Lakeview Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, 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.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,044, price is now CA $743 per person
CA $743
per person
Apr 9 - Apr 12
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,212, price is now CA $787 per person
CA $787
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
Great stay. Would come again.

Reviewed on Jan 19, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,245, price is now CA $858 per person
CA $858
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Excellent in every way

Reviewed on Feb 6, 2026

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Price was CA $1,064, price is now CA $778 per person
CA $778
per person
Mar 31 - Apr 4
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Room and customer service was great!

Reviewed on Jan 20, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,950, price is now CA $1,433 per person
CA $1,433
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.

Reviewed on Feb 3, 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 showing a city

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 $122 per night from Feb 8 to Feb 9
CA $122
CA $144 total
Feb 8 - Feb 9
includes taxes & fees
8/10 Very Good! (9,839 reviews)
Great a+++

Reviewed on Feb 1, 2026

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Feb 22 to Feb 23
CA $141
CA $165 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (5,637 reviews)
Yes room was spotless

Reviewed on Feb 4, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Feb 28 to Mar 1
CA $189
CA $263 total
Feb 28 - Mar 1
includes taxes & fees
8.4/10 Very Good! (2,597 reviews)
Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.

Reviewed on Feb 1, 2026

Hilton Chicago
See all 4,947 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $743. 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 featuring central business district, a city and a sporting event

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

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $53
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $47
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.