Far North Side Vacation Packages

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Top Far North Side Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $890, price is now CA $617 per person
CA $617
per person
May 22 - May 25
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (998 reviews)
Beautiful rooms and casino i cant wait to return

Reviewed on Mar 2, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,553, price is now CA $1,036 per person
CA $1,036
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Hotel is in a good central location near many of the main attractions. Room was spacious and clean. Nice bar downstairs, there is also a rooftop bar, but that is only open in after Easter in summer. Buffet breakfast is included and that makes it very good value. Hotel also has a gym/ Not too many amenities in the room though.

Reviewed on Apr 2, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,691, price is now CA $1,132 per person
CA $1,132
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
This hotel provides the basics no amenities you have to pay extra for breakfast and any amenities you would like.

Reviewed on Apr 3, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $1,942, price is now CA $1,340 per person
CA $1,340
per person
May 23 - May 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Great location and property

Reviewed on Mar 14, 2026

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $1,565, price is now CA $1,111 per person
CA $1,111
per person
Jun 19 - Jun 22
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
Le Meridien Exxex Chicago is in the perfect location, steps from where I need to be when visiting Chicago. The staff are super helpful and friendly. The restaurant serves delicious food and the waitstaff is attentive. Keep up the good work!

Reviewed on Apr 3, 2026

Where to stay in Far North Side

Find the best Far North Side areas and neighborhoods for the activities you enjoy most. Learn more about Far North Side
www.alamy.com

Lincoln Square

1 out of top 10 points of interest in this area

When in Lincoln Square and the surrounding area, you'll want to check out sights like Swedish American Museum Center or Riviera Theatre and hop on the metro to see more the city at Western Station (Brown Line) or Rockwell Station.

Find hotels in Lincoln Square

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Far North Side Hotel Deals

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 $180 per night from Apr 5 to Apr 6
CA $180
CA $211 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (4,042 reviews)
No free WiFi. $70 for overnight parking. They do have a breakfast restaurant on the lobby floor

Reviewed on Apr 3, 2026

Hilton Chicago/Magnificent Mile Suites
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 $151 per night from Apr 5 to Apr 6
CA $151
CA $177 total
Apr 5 - Apr 6
includes taxes & fees
8/10 Very Good! (10,011 reviews)
Stayed here several times. This is the only place I stay in Chicago and always a five star experience!

Reviewed on Apr 3, 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 $202 per night from Apr 12 to Apr 13
CA $202
CA $238 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (5,813 reviews)
It was a very nice, clean property. Room was spotless and stayover service did an awesome job - making the beds and even setting up my children's pillows/"stuffies" nicely on the bed. I would rate it a 5 for service and based on what they have. I rated it an overall 4 because the indoor pool was ...

Reviewed on Apr 3, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,220 properties in Far North Side
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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Discover the most popular places to visit in Far North Side

Chicago_AragonBallroom_553248621563220754

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Aragon Ballroom
Wrigley Field

Wrigley Field

4.5/5(159 reviews)

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes

What to do in Far North Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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 $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Far North Side

Frequently asked questions

Can I cancel my flight booking to Far North Side due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel queries, including about flight changes and cancellations related to COVID-19. For more peace of mind, we suggest reading through the terms and conditions of your preferred carrier before booking.
What's the best way to find cheap flights to Far North Side that have flexible change policies?
We know that plans can change in a flash, so choosing a flexible fare with Expedia is a wise idea. Just check the "No change fee" box directly below the "Flexible change policies" filter. Your low-cost, flexible flight to Far North Side is just a few clicks away.
What are some of the general tips for travelers to Far North Side during the COVID-19 outbreak?
COVID-19 has led to substantial changes to the way we travel. If you plan to jet off to Far North Side, these tips will help you navigate these new challenges and rules:
  • Understand the restrictions and rules in both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you lock in your flight.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to lower it briefly for identification purposes. Travelers who refuse to wear a mask may face civil penalties and may also be escorted from the building.
  • Avoid handing your boarding pass directly to a TSA officer. Rather, you should place the pass on the reader and then hold it up so the agent can inspect it.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for X-ray screening.
  • Place any personal items (like your phone and wallet) in your carry-on rather than a bin to minimize handling during screening.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA agent will need to touch and open your bag for inspection.

Which airlines fly to Far North Side?
American Airlines offers flights into or near Far North Side, including 13307 that fly into O'Hare Intl. Airport (ORD) each month. Choose your travel dates and then reserve your airfare early for an awesome deal.
How can I find cheap tickets to Far North Side?
One of the best ways to bag cheap tickets to Far North Side is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The lowest price for a flight to Far North Side in the last seven days was . Booking well ahead of time will usually help you get an even better deal.
How much is a flight to Far North Side?
If you were journeying one way from (), you could've snapped up a cheap ticket for just in the last seven days. Return flights to Far North Side ranged from to over the same period.
What are the most popular airports to fly into in Far North Side?
Fly into O'Hare Intl. Airport (ORD) and sample everything that Far North Side has to offer. As the region's primary entry point, approximately 33491 flights land here each month.
When is the cheapest time to fly to Far North Side?
If you can be flexible with what date you travel to Far North Side, fly out earlier in the week. The most affordable day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the priciest day, with many people preferring to fly on the weekend.
How much is a plane ticket to Far North Side?
Flights to Far North Side ranged from to in the last seven days. Usually, the sooner you book the bigger the bargain.
Which airlines with flights to Far North Side employ COVID-19 cleanliness policies?
As passengers and cabin crew start traveling once again, the majority of airlines have implemented physical distancing and other vital measures to help lessen the spread of COVID-19. Here are just some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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