Jefferson Park Holidays from £1,284

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Your Jefferson Park Holiday

With a customized holiday package to Jefferson Park, you can spend less time planning and more time enjoying this fascinating neighbourhood. From its festivals to its culture, there's plenty to discover here. When it's time to sightsee, you'll find loads of awesome attractions nearby including Portage Park, Norridge Park District and Milwaukee Avenue. Tick off one, two or all during your trip to Jefferson Park. No matter your travel goals or budget, booking your ideal Jefferson Park holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was £1,668, price is now £1,284 per person
£1,284
per person
18 May - 25 May
found 19 hours ago
Return flight included
London (LON) to Chicago (ORD)
7.6/10 Good! (758 reviews)
Nice dinning spot, great service

Reviewed on 30 Mar 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,366, price is now £2,271 per person
£2,271
per person
26 May - 2 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!

Reviewed on 7 Apr 2026

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Price was £1,988, price is now £1,533 per person
£1,533
per person
28 Jun - 5 Jul
found 12 hours ago
Return flight included
London (LHR) to Chicago (ORD)
7/10 Good! (980 reviews)
We didn’t have a car. Walking to everything was easy. They need to work on hot water . Showers were like warm to cold.

Reviewed on 12 Apr 2026

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was £2,136, price is now £1,680 per person
£1,680
per person
28 Jun - 5 Jul
found 12 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
The hotel and service were emaculate

Reviewed on 11 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,760, price is now £1,397 per person
£1,397
per person
28 May - 31 May
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Clean nice view enjoyed my stay

Reviewed on 10 Apr 2026

Where to stay in Jefferson Park

Find the best Jefferson Park areas and neighborhoods for the activities you enjoy most. Learn more about Jefferson Park
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Jefferson Park

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £108 per night from 26 Apr to 27 Apr
£108
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,124 reviews)
It needs A LOT of maintenance.

Reviewed on 13 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 26 Apr to 27 Apr
£104
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,119 reviews)
Great room

Reviewed on 12 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £121 per night from 26 Apr to 27 Apr
£121
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,848 reviews)
Great location, great staff, great rooms!

Reviewed on 12 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,995 properties in Jefferson Park
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Jefferson Park travel package cost?
Starting from as low as £1,284, a travel package is your portal to affordable travel. Create your own Jefferson Park getaway by choosing from our wide range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Jefferson Park travel package?
It is possible to cancel your Jefferson Park booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Jefferson Park?
Our Jefferson Park travel packages offer plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and tours into a budget-friendly package. But low prices are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options globally to select from. Whatever your style or budget, there's a package here just for you.
Does Expedia offer Book Now, Pay Later Jefferson Park holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Jefferson Park?
Make sightseeing a breeze by staying close to Jefferson Park's fantastic attractions. Millennium Park and Wrigley Field are two of the best in this neighbourhood.
What are the top hotels in Jefferson Park?
If it's your first time in Jefferson Park, secure a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both hotels offer friendly service and are top options with many savvy travellers.
How far in advance should I book my Jefferson Park holiday?
Browse Expedia to compare international airfares as soon as possible. In most cases, you can purchase a ticket up to 12 months before departure. If you can't see your preferred air carrier, or you're booking late, don't stress. Low prices to Jefferson Park occasionally appear just weeks before the date of departure.
What does an Expedia Jefferson Park travel package include?
That mostly depends on you. You can select from a range of Jefferson Park bundles, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your ideal Jefferson Park holiday looks like, get set to save!
What should I know before booking a Jefferson Park travel package?
A travel package can be customized for your circumstances and is an easy way to stretch your hard-earned dollars. How little or much you include is up to you. Rental cars, hotels and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Jefferson Park Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in control. We have more than 550 partner airlines around the world, so you have options galore when planning your Jefferson Park trip.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

£29
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.