Compare Romantic Hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chicago

Featured Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is NZ$209 per night from 10 Nov to 11 Nov
NZ$209
10 Nov - 11 Nov
includes taxes & fees
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Opens in a new windowThe Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$322 per night from 16 Nov to 17 Nov
NZ$322
16 Nov - 17 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
Opens in a new windowLondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$269 per night from 24 Nov to 25 Nov
NZ$269
24 Nov - 25 Nov
includes taxes & fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Opens in a new windowPalmer House a Hilton Hotel
Save an average of 15% on thousands of hotels when you're signed in
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$884 per night from 9 Nov to 10 Nov
NZ$884
9 Nov - 10 Nov
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowTrump International Hotel & Tower Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$1,179 per night from 23 Nov to 24 Nov
NZ$1,179
23 Nov - 24 Nov
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
Opens in a new windowThe Peninsula Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$239 per night from 27 Nov to 28 Nov
NZ$239
27 Nov - 28 Nov
includes taxes & fees
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowEurostars Magnificent Mile
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$841 per night from 14 Nov to 15 Nov
NZ$841
14 Nov - 15 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. ...
Opens in a new windowVirgin Hotels Chicago
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$437 per night from 23 Nov to 24 Nov
NZ$437
23 Nov - 24 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our ...
Opens in a new windowSofitel Chicago Magnificent Mile
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$301 per night from 23 Nov to 24 Nov
NZ$301
23 Nov - 24 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
Opens in a new windowSwissotel - Chicago
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.

Chicago Romantic Accommodation

Haven’t you spent enough time around people recently? You two need to get up and go for a holiday alone because you two have earned it. There’s no better place to stoke the fire of romance than with a trip to Chicago romantic hotels. You’ll be transported back to a time when butterflies occupied your stomach and your tongue hung out of your head.

Sweet, innocent love is back. Remember the days when both of you were nervous with sweaty palms and jumbled speech? They have returned! And you should be excited about it. It’s like you get to have a do-over of your first date…unless your first date was unreal. Whether it be a weekend or a week at romantic hotels in Chicago, Cupid will follow your every move.

Enjoy dinner accompanied with wine and champagne and top that off with a dessert of chocolate-covered strawberries, whipped cream and fireworks. Nothing’s going to dampen the sparks here…except for dip in a hot tub, of course.

Don’t just fall in love with someone special; fall in love with lastminute.co.nz, because we have the best deals on Chicago romantic accommodation just waiting for you to pounce on them. You can find love and discounts in the same place—you just have to look hard enough.

Chicago hotels essential information

Accommodation
5,510 hotels
Lowest Price
NZ$209
Highest Price
NZ$1,179
Popular hotels
The Champagne Lodge & Luxury Suites, LondonHouse Chicago, Curio Collection by Hilton, Palmer House a Hilton Hotel, Trump International Hotel & Tower Chicago, The Peninsula Chicago, Eurostars Magnificent Mile, Virgin Hotels Chicago, Sofitel Chicago Magnificent Mile, Swissotel - Chicago

Most recent Chicago hotel reviews