Northwest Chicago Romantic Holidays
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Romantic hotel deals in Northwest Chicago
4 Night Romantic holidays in Northwest Chicago
Hyatt Place Itasca
Reviewed on 24 Sept 2026
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 £421. 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
- 10 min drive from Woodfield Mall
Embassy Suites by Hilton Chicago Schaumburg Woodfield
- 27 min walk from Woodfield Mall
"The front desk staff refused to give me a water bottle even if I was willing to pay for it ! Saying it was reserved for folks checking in ! And they didn't have any water in their vending machines either ! Never faced this at a hot 👎👎👎"
Reviewed on 24 Sept 2026
Homewood Suites by Hilton Chicago - Schaumburg
- 11 min walk from Woodfield Mall
"The only problem was that the toilet was slow to fill to flush. So flushing was an issue at times. Other than that nice property great location and staff!"
Reviewed on 20 Sept 2026
Things to do
Skydeck Chicago at Willis Tower
Top Romantic Holiday Destinations
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* 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.
