Far North Side Vacation Packages 2026 from $519

Far North Side flight + hotel vacation packages

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

The Chicago Hotel Collection - Wrigleyville

Lakeview

Save 100% on your flight

$519

per person

Sep 1 - Sep 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, express check-in, and express check-out are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$942

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$598

per person

Jul 27 - Jul 30

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.

Thompson Chicago, by Hyatt

Downtown Chicago

Save 100% on your flight

$1,180

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$723

per person

Sep 10 - Sep 13

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

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$245 nightly

$288 total

Jul 12 - Jul 13

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$162 total

Jun 29 - Jun 30

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

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$166 total

Jul 1 - Jul 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

$131 nightly

$155 total

Jul 1 - Jul 2

Total with taxes and fees

This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Self parking, express check-out, and luggage storage are also offered.

Pet friendly

Free WiFi

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$154 total

Jun 28 - Jun 29

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 business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$183 total

Jun 29 - Jun 30

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

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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

Aragon Ballroom

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

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 acclaimed theater scene and entertainment choices in this vibrant area.

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 $519. 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.