Lakeview Vacations from ¥279,254

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The Latest Lakeview Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Freehand Chicago

Freehand Chicago

Downtown Chicago
¥279,254
per person
Sep 17 - Sep 20
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.8/10 Good! (3,233 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥292,022
per person
Nov 2 - Nov 7
found 19 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (149 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥361,801
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,957 reviews)
The hotel itself is nice! But I want to write a review about the STAFF! I have never stayed in a hotel where the staff is so well trained, professional, respectful, serving with positive attitude and smile, make you feel at home, spoil you and so much more! I absolutely wanted to stay longer because of the TOP NOTCH SERVICE! We need to give credits where credit is due and THIS is one of them! Another positive point was our room had a kitchenette with stove, utensils, a FULL BAR WITH AFFORDABLE PRICES!!! The room service is open 24/7 and that’s something rare that a lot of hotels don’t have! The bathtub was huge 🥰😍 Probablt my favorite amenities! Loved how the rooms were cleaned by the staff! We didn’t even have to ask! I have so many positive things to say! ABSOLUTELY RECOMMEND THIS HOTEL! You won’t regret it! ❤️❤️❤️

Reviewed on Aug 10, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
¥285,690
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥300,438
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)

Where to stay in Lakeview

Find the best Lakeview areas and neighborhoods for the activities you enjoy most. Learn more about Lakeview
A busy city street with tall buildings, a bus, and cars.

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.

A river with yellow boats, a bridge, and tall buildings.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

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.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A nighttime cityscape with fireworks over a body of water, a Ferris wheel, and illuminated buildings.

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

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
¥16,655
¥19,801 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (10,273 reviews)
"I was double charged and had to be refunded. For the outstanding price I paid the facility was run down and dirty in the common areas. There was a line at early check in around 130pm that took about 20 minutes to get through. We went to lunch and came back around 330pm and the lobby was a winding ..."

Reviewed on Aug 10, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
¥22,555
¥26,816 total
Aug 11 - Aug 12
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
¥33,153
¥38,918 total
Aug 30 - Aug 31
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,563 properties in Lakeview
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 ¥279,254. 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.
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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.
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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.
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Athenaeum Theatre

You can make plans for a show at Athenaeum Theatre during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
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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 entertainment choices.
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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 walkable area.
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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.
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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.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
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.