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Northwest Chicago Vacation Packages

A large, modern stadium with a curved roof and metallic structure.

Northwest Chicago Flight + Hotel Packages

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The Whitehall Hotel, BW Premier Collection

Save 100% on your flight

$562

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The property and room were clean and well maintained. The beds were comfortable and the AC worked great. Chicago station (red line) was within a few minutes walking distance. Wrigley Field is off of that line. If driving to the hotel, wait to check in to speak to the front desk regarding parking. They have additional information on parking and could possibly save you money. Convenient location for many sights and restaurants. Overall, we had a wonderful stay at the Whitehall Hotel.

Reviewed on Jul 6, 2026

Hotel Riu Plaza Chicago

Save 100% on your flight

$983

per person

Sep 14 - Sep 17

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.

Staff was incredible!

Reviewed on Jul 6, 2026

Hotel Felix River North/Magnificent Mile

Save 100% on your flight

$986

per person

Sep 14 - Sep 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this 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.

Staff were friendly and helpful. Rooms were clean. Location was great for walking to many nearby attractions.

Reviewed on Jul 6, 2026

Four Seasons Hotel Chicago

Save 100% on your flight

$1,682

per person

Sep 14 - Sep 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this 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.

We came to the property for my wife’s 40th birthday celebration. From the moment we walked in through the doors, we felt pampered. Everyone on staff was friendly, high energy, and always willing to help. The housekeeping staff was top notch as they went above and beyond with expectation on not only keeping things clean, but organizing our clutter, leaving thoughtful birthday treats, and making us feel comfortable. I now do not want to travel without staying at a 4 seasons property. They made our experience 10 times better!

Reviewed on Jul 6, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Save 100% on your flight

$1,177

per person

Sep 14 - Sep 17

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, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

Beautiful hotel! Right on the pier near everything! Included were activity and food credits. Limited amenities (no pool or hot tub and never found the gym) but we were near so much it didn’t matter. Highly recommend

Reviewed on Jul 6, 2026

Omni Chicago Hotel

Save 100% on your flight

$629

per person

Aug 28 - Aug 31

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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Friendly cleaning staff and front desk. Helped us with anything we needed. I will be back!

Reviewed on Jul 6, 2026

Hampton Inn & Suites Chicago Medical District UIC

Save 100% on your flight

$725

per person

Sep 14 - Sep 17

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 a fitness center. Popular attractions United Center and Chicago Riverwalk are located nearby.

Absolutely amazing no complaints!!

Reviewed on Jul 6, 2026

The Langham, Chicago

Save 100% on your flight

$923

per person

Sep 6 - Sep 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.

Reviewed on Jul 2, 2026