Jefferson County Packages (Flight + Hotel)

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    Save up to ฿27,000 when you book a flight and hotel together*

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Top Jefferson County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was ฿30,557, price is now ฿23,776 per person
฿23,776
per person
2 Jul - 5 Jul
found 2 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
Overall it was a great experience at Felix, everyone was very friendly and helpful, the store in the lobby is convenient and fairly priced and the room was clean and comfortable. Zero complaints. Will be back again for sure.

Reviewed on 26 May 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ฿39,885, price is now ฿28,807 per person
฿28,807
per person
2 Jul - 5 Jul
found 2 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
This hotel is amazing, Great location, super clean and stuff was kind, informative and very respectful! The breakfast was well organized considering the amount people served! Not a missing items at any moment! The rooftop bar was very pleasant place to sit and chill. Strongly recommended!!!

Reviewed on 26 May 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was ฿32,834, price is now ฿25,119 per person
฿25,119
per person
2 Jul - 5 Jul
found 2 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Excellent location, walk to all major attractions. Friendly staff. Hotel room was very clean and comfortable. Price was pretty reasonable

Reviewed on 26 May 2026

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was ฿32,449, price is now ฿25,565 per person
฿25,565
per person
2 Jul - 5 Jul
found 2 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (2,593 reviews)
Excellent place to stay. Very clean, nice, and very close to everything.

Reviewed on 25 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ฿31,985, price is now ฿25,320 per person
฿25,320
per person
2 Jul - 5 Jul
found 2 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.8/10 Excellent! (2,163 reviews)
Amazing view and clean room

Reviewed on 25 May 2026

Top hotels in Jefferson County

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ฿4,040 per night from 27 May to 28 May
฿4,040
฿5,310 total
27 May - 28 May
includes taxes & fees
9.2/10 Wonderful! (1,348 reviews)
"Very nice and the family had a good time."

Reviewed on 26 May 2026

Harbor Shores on Lake Geneva
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is ฿6,568 per night from 9 Jun to 10 Jun
฿6,568
฿8,590 total
9 Jun - 10 Jun
includes taxes & fees
8.6/10 Excellent! (3,265 reviews)
"Everything was amazing about this place! The food was exceptional at one the of the restaurants, but the wait was kind of long and there wasn't alot of people. The breakfast restaurant on the property got filled up really fast so we had to do breakfast elsewhere. Other than that everything was amazing ..."

Reviewed on 25 May 2026

Timber Ridge Lodge and Waterpark
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is ฿3,284 per night from 7 Jun to 8 Jun
฿3,284
฿3,793 total
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,011 reviews)
"The Doubletree was very nice. They, do, however need to repair their 3 elevator. We had fairly long waits."

Reviewed on 26 May 2026

DoubleTree by Hilton Madison East
See all 1,204 properties in Jefferson County
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.

Frequently asked questions

How much does a Jefferson County holiday package cost?
Custom make your Jefferson County package from just ฿23,776. Choose from any combination of rental cars, flights and hotels to craft the getaway you've been dreaming about for ages. Be sure to add on a few experiences or tours!
How do I get a cheap travel package to Jefferson County?
Track down flights that fit your busy schedule, add a hotel room to your booking and watch the savings rack up with a Jefferson County holiday package. It's that easy! From hotels and flights to tours and rental cars, Expedia makes travelling cheaply a cinch. And with more than 550 air carriers and 1,000,000 hotel options throughout the world to choose from, you won't be short of choice.
What are the top hotels in Jefferson County?
When it comes to properties in Fort Atkinson, Comfort Suites Johnson Creek Conference Centre and Best Western Watertown are two popular options. If you're also spending time in Watertown, AmericInn by Wyndham Fort Atkinson and Days Inn by Wyndham Johnson Creek will make you feel right at home.
How far in advance should I book my Jefferson County holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Jefferson County sometimes become available just a few weeks before departure.
What does an Expedia Jefferson County travel package include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings grow. When it comes to creating your Jefferson County holiday, you're in charge!
What should I know before booking a Jefferson County travel package?
So many places to go, so many things to see. With a travel package, you'll be able to cross more of them off your list. Bundle your flights, hotels and rental cars and score big savings.
Can I choose my airline with a Jefferson County Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our holiday packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Jefferson County holiday package?
Don't worry if you're rethinking your Jefferson County holiday package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.