Valentines in Chicago - HomeToGo base64Hash Valentines in Chicago - HomeToGo

Valentines in Chicago

Chicago
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Planning an Unforgettable Valentine's Day in Chicago

Bold architecture, iconic skyscrapers, a dazzling skyline, and stunning sights such as those along the Lakefront trail are just some of the treats for an unforgettable Valentines in Chicago. From red roses to thoughtful cards and an eclectic jazz music scene with scrumptious meals and drinks, this populous city in Illinois is one of the best places to celebrate your love.

Valentines Day Travel in Chicago: Top Accommodations

Apartment Near North
$126 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Near North, Chicago, Illinois, United States
Details
Kasa Living
View deal
Apartment New East Side
$275 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
New East Side, Chicago, Illinois, United States
Details
Hosteeva
View deal
Apartment Near North
$253 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Near North, Chicago, Illinois, United States
Details
Kasa Living
View deal
Best Things To Do on Valentines Day in Chicago

Best Things To Do on Valentines Day in Chicago

Valentines in Chicago is one of the city's most romantic days. With streets and malls decked out in different shades of red and flowers everywhere, Chicago makes it possible for you to celebrate love in style, pomp, and color. The city offers a plethora of activities to help celebrate this special day, including romantic strolls along Lake Michigan and a Valentine's Day cruise.

  • Romantic dinner at Geja's Café

    Whisk your lover away for a romantic dinner at Geja's Café. This intimate restaurant continues to be one of Chicago's most romantic, a reputation it has maintained for the past 50 years. With candlelit dinners and classical background music, Geja's Café offers the perfect ambiance to kindle romance. Enjoy a three-course dinner with a delicious fondue appetizer, a wide array of main course dinner selections including sea scallops and Gulf shrimp, and delectable desserts with the perfect wine pairing. Be sure to make reservations in advance.

  • Indulge in sightseeing on a Valentine's cruise

    This lakefront cruise provides the perfect opportunity to take your romance game up a notch. Enjoy a scenic ride as you dine on tasty gourmet food with delicious wine pairings. Dance the night away to smooth DJ tunes and live music. Enjoy the refreshing evening breeze in the arms of your partner on the upper deck, drink in hand, as you make unforgettable memories with the city's magical skyline bearing witness to your special day.

  • Magical spin on the iconic Centennial Wheel

    Soaring to a dizzying height of almost 200ft, the Centennial Wheel at Chicago's historic Navy Pier is the best way to end your romantic night. Enjoy panoramic views of the city, including marveling at the Tribune and Willis Towers, which stand among the rest of the city's impressive skyline. Sweep your partner off their feet with breathtaking views of enchanting Lake Michigan as you share a private moment and whisper words of love in the privacy of your gondola.

  • Stop at the Chicago Botanic Garden Orchid Show

    Valentine's Day is never complete without flowers. The Chicago Botanic Garden Orchid Show lets you take in blooms galore as you stroll hand-in-hand and inhale the flower-scented air. See countless flowers, then share delicious handcrafted truffles and chocolates from Vosges Haut-Chocolat, with exotic flavors that will make your mouth water.

Best Places to Stay for Valentines Day Travel in Chicago

Apartment Near North
$119 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Near North, Chicago, Illinois, United States
Details
Kasa Living
View deal
Apartment Near North
$126 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Near North, Chicago, Illinois, United States
Details
Kasa Living
View deal
Apartment South Loop
$137 per night
Apartment ∙ 3 guests ∙ 1 bedroom
South Loop, Chicago, Illinois, United States
Details
Kasa Living
View deal

Frequently Asked Questions

How much do vacation rentals for Valentines in Chicago cost?

HomeToGo has incredible rentals for Valentines in Chicago, with prices as low as $36 per night.

What kinds of rentals can I find for Valentines in Chicago?

There are many Hotel rooms and Apartment rentals that are great for Valentines in Chicago.

The Weather in Chicago

max.
Min.
31°
17°
8 days 8
max.
Min.
35°
20°
7 days 7
max.
Min.
45°
29°
9 days 9
max.
Min.
59°
40°
9 days 9
max.
Min.
70°
50°
8 days 8
max.
Min.
81°
60°
9 days 9
max.
Min.
84°
65°
8 days 8
max.
Min.
83°
64°
8 days 8
max.
Min.
76°
56°
8 days 8
max.
Min.
65°
46°
7 days 7
max.
Min.
48°
33°
8 days 8
max.
Min.
35°
22°
9 days 9
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Average Nightly Rental Prices in Chicago

Vacation Rental Price Information in Chicago

Vacation Rental Availability in Chicago

Rental Availability Information in Chicago

Valentines in Chicago Inspiration

Top Vacation Ideas in Chicago

Explore More Vacation Ideas

image-tag