Lakeview Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Lakeview
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $900
per person
Sep 25 - Sep 27
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Hotel was so comfortable and the staff was so kind and professional. The best breakfast buffet i have seen at a hotel. The location couldn’t have been any better.
Reviewed on Aug 8, 2026
Where to stay in Lakeview
Find the best Lakeview areas and neighborhoods for the activities you enjoy most. Learn more about Lakeview
Downtown Chicago
4 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.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
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 the city at Washington Station or Monroe Station (Blue Line).
Lakeview Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $173 total
Sep 8 - Sep 9
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $199
CA $237 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (1,958 reviews)
"Nice and clean property. Walkable. Close to the Red Line."
Reviewed on Aug 8, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $303
CA $356 total
Aug 30 - Aug 31
includes taxes & fees
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 Lakeview vacation package cost?
We make it easy for everyone to travel, with Lakeview vacation packages starting from just CA $808. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to Lakeview?
Search for flights that suit your schedule, add a hotel to your booking and watch how much you save with a Lakeview vacation package. It's that easy! From flights and hotels to tours and rental cars, Expedia is where your cheap getaway begins. And with more than 550 partner airlines and 1,000,000 hotels across the globe to pick from, you won't be short of choice.
Where should I stay in Lakeview?
Vacationers come from far and wide to see Wrigley Field and Lincoln Park Zoo in Lakeview. Book a hotel within a stone's throw of these top attractions to make sightseeing easy.
What are the top hotels in Lakeview?
If this will be your first time in Lakeview, make a reservation at Chicago Guest House Wrigleyville or The Chicago Hotel Collection - Wrigleyville. Both hotels offer friendly service and are top options with lots of travelers.
How far in advance should I book my Lakeview vacation?
Savvy travelers will likely want to book early. You can generally browse through international airfares on Expedia up to a year before your intended flight. If you're purchasing your ticket at the last minute, don't stress. Discounted prices sometimes occur in the last weeks before departure dates.
What does an Expedia Lakeview travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to create your ideal Lakeview package. Once you've made your booking, you can add on fun stuff like activities and tours. Don't forget — the more you bundle, the greater the savings!
What should I know before booking a Lakeview travel package?
Design deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save a tidy sum just for combining your bookings. Whether you're embarking on a skiing adventure or venturing someplace warm, your ideal getaway is only a few clicks away.
Can I choose my airline with a Lakeview Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Lakeview vacation package?
We get it — sometimes life doesn't go according to plan. If you've booked a Lakeview vacation package and need to cancel or amend it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
Stay near popular Lakeview attractions
Wrigley Field
9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Theater Wit
You can make plans for a show at Theater Wit during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
Vic Theatre
You can get tickets for a performance at Vic Theatre during your trip to Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Athenaeum Theatre
You can make plans for a show at Athenaeum Theatre during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Wrigley View Rooftop
Catch an event at Wrigley View Rooftop during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Metro Chicago
You can make plans for a show at Metro Chicago on your trip to Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.
Belmont Harbor Dog Beach
Why not spend a lazy afternoon at Belmont Harbor Dog Beach during your trip to Chicago? Experience the acclaimed theater scene and entertainment choices in this walkable area.
Artifact Events
After visiting Artifact Events, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Michigan Avenue
- 5 Star Hotels in Chicago
- River North Hotels
- Marriott Hotels & Resorts in Chicago
- Hotels near Navy Pier
- Hotels near Soldier Field
- Pet-Friendly Hotels in Chicago
- Chicago Hotels
- Cheap Hotels in Downtown Chicago
- Hotels with Free Airport Shuttle in Chicago
- Hotels near McCormick Place
- Family Hotels in Chicago
- Lincoln Park Hotels
- Hostels in Chicago
- Hotels with Kitchenettes in Chicago
- Magnificent Mile Hotels
- West Loop Hotels
- All Inclusive Resorts and in Chicago
- Hotels near Wrigley Field
- Gold Coast Hotels
- Hotels with Free Breakfast in Chicago
- Motels in Chicago
- The Loop Hotels
- Boutique Hotels in Chicago
- Wrigleyville Hotels
- Hotels near Grant Park
- Hotels with a Pool in Chicago
- Downtown Chicago Hotels
- Hotels near Art Institute of Chicago
- Hotels near O'Hare Intl.
- Hotels near Millennium Park
- Hotels near Cloud Gate
- Hotels near United Center
- Hotels with Free Parking in Chicago
- Fulton Market Hotels
- Cheap Hotels in Chicago
- Hotels near Chicago Riverwalk
- Flights from Edmonton (YEG) to Chicago (ORD)
- Flights from Kitchener (YKF) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (MDW)
- Flights from Toronto (YTZ) to Chicago (MDW)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Regina (YQR) to Chicago (ORD)
- Flights from O'Hare Intl.
- Flights from Ottawa (YOW) to Chicago (ORD)
- Flights from Victoria (YYJ) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Saskatoon (YXE) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Windsor (YQG) to Chicago (ORD)
- Flights from Halifax (YHZ) to Chicago (ORD)
- Flights from London (YXU) to Chicago (ORD)
- Flights from Buffalo (BUF) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from Hamilton (YHM) to Chicago (ORD)
- Flights from Chicago
- Flights from Winnipeg (YWG) to Chicago (ORD)
- Flights to Chicago
- Flights from Montreal (YUL) to Chicago (ORD)
- Flights from Calgary (YYC) to Chicago (ORD)
- Flights from Minneapolis (MSP) to Chicago (ORD)
- The Loop Vacations
- Chicago Riverwalk
- Griffin Museum of Science and Industry
- Art Institute of Chicago
- Visit The Loop
- Chicago Vacations
- 875 North Michigan Avenue
- Millennium Park
- Downtown Chicago Vacations
- International Museum of Surgical Science
- Chicago Theatre
- Unity Temple
- Wrigley Field
- Northwestern University
- Ann and Robert H. Lurie Children's Hospital
- Visit Magnificent Mile
- Montrose Beach
- Rosemont Vacations
- Visit Downtown Chicago
- Water Tower Place
- Buckingham Fountain
- Garfield Park Conservatory
- Legoland® Discovery Center
- Marina City
- Ernest Hemingway Museum and House
- Navy Pier
- Lincoln Park Zoo
- Grant Park
- Willis Tower
- Visit Chicago
- United Center
- Golf Vacations
- Robie House
- Frank Lloyd Wright Historic District
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.