Lakeview Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    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.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $732 per person
CA $732
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Great stay perfect location

Reviewed on Jul 12, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,656, price is now CA $1,184 per person
CA $1,184
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Room was clean area was fines. Staff was mediocre at best. Last night person seem disinterested and didn’t seem to want to speak. For the price we paid it was honestly not work it too me. Felt that they nickeled and dined you too death. No housekeeping for the entire 5 night. Crazy expensive for parking we had to make other arrangements which was a hassle since i was on crutches but we made it work. Even if we had parties on garage not elevator access. Will not be staying here again. Not worth the money, poor customer service. Had to get towels and empty trash daily. Very disappointing!!

Reviewed on Jul 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,443, price is now CA $1,047 per person
CA $1,047
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,847, price is now CA $1,343 per person
CA $1,343
per person
Oct 6 - Oct 9
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,495, price is now CA $1,110 per person
CA $1,110
per person
Sep 18 - Sep 22
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Everyone was very helpful!! I love how clean the rooms were!! Breakfast was great!! Definitely staying there next time visiting!!

Reviewed on Jul 13, 2026

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

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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 3 to Aug 4
CA $239
CA $273 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (2,834 reviews)
"Nice ,clean ,staff was friendly"

Reviewed on Jul 12, 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Jul 27 to Jul 28
CA $230
CA $274 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,744 reviews)
"The property is located near the beach and restaurants. It’s ideal for accessibility. Unfortunately our hotel room shower was broken. The bathroom was in poor condition and had not been maintained."

Reviewed on Jul 13, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from Jul 26 to Jul 27
CA $321
CA $429 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,917 reviews)
"While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that ..."

Reviewed on Jul 13, 2026

Omni Chicago Hotel
See all 4,491 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 $732. 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.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
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.