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Search results; Over 1,000 homes in Bridgeport, Chicago

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Superhost
Flat in Bridgeport
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 21 reviews
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Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds
28 Sept – 3 Oct
4.93 out of 5 average rating, 244 reviews
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Flat in Bridgeport
2-King Bed Bridgeport Apartment w/Backyard Patio
2 bedrooms, 2 king beds
7–12 Sept
4.98 out of 5 average rating, 100 reviews
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Home in Bridgeport
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
28 Nov – 3 Dec
4.96 out of 5 average rating, 312 reviews
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Flat in Bridgeport
Prime Bridgeport – McGuane Park
2 bedrooms, 3 beds
1–6 Nov
4.93 out of 5 average rating, 138 reviews
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Flat in Bridgeport
Stay Above Chicago's Post-Punk Museum - 4BR Loft
4 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 31 reviews
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Home in Bridgeport
Chicago's Bridgeport Brownstone w/Garage Parking
5 bedrooms, 6 beds
7–12 Sept
4.76 out of 5 average rating, 150 reviews
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Flat in Bridgeport
Bridgeport Garden Studio
1 bedroom, 1 sofa bed
27 Sept – 2 Oct
4.96 out of 5 average rating, 51 reviews
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Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 73 reviews
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Home in Bridgeport
Quiet • Modern • Deck• Sleeps 10 | Bridgeport Gem
3 bedrooms, 5 beds
7–12 Sept
4.93 out of 5 average rating, 40 reviews
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Flat in Bridgeport
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds
1–6 Nov
4.99 out of 5 average rating, 139 reviews
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Apartment in Bridgeport
Convenient & Spacious 3BR Condo w/Free Parking
3 bedrooms, 5 beds
25–30 Oct
4.9 out of 5 average rating, 159 reviews
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Top guest favourite
Flat in Bridgeport
Modern 2BR | Free Parking | McCormick & Chinatown
2 bedrooms, 2 queen beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
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Flat in Bridgeport
Bridgeport Place -free parking, McCormick-Sox Park
1 bedroom, 1 queen bed
20–25 Sept
4.88 out of 5 average rating, 107 reviews
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Flat in Bridgeport
Bridgeport Garden Apartment
1 bedroom, 2 beds
19–24 Oct
4.98 out of 5 average rating, 222 reviews
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Guest favourite
Apartment in Bridgeport
Cozy Chicago Stay | Private Entry + Free Parking
1 bedroom, 2 beds
23–28 Sept
4.99 out of 5 average rating, 67 reviews
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Guest favourite
Home in South Side
3 BR / 1 BA with Free Parking
3 bedrooms, 3 beds
3–8 Oct
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Bridgeport
Cozy Bridgeport Apartment
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 52 reviews