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Road Trips in Chicago

Chicago
Anytime
Guests
Chicago
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Chicago

2 Adults
1 Bedroom
4 Adults
House
3 Adults
1 Adult
6 Adults

Best Vacation Home Deals in Chicago

House Near North Side
Apr 15 - Apr 22
-48%
$285
$149 per night
House ∙ 10 guests ∙ 2 bedrooms

Nice House in Near North Side

5.0
Outstanding (2 ratings)
Near North Side, Chicago, Illinois, United States
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Condo West Loop
Jun 25 - Jul 2
-18%
$336
$276 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in West Loop

4.9
Outstanding (15 ratings)
West Loop, Chicago, Illinois, United States
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Condo Lake View
Apr 15 - Apr 22
-28%
$442
$318 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Lake View with Patio & Grill

Lake View, Chicago, Illinois, United States
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Road Trips in Chicago: Top Accommodations

House Lincoln Park
Apr 20 - Apr 27
$395 per night
House ∙ 24 guests ∙ 4 bedrooms

Vacation Home in Lincoln Park with Grill, Patio & Yard

5.0
Outstanding (168 ratings)
Lincoln Park, Chicago, Illinois, United States
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Apartment West Town
Jul 5 - Jul 12
$249 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Beautiful Apartment in West Town

5.0
Outstanding (9 ratings)
West Town, Chicago, Illinois, United States
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Condo Rogers Park
Apr 15 - Apr 22
$171 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Rogers Park with Rear Garden

4.9
Outstanding (221 ratings)
Rogers Park, Chicago, Illinois, United States
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The Weather in Chicago

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- Rainy days

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Information about Road Trips in Chicago

💳 Highest rates in October
🥳 Busiest month February
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months 84 °F in July and August
❄️ Coldest months January and February
🌧️ Rainiest months 9 rainy days in March and April

Frequently Asked Questions

Road Trips in Chicago: What is the cost per night?

The average price for a rental in Chicago is usually between $123 and $724 per night.

Can I find a vacation home for a group of guests for Road Trips in Chicago?

Usually the size of a Apartment rental is 85 m² and can fit 4 people on average which is ideal for medium-sized groups and families.

What types of vacation homes are available for Road Trips in Chicago?

We would suggest checking out our incredible selection of House rental and Apartment rental for Road Trips in Chicago.

Average Nightly Rental Prices in Chicago

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Vacation Rental Price Information in Chicago

Vacation Rental Availability in Chicago

Rental availability information in Chicago

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