Vacations Close To Wintrust Field

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Wintrust Field Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $952, price is now $591 per person
$591
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,018, price is now $609 per person
$609
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Beds were VERY uncomfortable and the street noise was outrageous..like street racing all night outside

Reviewed on Aug 3, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,517, price is now $951 per person
$951
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,661, price is now $1,071 per person
$1,071
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,329, price is now $913 per person
$913
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,012, price is now $751 per person
$751
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $973, price is now $728 per person
$728
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,104, price is now $849 per person
$849
per person
Sep 19 - Sep 23
found 6 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)

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Best Lodging Options Near Wintrust Field

Holiday Inn Express & Suites Chicago West-Roselle by IHG

Holiday Inn Express & Suites Chicago West-Roselle by IHG

2.5 out of 5
1490 W Lake Street Roselle IL
2.26 km from Wintrust Field
Book a stay at this business-friendly hotel in Roselle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Extended Stay America Select Suites Chicago Hanover Park

Extended Stay America Select Suites Chicago Hanover Park

2.5 out of 5
1075 E Lake St Hanover Park IL
1.99 km from Wintrust Field
Stay at this hotel in Hanover Park. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.