🗺️ Discover the Best Airbnb Deals in Chicago, Illinois 🗺️

Looking for unbeatable discounts on Airbnbs in Chicago, Illinois? Find listings with the biggest price drops this month compared to last month.

Chicago, Illinois, United States

4.4 ★

Standard Double Room

$156 / night

26% Cheaper than normal

1 beds

1 bathrooms

3 guests

4.7 ★

Kasa | Spectacular City Views | Chicago

$250 / night

30% Cheaper than normal

1 beds

1 bathrooms

3 guests

4.5 ★

Luxury Stay - Claridge House, Queen Room

$138 / night

20% Cheaper than normal

1 beds

1 bathrooms

2 guests

4.8 ★

Kasa | See the Sites from Your Balcony | Chicago

$211 / night

34% Cheaper than normal

Studio beds

1 bathrooms

2 guests

4.9 ★

Pro Cleaned & Isolated West Loop Coach House

$103 / night

46% Cheaper than normal

1 beds

1 bathrooms

3 guests

4.7 ★

Cozy Studio Apt in Lakeview

$58 / night

44% Cheaper than normal

Studio beds

1 bathrooms

2 guests

5.0 ★

Near Lake Michigan & Wrigley Field

$159 / night

27% Cheaper than normal

2 beds

2 bathrooms

4 guests

4.8 ★

Historic Old Town Flat - Minutes from Downtown!

$94 / night

50% Cheaper than normal

1 beds

1 bathrooms

2 guests

4.8 ★

Walk to Lake Michigan From a Contemporary Uptown Haven

$63 / night

38% Cheaper than normal

1 beds

1 bathrooms

2 guests

4.9 ★

Architect Designed Logan Square 2BR 2BA Blue Line!

$89 / night

49% Cheaper than normal

2 beds

2 bathrooms

5 guests

4.8 ★

Hotel Quality Meets Local Living Deluxe Studio 3B

$147 / night

47% Cheaper than normal

Studio beds

1 bathrooms

2 guests

4.8 ★

Location! 5 beds house with Parking and Patio!

$229 / night

44% Cheaper than normal

4 beds

2 bathrooms

9 guests

4.8 ★

Kasa | Explore the Neighborhood-Mag Mile | Chicago

$178 / night

32% Cheaper than normal

Studio beds

1 bathrooms

2 guests

5.0 ★

Cozy Beauty 10 Min to Downtown Chicago +PacMan

$55 / night

40% Cheaper than normal

1 beds

1 bathrooms

5 guests

4.8 ★

LAVISH LINCOLN PARK Home w/ Patio +attached garage

$149 / night

48% Cheaper than normal

2 beds

2 bathrooms

6 guests

4.7 ★

large 3bed/1bath Condo Near University of Chicago

$109 / night

44% Cheaper than normal

3 beds

1 bathrooms

12 guests

4.8 ★

Level ◆ New Luxe Two Bedroom Corner Suite

$524 / night

1% Cheaper than normal

2 beds

2 bathrooms

4 guests

4.8 ★

Kasa | Walk to Lincoln Park Zoo | Chicago

$359 / night

9% Cheaper than normal

2 beds

2 bathrooms

5 guests

4.8 ★

Historic lux Townhouse on Chicago's Gold Coast

$289 / night

49% Cheaper than normal

4 beds

3 bathrooms

10 guests

4.8 ★

Bright & Uplifting Studio Apt in Belmont

$64 / night

38% Cheaper than normal

Studio beds

1 bathrooms

2 guests

5.0 ★

Modern vintage chic steps from Wrigley Field!

$152 / night

37% Cheaper than normal

3 beds

1 bathrooms

6 guests

4.4 ★

Standard King Room

$153 / night

27% Cheaper than normal

1 beds

1 bathrooms

2 guests

4.8 ★

Stunning Corner 2BR in the Loop | City & Lake View

$180 / night

36% Cheaper than normal

2 beds

2 bathrooms

6 guests

4.8 ★

Cozy Lincoln Park Studio - Steps to Zoo!

$100 / night

41% Cheaper than normal

1 beds

1 bathrooms

3 guests

4.5 ★

Luxury Stay - Claridge House, Two Queen Room

$189 / night

16% Cheaper than normal

1 beds

1 bathrooms

4 guests

4.7 ★

Hotel Quality Meets Local Living Skyline Studio 4B

$142 / night

28% Cheaper than normal

Studio beds

1 bathrooms

2 guests

4.7 ★

Modern 1bdr close to Wrigley|Downtown|Andersonvill

$69 / night

42% Cheaper than normal

1 beds

1 bathrooms

4 guests

4.8 ★

Prime Location Duplex - 4BD/3BA - Sleeps 12!

$309 / night

49% Cheaper than normal

4 beds

3 bathrooms

12 guests

4.7 ★

Modern 3BR Penthouse in the Loop | Roof Deck

$230 / night

38% Cheaper than normal

3 beds

2 bathrooms

8 guests

4.8 ★

Family Friendly 3BR Duplex in Roscoe Village

$152 / night

44% Cheaper than normal

3 beds

2 bathrooms

7 guests

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