Far North Side Vacation Packages 2025/2026 from $376

Far North Side flight + hotel vacation packages

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

The French Country Inn Lake Geneva

$376

per person

Dec 16 - Dec 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.

The Westin Michigan Avenue Chicago

Downtown Chicago

$537

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Trump International Hotel & Tower Chicago

Downtown Chicago

$883

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$397

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$407

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Oct 31 - Nov 1

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

$145 nightly

$170 total

Nov 2 - Nov 3

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

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$100 total

Nov 10 - Nov 11

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$180 total

Nov 3 - Nov 4

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$166 nightly

$195 total

Nov 10 - Nov 11

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$164 total

Nov 11 - Nov 12

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

Pet friendly

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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.

Popular places to visit

Montrose Harbor

Explore the waterfront in Chicago with a trip to Montrose Harbor. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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.

Explore the Swedish heritage at this unique museum in Lincoln Square that highlights the culture and history of Swedish American immigrants.

Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

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 $376. 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.