Far North Side Vacation Packages 2026 from $480

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The Latest Far North Side vacation packages

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

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$480

per person

Nov 4 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,120 reviews)

Good location and parking, but the room has poor soundproofing, we can here the noise from outside

Reviewed on Oct 2, 2026

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$561

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (576 reviews)

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

Save 100% on your flight

$536

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,003 reviews)

We had such a great experience at Harrah’s Casino & Hotel! We stayed for one night to celebrate my birthday, and everything was wonderful from start to finish. Our room was nice, clean, and comfortable, and the staff was absolutely amazing—everyone we interacted with was so friendly and welcoming. The casino was a lot of fun, and we also had lunch at Cross Street Grill. The food was delicious, the prices were great, and it was such a convenient option right on site. Overall, we had an amazing birthday getaway and would definitely recommend Harrah’s to anyone looking for a fun and relaxing trip. We’re already talking about planning our next visit!

Reviewed on Sep 29, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$1,287

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.6/10 Exceptional! (2,035 reviews)

This is an elegant and high class facility with warm service and hospitality stuff Centrally located on North River north bank. The room is big and spacious overlooking the river. We loved our stay. The concierge gave us a great tips and services Recommend by all means.

Reviewed on Oct 2, 2026

Kimpton Gray Hotel by IHG

Downtown Chicago

Save 100% on your flight

$484

per person

Nov 27 - Nov 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,004 reviews)

I stayed in a room at the back, every morning at 5:30 am trucks and dumpsters were moved, noise so loud it woke me up. Was charged an amenity fee and there were really mo amenities. Breakfast sucked both days in first floor restaurant. Won't stay again.

Reviewed on Oct 1, 2026

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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

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 Riviera Theatre or Aragon Ballroom and hop on the metro to see more the city at Western Station (Brown Line) or Rockwell Station.

A city skyline with modern skyscrapers, a large museum, and a waterfront park.

West Ridge

The restaurants and shopping are just a few features travelers like about West Ridge. If you want to do some sightseeing nearby, North Shore Beach Park and Emil Bach House are a few top places to visit.

A snowy landscape with a city skyline in the background.

Ravenswood

Get to know Ravenswood and its many features like its restaurants and art galleries. You might want to explore sights like Black Ensemble Theater and Neo-Futurists, and you can jump on the metro at Damen Station (Brown Line) or Western Station (Brown Line) to get around the city.

A water tower with a blue and yellow flag, surrounded by buildings and trees.

Andersonville

If you're spending some time in Andersonville, Andersonville Galleria and Women & Children First are top sights worth seeing.

Norwood Park

3 out of top 10 points of interest in this area

Even though there aren't top sights in Norwood Park, you can explore the larger area and take in top sights like Milwaukee Avenue. Jump on the metro at Harlem-O'Hare Station to see more of the city.

Stay near popular Far North Side attractions

A historic theater with ornate architecture and a prominent marquee.

Aragon Ballroom

9.2/10 (10 reviews)

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

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A marina with multiple sailboats docked, calm water, and a few ducks swimming.

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.

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A row of red brick buildings with large windows, surrounded by green trees and a sidewalk.

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art scene in this vibrant area.

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Riviera Theatre

8.0/10 (1 review)

You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

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Copernicus Center

You can make plans for a show at Copernicus Center during your trip to Chicago. Amble around this vibrant area's lakeside or attend a sporting event.

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Aragon Entertainment Center

6.0/10 (1 review)

You can enjoy a show at Aragon Entertainment Center on your trip to Chicago. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

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Emil Bach House

After visiting Emil Bach House, make a plan to see the other sights and activities in Chicago. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.

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Grandparents Park

Grandparents Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or attend a sporting event in this vibrant area.

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What to do in Far North Side

360 CHICAGO Observation Deck

$24

per adult

86% of travellers recommend

Flyover in Chicago

$38

per adult

98% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour

$41

per adult

94% of travellers recommend

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Far North Side Hotel Deals

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$167 nightly

$199 total

Nov 1 - Nov 2

Total with taxes and fees

8.8/10 Excellent! (5,466 reviews)

"No refrigerator in room"

Reviewed on Oct 2, 2026

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$113 nightly

$135 total

Nov 2 - Nov 3

Total with taxes and fees

8/10 Very Good! (10,140 reviews)

"The check-in process went smoothly, the location is great, and the rooms are spacious. Most of the amenities do show their age, but overall, it is an excellent place to stay for the price."

Reviewed on Oct 2, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$143 nightly

$170 total

Nov 1 - Nov 2

Total with taxes and fees

See all 5,124 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.