Lakeview Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Lakeview

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,271, price is now CA $892 per person
CA $892
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (120 reviews)
The hotel is fresh and clean. Very nice facility. Staff anre wonderful. Only comment is there should be free water in the rooms, at least for Marriott members. For the rates charged, water should be included. Water pressure is a bit low.

Reviewed on Jun 21, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,474, price is now CA $997 per person
CA $997
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Overall, the hotel was okay for the price, but pretty basic. The room was very simple and lacked some expected amenities—there were no slippers provided, which was a bit disappointing. Also, the area around the bed wasn’t very clean, which affected the overall experience. I paid $170 per night, and for that price, I expected a bit more attention to cleanliness and comfort. It’s not terrible, but definitely not great either.

Reviewed on Jun 22, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,126, price is now CA $1,478 per person
CA $1,478
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (498 reviews)
The place was serene,close proximity to Fulton market and had amazing views

Reviewed on Jun 22, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,383 per person
CA $1,383
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.

Reviewed on Jun 19, 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was CA $1,290, price is now CA $958 per person
CA $958
per person
Sep 14 - Sep 17
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (622 reviews)
James at the front desk was absolutely incredible. It was a quick stay due to storms in the area, but James' professionalism and care added some positivity to an otherwise stressful travel experience.

Reviewed on Jun 22, 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

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

Lakeview Hotel Deals

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 CA $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very good! (10,167 reviews)
"Room smelled a little like mold or sitting water although the floors were never and the room was clear overall. The shower had a lot of rust in it. Hotel does not offer parking and the garage they recommend is was already full."

Reviewed on Jun 23, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 6 to Jul 7
CA $197
CA $235 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (4,465 reviews)
"Great location, rooms and service"

Reviewed on Jun 23, 2026

Hilton Chicago/Magnificent Mile Suites
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jun 29 to Jun 30
CA $178
CA $211 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,615 reviews)
"Stunning room, lobby, and spectacular views from the rooftop lounge. That being said, room service could’ve been more attentive. We asked for body wash for our room, as it was out when we checked in. Even after calling the front desk, this small request went unanswered. Barring that, it was a good ..."

Reviewed on Jun 23, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,662 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.
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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 $892. 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.

Discover the most popular places to visit in Lakeview

Wrigley Field

Wrigley Field

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

Wrigley Field

Anshe Emet Synagogue

Anshe Emet Synagogue is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Anshe Emet Synagogue

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $69
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
See all activities in Chicago

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.