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

Top guest favourite
Home in Bridgeport
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
28 Nov – 3 Dec
4.96 out of 5 average rating, 312 reviews
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Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
26 Sept – 1 Oct
4.91 out of 5 average rating, 122 reviews
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Bridgeport Garden Studio
1 bedroom, 1 sofa bed, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 53 reviews
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3BR/2BA · Sleeps 8 · Free Parking · Soldier Field
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 22 reviews
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2-King Bed Bridgeport Apartment w/Backyard Patio
2 bedrooms, 2 king beds, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 101 reviews
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Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 74 reviews
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Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 141 reviews
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Stay Above Chicago's Post-Punk Museum - 4BR Loft
4 bedrooms, 5 beds, 1 bathroom
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, 3.5 bathrooms
7–12 Sept
4.76 out of 5 average rating, 150 reviews
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Guest suite in Chicago
2-Bedroom w/ Kitchen & Laundry
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 82 reviews
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Flat in Bridgeport
Bridgeport Garden Apartment
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 223 reviews
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Home in Bridgeport
Quiet • Modern • Deck• Sleeps 10 | Bridgeport Gem
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 41 reviews
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Modern 2BR | Free Parking | McCormick & Chinatown
2 bedrooms, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 19 reviews
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WF Home Sweet Home
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 132 reviews
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Prime Bridgeport – McGuane Park
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.93 out of 5 average rating, 140 reviews
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Home in Bridgeport
PRIME 2BD Designer Retreat & Pool |Parking| Patio
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
4.88 out of 5 average rating, 33 reviews
Flat in Bridgeport
Bright & Cozy 1 Bdrm • Free Parking
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.58 out of 5 average rating, 60 reviews
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Apartment in Bridgeport
Cozy Chicago Stay | Private Entry + Free Parking
1 bedroom, 2 beds, 1 bathroom
23–28 Sept
4.99 out of 5 average rating, 69 reviews