Search Deals onWaukegan Vacation Packages
Waukegan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $797, price is now $520 per person
$520
per person
Sep 3 - Sep 6
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.
I would definitely stay here again! Convenient location, walkable from most things. Staff were amazing and so helpful. Basic rooms, decent size. Very clean, great bar.
Reviewed on Jul 1, 2026

Level Chicago - River North
Save 100% on your flight
Price was $1,370, price is now $808 per person
$808
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 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.
This location is ideal for families. The amenities provided are exceptional, scoring a perfect ten out of ten. It offers ample space for a family, including two bathrooms, which was greatly appreciated by my children. The property is well-equipped to ensure a comfortable stay. My only reservation pertains to its distance from Michigan Avenue and the Riverwalk, necessitating a vehicle to access these popular destinations. Otherwise, the experience was flawless.
Reviewed on Jul 2, 2026

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,069, price is now $672 per person
$672
per person
Sep 3 - Sep 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.
The male receptionist was extremely helpful, friendly, and welcoming. Unfortunately, the female receptionist was not as helpful or friendly. Her coworker noticed that I wasn't receiving the assistance I needed and stepped in to help, which I really appreciated.
I've stayed at several RIU hotels before and have always been able to check in early when a room was available. This was the first time I've experienced a significant delay with check-in.
Overall, I had a great stay. The hotel is in an excellent location, with everything within walking distance, making it very convenient to explore the area.
Breakfast is included, which is a nice benefit, but the quality could be improved. The selection was very basic and limited compared to what I've experienced at other RIU hotels.
Reviewed on Jul 2, 2026

Lodge Geneva National
Save 100% on your flight
Price was $1,083, price is now $696 per person
$696
per person
Sep 25 - Sep 29
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this golf resort in Lake Geneva. Enjoy an outdoor pool, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
The Lodge is still under renovations. Our room was missing things like a headboard and bedside tables. The water pressure was weak. The amenities were nice for a family stay. It might be great once it’s all done. I wish we knew before booking.
Reviewed on Jun 27, 2026

Four Seasons Hotel Chicago
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Price was $2,461, price is now $1,616 per person
$1,616
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.
This was our first stay at a Four Seasons — if there was 6 stars for the staff, I'd give it. Upon arrival, we were running late and trying to make an event. The Bellman immediately said he'd arrange transportation for us after we quickly went to the restrooms. We come back down to discover that he was going to drive us in the hotel's car —amazing service! And that's how the entire stay went. Amazing service, clean everything, amenities beyond expectations — it was a splurge, but a well worth one and we'll be back again!
Reviewed on Jul 2, 2026

Level Chicago Fulton Market
Save 100% on your flight
Price was $1,192, price is now $786 per person
$786
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The staff was extremely friendly and flexible regarding scheduling; this place is amazing.
Reviewed on Jul 1, 2026

Pendry Chicago
Save 100% on your flight
Price was $1,101, price is now $727 per person
$727
per person
Sep 3 - Sep 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, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Great property in the heart of the city
Reviewed on Jul 1, 2026

Omni Chicago Hotel
Save 100% on your flight
Price was $913, price is now $609 per person
$609
per person
Sep 3 - Sep 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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Highly rare the hotel. Excellent location for n. Chi go events right on zmichigan Ave North. Staff extremely welcoming at all aspects. Watch out though. Hefty taxes which made tge room cost 3
Reviewed on Jul 2, 2026
Waukegan Vacation Packages 3-4 Night Stays
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Waukegan Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Aug 18 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$193 Roundtrip, found 5 hours ago
$193
Roundtrip
found 5 hours ago

Tue, Sep 1 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$254 Roundtrip, found 6 hours ago
$254
Roundtrip
found 6 hours ago

Tue, Sep 1 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, found 6 hours ago
$277
Roundtrip
found 6 hours ago

Wed, Jul 8 - Wed, Jul 22
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$741 Roundtrip, found 6 hours ago
$741
Roundtrip
found 6 hours ago
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