Jefferson Park Holidays

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    Packages with flights are ATOL protected

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.
  • Rooftop bar, al fresco dining, open daily
    Jul 13 - Jul 20

    The Godfrey Hotel Chicago + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    8.8/10 - Excellent (2,251 reviews)
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,022
    £1,385
    per traveller
    found 10 hours ago
    The Godfrey Hotel Chicago
  • Smart TV
    Jul 13 - Jul 20

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    7 nights
    4.0 star property
    9.2/10 - Wonderful (490 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £2,090
    £1,401
    per traveller
    found 10 hours ago
    Level Chicago Fulton Market
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 13 - Jul 20

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.4/10 - Exceptional (3,724 reviews)
    "Extraordinarily lovely and helpful staff. This hotel manages to promote a staff and facility that beautifully balance solid upscale services with a true sence of welcome and connection, with a warm but unintrusive vibe and clear consideration of it's guests."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £2,428
    £1,710
    per traveller
    found 10 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Front of property – evening/night
    Jul 4 - Jul 11

    The Peninsula Chicago + Flight

    Downtown Chicago
    7 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Everyone was so helpful and friendly Great environment. Cleaning, room service ,breakfast A+"
    Reviewed May 29, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    Save 100% on your flight
    £3,210
    £2,461
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Lobby
    Jul 4 - Jul 11

    JW Marriott Chicago + Flight

    Downtown Chicago
    7 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Good customer service and the food in the lobby restaurants was so good! Also the service at that restaurant is amazing I believe her name was Stephanie, she went out of her way to find me caffeine free Diet Coke. Also, we forgot to tell them that we don’t eat bacon after the hamburger came. They happily to get back and started another hamburger to make sure there’s no bacon residue in it."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,853
    £1,434
    per traveller
    found 1 day ago
    JW Marriott Chicago

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 £123 per night from 29 Jun to 30 Jun
£123
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,135 reviews)
"The room was small and was missing modern convinces-microwave-better seating space. The staff were friendly and the restaurant was great! I only wished we had gotten a better room! Special shout out to Steve P. the doorman for his service and friendly demeanor!!"

Reviewed on 30 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £188 per night from 30 Jun to 1 Jul
£188
30 Jun - 1 Jul
includes taxes & fees
9.4/10 Exceptional! (4,301 reviews)
"Clean"

Reviewed on 31 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £134 per night from 14 Jun to 15 Jun
£134
14 Jun - 15 Jun
includes taxes & fees
7.8/10 Good! (1,494 reviews)
"Great location for shopping. Well maintained, slightly dated rooms."

Reviewed on 31 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,940 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 , 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
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.