Deerfield Vacation Packages 2025/2026 from $580

Deerfield flight + hotel vacation packages

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

Holiday Inn Chicago North Shore by IHG

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Save 100% on your flight

per person

Oct 26 - Nov 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features an indoor pool and a gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Valet parking, a lobby fireplace, and express check-out are also offered.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 4 - Oct 6

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 indoor pool, bar/lounge, and laundry facilities.

The Neighborhood Hotel-Little Italy

Near West Side

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. A virtual front desk are provided for your convenience.

Top Deerfield hotels deals

Embassy Suites by Hilton Chicago North Shore Deerfield

1445 Lake Cook Rd, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$164 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like cooked-to-order breakfast and free self parking.

Hyatt Regency Deerfield

1750 Lake Cook Rd, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$125 total

Aug 31 - Sep 1

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

2000 South Lakeside Dr, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$99 total

Sep 14 - Sep 15

Total includes taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Super 8 by Wyndham Deerfield/Northbrook

340 South Waukegan Road, Deerfield, IL

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$83 total

Aug 19 - Aug 20

Total includes taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.

Marriott Chicago O'Hare

8535 West Higgins Road, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$159 total

Sep 5 - Sep 6

Total includes 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.

Hilton Chicago O'Hare Airport

O'Hare International Airport, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$210 total

Sep 6 - Sep 7

Total includes 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.

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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

Wrigley Field

4.5/5(2,128 reviews)

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

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Frequently asked questions

How much are vacation packages to Deerfield?

With vacation packages being sold from as low as $580, it's not necessary to wipe out your bank balance to travel to Deerfield. Travelocity is here to help. Bundle your experiences, flights and hotels into a package and walk away with excellent discounts. The more you book, the greater the savings.

How long should my Deerfield vacation be?

Many travelers pack their bags and vacation in Deerfield for an average of 2 nights. That gives you some guidance, but you're not bound by it. Whether you stay a few nights to see the big attractions or hang around to experience this place like a local, an epic adventure awaits.

Where can I get the best vacation package deals for Deerfield?

Whatever your travel style, Travelocity can help you find the best Deerfield package deal. The only thing you need to do is mix and match from our 400 airlines and 1,000,000 properties across the globe.

Why should I book my Deerfield vacation bundle via Travelocity?

We offer a destination for every type of traveler, first-rate service and support available 24/7. On top of that, we'll match any better price you happen to find with our Price Match Guarantee.

Can I save on my Deerfield car rental if I bundle it with a hotel or flight?

With a Deerfield vacation package, you can bundle your car, flight and hotel bookings and save a nice amount. If you're eager to explore the best of this wonderful destination, why not make a beeline for University of Wisconsin-Madison? This well-known attraction is 100 mi from Deerfield. With your own wheels, you'll be there in the blink of an eye.

Which airport is best for Deerfield?

There's a good chance you'll arrive at O'Hare Intl. Airport (ORD), situated 14 mi south of downtown Deerfield. Midway Intl. Airport (MDW) (25 mi away from central Deerfield) and General Mitchell Intl. Airport (MKE) (55 mi away from central Deerfield) are your other options.

What is there to do in Deerfield?

Deerfield has more than its fair share of places to discover, including Par-King Skill Golf and Edward L. Ryerson Conservation Area. These well-known attractions top most tourists' to-do lists.

Where should I stay when visiting Deerfield?

Many travelers opt to check in to the La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield. It's sure to be a good base for your Deerfield vacation.