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Romantic Hotels in Streeterville

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Featured Streeterville Romantic Hotels

The Peninsula Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
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 ...
The Peninsula Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5
160 E Huron Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in our ...
Hampton Inn Chicago Downtown/Magnificent Mile
Gale Chicago
Gale Chicago
2 out of 5
201 E Delaware Pl, Chicago, IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Michigan Avenue and Chicago Riverwalk ...
Gale Chicago
Omni Chicago Hotel
Omni Chicago Hotel
4.5 out of 5
676 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
Omni Chicago Hotel
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5 out of 5
160 E Pearson Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, Chicago
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
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 property ...
Four Seasons Hotel Chicago
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4 out of 5
633 N Saint Clair St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hyatt Centric Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 out of 5
105 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the restaurant and the helpful ...
The Whitehall Hotel, BW Premier Collection
The Drake
The Drake
4 out of 5
140 E Walton Place, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
The Drake
Park Hyatt Chicago
Park Hyatt Chicago
5 out of 5
800 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
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 in our reviews. ...
Park Hyatt Chicago
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Westin Michigan Avenue 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.

Hotels with Hot Tubs in Streeterville

Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4 out of 5
633 N Saint Clair St, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hyatt Centric Chicago Magnificent Mile
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL
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 property ...
Four Seasons Hotel Chicago
Park Hyatt Chicago
Park Hyatt Chicago
5 out of 5
800 N Michigan Ave, Chicago, IL
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 in our reviews. ...
Park Hyatt 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.

Luxury Hotels in Streeterville

The Peninsula Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL
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 ...
The Peninsula Chicago
Loews Chicago Hotel
Loews Chicago Hotel
4.5 out of 5
455 North Park Drive, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Loews Chicago Hotel
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5 out of 5
160 E Pearson Street, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, 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.

Romantic Hotels in Streeterville

Looking to pop the big question? Book a romantic hotel. Digging yourself out of the doghouse? Book a romantic hotel. Regardless of the reason for spoiling your partner, a romantic hotel in Streeterville will do the trick.

What’s love got to do with it?

Pick a flirty place with a secluded pool and private cabanas or go for one with an in-room hot tub and a swanky restaurant on-site. Some hotels in Streeterville even offer romantic packages, so you can really crank up the heat. Did someone say couple’s massages? Yes, please!

Maybe it’s the little things like a ridiculously good view from your balcony or the bottle of bubbly waiting for you when you arrive, but whatever it is, your sweetie is going to flip when they see the romantic resort you booked in Streeterville. Just imagine the fun you’ll have with a place all to yourselves.

Love your hotel; love your savings

You’ll find yourself falling for a lot more than your honey when you book a romantic hotel in Streeterville. You and your partner will have hearts in your eyes when you set your sights on our swoon-worthy hotel rates. Filter hotels by:

  • Hotwire Hot Rates: Snag a Hotwire Hot Rate and you’ll find out the name of your hotel after you book. It’s like the best blind date ever.

  • Price: With rooms starting at $92, your heart may skip a beat when you see how low our prices go on Romantic hotels.

  • Amenities: Room with a view? Fancy restaurant? Room service? Sort through our amenities to find whatever puts you two in the mood.

We’re no doctor of love, but we’ve got some advice for you, don’t wait for a reason to book a romantic hotel. Surprise your honey with a getaway to Streeterville for no reason at all. Spice it with up a Hotwire Hot Rate—after all, every good relationship loves a little mystery.