Jefferson Park Holidays from £928

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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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (255 reviews)
Great place. Good stay for family vacation to Chicago

Reviewed on 6 Aug 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (2,544 reviews)
Property, cleanliness, friendliness of staff is excellent. I did not appreciate the “surprise” junk fees at check out masking as resort fees. There is no pool, no hot tub, no shuttle, no newspaper provided (things resorts actually get away with charging resort fees for) no apology, no explanation, just jack your credit card.

Reviewed on 6 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 22 Sept
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on 6 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,809 reviews)
A great boutique property in the heart of old town Chicago! Close to parks, transportation, and many dining and entertainment options.

Reviewed on 5 Aug 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on 16 Jul 2025

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 featuring a city

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 £118 per night from 1 Sept to 2 Sept
£118
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,974 reviews)
"Great location! Rooms are newly renovated and nice."

Reviewed on 5 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 22 Aug to 23 Aug
£170
22 Aug - 23 Aug
includes taxes & fees
8.2/10 Very Good! (1,831 reviews)
"Great!"

Reviewed on 5 Aug 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is £128 per night from 24 Aug to 25 Aug
£128
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,345 reviews)
"My wife and daughter loved there was a Starbucks a short walk down the street, maybe 5 minutes, this was their morning routine. The restaurant was good, prices were in line with other spots in the area, however, I did not like being told the restaurant closes at 9:30, even though hours say 10. Not ..."

Reviewed on 5 Aug 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,966 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 £928, 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.