reviewed on 23 Aug 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
  • 26 min walk from Woodfield Mall
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 ...
8.4/10 Very Good! (1,003 reviews)
"My family had a wonderful time at Embassy Suites Schaumburg! The amenities were perfect to suite our needs. Would definitely recommended this hotel to others and return one day again as well!"

Reviewed on 25 Aug 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
  • 11 min walk from Woodfield Mall
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! (1,002 reviews)
Comfortable stay
"Food options for breakfast was repetitive. Need more like French toast sticks, danish’s, etc.. otherwise rooms were comfortable and easy in and out of the location. I will come back ."

Reviewed on 16 Aug 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.