Title: Jackson Park Highlands Travel Guide: Best of Jackson Park Highlands, Chicago Travel 2026 | Expedia.co.uk [Hotels in Jackson Park Highlands](https://expedia.co.uk/Jackson-Park-Highlands-Hotels.d6132329.Travel-Guide-Hotels)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Jackson Park Highlands Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Jackson-Park-Highlands.d6132329.Car-Hire-Guide)[Jackson Park Highlands Holidays](https://expedia.co.uk/Jackson-Park-Highlands.d6132329.Holidays-City-Breaks) # Jackson Park Highlands Travel Guide ## Chicago ## Visit Jackson Park Highlands Things to do Hotels Where to stay [Chicago travel guide](https://expedia.co.uk/Chicago.dx178248) --- ### Popular places to visit ![Wrigley Field](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction) ![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) ![Chicago Skyline at North Beach](https://images.trvl-media.com/place/6069213/e3e08680-ba57-4e08-8e19-fef490757e5e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naval Base Great Lakes After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area. [](https://expedia.co.uk/Naval-Base-Great-Lakes-Chicago.d6069213.Attraction) ![McCormick Place](https://images.trvl-media.com/place/6069191/6dd1da52-961b-4d36-a030-f105009f678b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [](https://expedia.co.uk/McCormick-Place-Near-South-Side.d6069191.Attraction) ![Millennium Park](https://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) ![Navy Pier](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) ### Things to do ![360 CHICAGO Observation Deck ](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 360 CHICAGO Observation Deck £20 per adult **86%** of travellers recommend [](https://expedia.co.uk/things-to-do/360-chicago-observation-deck.a170348.activity-details) ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket £18 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour £30 per adult **94%** of travellers recommend [](https://expedia.co.uk/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago £29 per adult **98%** of travellers recommend [](https://expedia.co.uk/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Chicago C3® : Save on admission to your choice of 3 top attractactions](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago C3® by CityPASS® £82 per adult **90%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) ![cruise ship sailing past navy pier in chicago](https://mediaim.expedia.com/localexpert/173241/21d8d1a0-e61c-4298-ab2f-118c1794b450.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### City Cruises Chicago: Lake Michigan Premier Dinner Cruise £102 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/city-cruises-chicago-lake-michigan-premier-dinner-cruise.a173241.activity-details) [See all activities in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) --- ## Top hotels in Jackson Park Highlands ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL £102 5 Apr - 6 Apr includes taxes & fees Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 8/10 Very Good! (10,006 reviews) No hot water and while there was a note slid under my door at sometime, still that isn't a good reason to be glib about the fact that there was no hot water. I get that things happen, but it was disappointing. Reviewed on 29 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6132329) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL £108 12 Apr - 13 Apr includes taxes & fees Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ... 9/10 Wonderful! (4,007 reviews) Nice location and awesome room Reviewed on 29 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6132329) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL £113 12 Apr - 13 Apr includes taxes & fees Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ... 8.6/10 Excellent! (5,792 reviews) Great spot in the shopping district. Good breakfast and nice to have the snacks and drinks for the happy hour time. Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6132329) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Riu Plaza Chicago 150 East Ontario Street Chicago IL £130 5 Apr - 6 Apr includes taxes & fees Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ... 9.4/10 Exceptional! (3,658 reviews) Breakfast was bland, cups, plates, forks not clean. Housekeeping didn’t clean rooms property, wasn’t made aware roof top wasn’t open if that was the case I would have never booked. Staff poorly communicated late checkout guidelines. Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true®ionId=6132329) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Wade 644 N Lake Shore Dr Chicago IL £150 5 Apr - 6 Apr includes taxes & fees Stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (1,759 reviews) No microwave in the room, had to pay for wifi, pool was smaller then expected. Didn't have a wow experience 😕 Reviewed on 29 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=1346&PinnedHotelID=1346&HadPinnedHotel=true®ionId=6132329) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aloft Chicago Mag Mile 243 E. Ontario Chicago IL £85 5 Apr - 6 Apr includes taxes & fees Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the pool and the helpful staff in their reviews. ... 8.6/10 Excellent! (3,159 reviews) Great value and happy to be here. Reviewed on 29 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=26998765&PinnedHotelID=26998765&HadPinnedHotel=true®ionId=6132329) [See all 4,313 properties in Jackson Park Highlands](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=30%2F03%2F2026&endDate=31%2F03%2F2026®ionId=6132329) 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. ## Check Jackson Park Highlands hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-03-29&endDate=2026-03-30)[29 Mar - 30 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-03-29&endDate=2026-03-30) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-03-30&endDate=2026-03-31)[30 Mar - 31 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-03-30&endDate=2026-03-31) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) --- ### Other neighbourhoods around Jackson Park Highlands ![Chicago_NearSouthSide_6132399_02](https://images.trvl-media.com/place/6132399/bed0102f-0e70-4cb1-8baa-b00fec33aaca.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near South Side Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field. [](https://expedia.co.uk/Chicago-Near-South-Side.dx6132399) ![South Loop](https://images.trvl-media.com/place/6130108/f1bd0360-1400-4c1c-882e-1779972b657f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Loop 3/5(3 area reviews) Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops. [](https://expedia.co.uk/Chicago-South-Loop.dx6130108) ![Theatre District](https://images.trvl-media.com/place/829/1a8abde0-c15d-4b25-9c4c-74d2678f7428.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line). [](https://expedia.co.uk/Chicago-Theatre-District.dx651190586167894016) ![The Loop](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(189 area reviews) Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries. [](https://expedia.co.uk/Chicago-The-Loop.dx800024) ![Near West Side](https://images.trvl-media.com/place/829/1a47d60f-edf5-4e44-b25c-6a3708851864.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near West Side 4.5/5(14 area reviews) Live music, theatres and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town. [](https://expedia.co.uk/Chicago-Near-West-Side.dx6132434) ![Downtown Chicago](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chicago Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city. 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[Roseland Hotels ](https://www.expedia.co.uk/Roseland-Chicago-Hotels.0-n6132287-0.Travel-Guide-Filter-Hotels) - [South Chicago Hotels ](https://www.expedia.co.uk/South-Chicago-Chicago-Hotels.0-n6132199-0.Travel-Guide-Filter-Hotels) - [South Deering Hotels ](https://www.expedia.co.uk/South-Deering-Chicago-Hotels.0-n159875-0.Travel-Guide-Filter-Hotels) - [South Shore Hotels ](https://www.expedia.co.uk/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in South Side ](https://www.expedia.co.uk/South-Side-Apart-Hotels.d553248635074842823-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in South Side ](https://www.expedia.co.uk/South-Side-Apartments.d553248635074842823-aaApartments.Travel-Guide-Accommodation) - [B&B in South Side ](https://www.expedia.co.uk/South-Side-Bed-And-Breakfasts.d553248635074842823-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Castles in South Side ](https://www.expedia.co.uk/South-Side-Castles.d553248635074842823-aaCastles.Travel-Guide-Accommodation) - 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[Washington Park Hotels ](https://www.expedia.co.uk/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [West Englewood Hotels ](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago ](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to South Side ](https://www.expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights) - [Visit Brighton Park ](https://www.expedia.co.uk/Chicago-Brighton-Park.dx6132396) - [Visit Chicago Lawn ](https://www.expedia.co.uk/Chicago-Chicago-Lawn.dx6132188) - [Visit Clearing ](https://www.expedia.co.uk/Chicago-Clearing.dx6132083) - [Visit Downtown Chicago ](https://www.expedia.co.uk/Chicago-Downtown-Chicago.dx6350699) - [Visit Gage Park ](https://www.expedia.co.uk/Chicago-Gage-Park.dx6132375) - [Visit Goose Island ](https://www.expedia.co.uk/Chicago-Goose-Island.dx6132420) - [Visit Grace Abbott Homes ](https://www.expedia.co.uk/Chicago-Grace-Abbott-Homes.dx6132393) - [Visit Grand Boulevard ](https://www.expedia.co.uk/Chicago-Grand-Boulevard.dx6132310) - [Visit Hyde Park ](https://www.expedia.co.uk/Chicago-Hyde-Park.dx117842) - [Visit Lincoln Park ](https://www.expedia.co.uk/Chicago-Lincoln-Park.dx6059328) - [Visit Little Village ](https://www.expedia.co.uk/Chicago-Little-Village.dx6132436) - [Visit Magnificent Mile ](https://www.expedia.co.uk/Chicago-Magnificent-Mile.dx800025) - [Visit Mid-North District ](https://www.expedia.co.uk/Chicago-Mid-North-District.dx6132105) - [Visit Morgan Park ](https://www.expedia.co.uk/Chicago-Morgan-Park.dx6132289) - [Visit Near North Side ](https://www.expedia.co.uk/Chicago-Near-North-Side.dx137043) - [Visit Near South Side ](https://www.expedia.co.uk/Chicago-Near-South-Side.dx6132399) - [Visit Noble Square ](https://www.expedia.co.uk/Chicago-Noble-Square.dx553248635976470668) - [Visit North Lawndale ](https://www.expedia.co.uk/Chicago-North-Lawndale.dx6132403) - [Visit Prairie District ](https://www.expedia.co.uk/Chicago-Prairie-District.dx553248635976473159) - [Visit Printers Row ](https://www.expedia.co.uk/Chicago-Printers-Row.dx6130106) - [Visit River North ](https://www.expedia.co.uk/Chicago-River-North.dx6350695) - [Visit South Commons ](https://www.expedia.co.uk/Chicago-South-Commons.dx6132263) - [Visit South Loop ](https://www.expedia.co.uk/Chicago-South-Loop.dx6130108) - [Visit The Loop ](https://www.expedia.co.uk/Chicago-The-Loop.dx800024) - [Visit Theatre District ](https://www.expedia.co.uk/Chicago-Theatre-District.dx651190586167894016) - [Visit West Elsdon ](https://www.expedia.co.uk/Chicago-West-Elsdon.dx6132410) - [Visit Chicago ](https://www.expedia.co.uk/Chicago.dx178248) - [Essex Holidays ](https://www.expedia.co.uk/Essex.d6132371.Holidays-City-Breaks) - [Hyde Park Holidays ](https://www.expedia.co.uk/Hyde-Park.d117842.Holidays-City-Breaks) - [Visit Riverdale ](https://www.expedia.co.uk/Riverdale.dx6132178) - [Robie House ](https://www.expedia.co.uk/Robie-House-Hyde-Park.d6064059.Attraction) - [Visit Rush Street ](https://www.expedia.co.uk/Rush-Street.dx6175183) - [Visit South Side ](https://www.expedia.co.uk/South-Side.dx553248635074842823) - [Car hire near Lake Meadows Park ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lake-Meadows-Park.d6132351.Car-Hire-Guide) - [Enterprise Rental Cars in Hyde Park ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hyde-Park.d117842-c15.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Hyde Park ](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Hyde-Park.d117842-c14.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in North Pullman ](https://www.expedia.co.uk/Hertz-Car-Rentals-In-North-Pullman.d6132407-c40.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Far Southeast Side ](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Far-Southeast-Side.d553248635976475411-c35.Car-Rental-Guide-Suppliers) - [Things to do in South Side ](https://www.expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)