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Check availability on Lakeview Romantic Hotels

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Lakeview romantic hotels

Exterior
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (627)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is 1.065.757 ₫
2.303.691 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
The Villa Toscana
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2973)
"Great place to stay"
United States
Elisha
The price is 2.210.460 ₫
2.594.858 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Aloft Chicago Mag Mile
American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1945)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is 2.505.188 ₫
3.558.716 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
The Godfrey Hotel Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3017)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.684.160 ₫
2.749.391 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Warwick Allerton - Chicago
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2411)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is 2.999.384 ₫
4.293.321 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Hilton Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9687)
"Wonderful stay!"
United States
Zach
The price is 5.423.522 ₫
6.366.673 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3420)
"Enjoyed my stay"
United States
Karen
The price is 3.055.172 ₫
3.586.466 ₫ total
includes taxes & fees
24 Dec - 25 Dec
L7 Chicago by LOTTE
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3170)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is 2.463.084 ₫
2.891.414 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Eurostars Magnificent Mile
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3463)
"Great hotel! "
United States
Kianna
The price is 3.430.950 ₫
4.027.591 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2010)
"Great location, clean hotel"
United States
Andre
The price is 2.105.200 ₫
3.089.170 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Millennium Knickerbocker 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.
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Top Lakeview Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Lakeview?
Are you looking for a romantic escape? Couples choose Lakeview for its scenic lake views and popular theatre scene. If you're a pair that loves cultural attractions, you might check out Vic Theatre, Briar Street Theatre or Athenaeum Theatre. Whether you want to be pampered with breakfast in bed or have a romantic dinner by candlelight, you'll be sure to find your ideal accommodation in Lakeview to make for the perfect couples' weekend.
What is there to do in Lakeview?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Lakeview has to offer. Couples looking for a little of everything will enjoy Lakeview for its theatre scene, opera houses and bars. You might consider a visit to Wrigley Field, Lake Michigan or Vic Theatre.
What's the best way to get to Lakeview and around town during my romantic getaway?
This information about transportation options in Lakeview might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 11.5 mi (18.6 km) away. Nearby metro stations include Southport Station, Addison Station (Red Line) and Belmont Station (Red Line).