
Jefferson County Packages (Flight + Hotel)
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Top Jefferson County Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

Arlo Chicago
Downtown Chicago
Price was ฿18,464, price is now ฿12,944 per person
฿12,944
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
We felt welcomed and supported in every way. Tasteful, artistic, comfortable, convenient, fun, good food. Terrific staff. Will definitely come again. Highly recommend.
Reviewed on 12 Nov 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ฿45,992, price is now ฿28,675 per person
฿28,675
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.
Reviewed on 14 Nov 2025

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was ฿23,215, price is now ฿15,542 per person
฿15,542
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.
Reviewed on 12 Nov 2025

Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was ฿41,461, price is now ฿28,326 per person
฿28,326
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on 20 Oct 2025

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was ฿25,177, price is now ฿17,243 per person
฿17,243
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025
Top hotels in Jefferson County

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is ฿4,548 per night from 19 Nov to 20 Nov
฿4,548
฿6,334 total
19 Nov - 20 Nov
includes taxes & fees
8.6/10 Excellent! (3,024 reviews)
Everything was wonderful
Reviewed on 5 Nov 2025

Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is ฿3,057 per night from 17 Nov to 18 Nov
฿3,057
฿4,118 total
17 Nov - 18 Nov
includes taxes & fees
9/10 Wonderful! (1,309 reviews)
Gorgeous view
Reviewed on 7 Nov 2025

La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is ฿2,448 per night from 25 Nov to 26 Nov
฿2,448
฿2,827 total
25 Nov - 26 Nov
includes taxes & fees
8.2/10 Very Good! (1,357 reviews)
Room was clean. Breakfast is okay-ish although it says continental.
Reviewed on 7 Nov 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
