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Chesterton Vacation Packages

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Indiana Dunes State Park which includes a sandy beach and general coastal views as well as a family

Chesterton
Indiana
United States of America
North America
Hotwire.com

Chesterton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

4 out of 5

Save 100% on your flight

Price was $306, price is now $179 per person

$179

per person

Jan 7 - Jan 11

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Art Villa

5 out of 5

Save 100% on your flight

Price was $1,900, price is now $958 per person

$958

per person

Dec 24 - Dec 31

found 18 hours ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $694, price is now $364 per person

$364

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $1,725, price is now $979 per person

$979

per person

Nov 21 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Waldorf Astoria Chicago

5 out of 5

Save 100% on your flight

Price was $1,287, price is now $769 per person

$769

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

5 out of 5

Save 100% on your flight

Price was $1,023, price is now $625 per person

$625

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Level Chicago - River North

4 out of 5

Save 100% on your flight

Price was $732, price is now $458 per person

$458

per person

Dec 30 - Jan 3

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Illinois Beach Hotel

2 out of 5

Save 100% on your flight

Price was $399, price is now $253 per person

$253

per person

Dec 3 - Dec 7

found 16 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.