Far North Side Vacation Packages 2026 from $377

Far North Side flight + hotel vacation packages

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

Wyndham Garden Schaumburg Chicago Northwest

$377

per person

Jan 15 - Jan 22

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport drop-off service. You'll appreciate the area shuttle, free self parking, and terrace.

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

$704

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

citizenM Chicago Downtown

Downtown Chicago

$485

per person

Jan 14 - Jan 20

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Level Chicago Fulton Market

Downtown Chicago

$609

per person

Dec 31 - Jan 4

found 8 hours ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.

Pendry Chicago

Downtown Chicago

$496

per person

Jan 15 - Jan 18

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Top Far North Side hotels deals

Marriott Chicago O'Hare

8535 West Higgins Road Chicago IL

$143 nightly

$168 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Free airport shuttle

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$126 total

Nov 23 - Nov 24

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

Nov 11 - Nov 12

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.

Pet friendly

Free WiFi

River Hotel

75 East Wacker Drive Chicago IL

Free Cancellation

$109 nightly

$130 total

Nov 15 - Nov 16

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

Nov 11 - Nov 12

Total with taxes and fees

This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.

Pet friendly

Free WiFi

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$158 total

Nov 27 - Nov 28

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

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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.

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.

See properties

Frequently asked questions

How much are vacation packages to Far North Side?

You might be surprised — you can vacation in Far North Side for as little as $377. Let Travelocity save you time and money with our awesome vacation packages. With experiences, hotels and flights all available at our one-stop shop, why wait?

Where can I get the best vacation package deals for Far North Side?

There are fantastic Far North Side package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Remember this the next time you're ready to tick another place off the old bucket list.

Why should I book my Far North Side vacation bundle with Travelocity?

Nothing beats the feeling of knowing you've scored the best deal in town — that's our Price Match Guarantee. Add to that our inspiring range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Can I save on my Far North Side car rental if I book it with my hotel or flight?

You sure can with our Far North Side vacation packages. With one of these, there are tons of ways to make your hard-earned cash go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With a rental car, all the main sights around Far North Side are a fun road trip away.

Which airport is best for Far North Side?

O'Hare Intl. Airport (ORD) is a popular choice for many people visiting the region. But depending on what you plan to do, Midway Intl. Airport (MDW) or Lewis University Airport (LOT) could work better for you.

What is there to do in Far North Side?

Far North Side boasts hidden gems around every turn, however ensure you plan a visit to both Lincoln Park and Loyola University Chicago during your stay. These two attractions should be on your to-do list.