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Oak Brook Vacation Packages

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A city skyline at night with reflections in the water.

Oak Brook
Chicago
Illinois
United States of America
North America
Hotwire.com

Oak Brook Flight + Hotel Packages

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

Hotel Saint Clair- Magnificent Mile

4 out of 5

Save 100% on your flight

Price was $421, price is now $266 per person

$266

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Room was fine. Halls small so sound travels but would stay again.

Reviewed on Oct 29, 2026

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $841, price is now $472 per person

$472

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

Great location, nice rooms, nice rooftop bar and large breakfast buffet included.

Reviewed on Oct 28, 2026

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5

Price was $1,110, price is now $685 per person

$685

per person

Dec 16 - Dec 23

found 16 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Route 66 Raceway and Harrah's Casino are located nearby.

Swissotel - Chicago

4.5 out of 5

Price was $874, price is now $545 per person

$545

per person

Dec 30 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Le Méridien Essex Chicago

4 out of 5

Price was $770, price is now $512 per person

$512

per person

Dec 30 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5

Price was $777, price is now $524 per person

$524

per person

Dec 30 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Talbott, Autograph Collection

4.5 out of 5

Save 100% on your flight

Price was $659, price is now $444 per person

$444

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Eurostars Magnificent Mile

4 out of 5

Price was $757, price is now $515 per person

$515

per person

Dec 30 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.