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Check availability on Lakeview Romantic Hotels

Our top choices for Lakeview romantic hotels

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 687.448 ₫
1.860.324 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Villa Toscana

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2967)
"The room was very clean, the location was excellent."
United States
Craig
The price is 1.999.712 ₫
2.347.463 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Aloft Chicago Mag Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is 2.179.160 ₫
3.330.373 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3018)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.664.625 ₫
2.726.877 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is 2.848.011 ₫
4.001.080 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3163)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is 2.652.250 ₫
3.113.477 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Eurostars Magnificent Mile

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3163)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is 2.999.568 ₫
4.363.176 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Royal Sonesta Chicago Downtown

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3423)
"Loved the location and view!"
United States
Erica
The price is 3.430.559 ₫
4.027.134 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is 3.661.121 ₫
5.070.840 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Regency Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2008)
"Great location, clean hotel"
United States
Andre
The price is 2.317.832 ₫
3.339.342 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
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.

Top Lakeview Hotel Reviews

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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).