Deerfield Vacation Packages 2026 from $437

Deerfield flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$437

per person

Mar 25 - Mar 30

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.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$570

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

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, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$882

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$529

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$520

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Deerfield hotels deals

Hyatt Regency Deerfield

1750 Lake Cook Rd Deerfield IL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$114 total

Jan 30 - Jan 31

Total with 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.

Embassy Suites by Hilton Chicago North Shore Deerfield

1445 Lake Cook Rd Deerfield IL

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$137 total

Jan 25 - Jan 26

Total with 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.

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

2600 Lake Cook Rd Deerfield IL

Free Cancellation

$88 nightly

$98 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the hot tub and free perks 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

$44 nightly

$50 total

Jan 23 - Jan 24

Total with 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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$230 total

Feb 6 - Feb 7

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.

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

$135 nightly

$154 total

Jan 17 - Jan 18

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

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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

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

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

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 $437, 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.