Douglas Vacation Packages 2025/2026 from $407

Douglas flight + hotel vacation packages

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

DoubleTree by Hilton Chicago Schaumburg

Save 100% on your flight

per person

Sep 28 - Oct 4

found 2 days ago

Roundtrip flight included

Philadelphia (PHL) 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 and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.

Kimpton Gray Hotel by IHG

Downtown Chicago

Save 100% on your flight

per person

Sep 22 - Sep 27

found 1 day 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 express check-out, laundry service, and valet parking. A hair salon, WiFi in public areas, and luggage storage are also on offer.

The Wade

Downtown Chicago

Save 100% on your flight

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 19 - Sep 22

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 indoor pool, bar/lounge, and laundry facilities.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

per person

Aug 29 - Sep 3

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Top Douglas hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$199 total

Aug 7 - Aug 8

Total includes 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

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

$281 nightly

$324 total

Jul 24 - Jul 25

Total includes taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Pool

Spa

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Aug 17 - Aug 18

Total includes 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

$192 nightly

$226 total

Aug 17 - Aug 18

Total includes 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

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street, Chicago, IL

$164 nightly

$193 total

Aug 10 - Aug 11

Total includes taxes and fees

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. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

$169 nightly

$199 total

Aug 4 - Aug 5

Total includes taxes and fees

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.

Free WiFi

Restaurant

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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

Illinois Institute of Technology

3.5/5(4 reviews)

Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the fascinating museums and acclaimed theater scene in this vibrant area.

Patterns everywhere!!

This patterned wall can be found in the MTCC

McCormick Tribune Center

You can find out about the history of Chicago when you stop by McCormick Tribune Center. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Ida B Wells House

You can find out about the history of Chicago with a stop at Ida B Wells House. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Frequently asked questions

How much are vacation packages to Douglas?

Starting from as low as $407, hotel and flight packages are a fabulous way to stretch your vacation budget even further. Douglas, here you come!

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

It's hard to beat Travelocity when it comes to finding your Douglas package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to select from. Reserve your trip now and get ready to cross another place off your bucket list.

Why should I book my Douglas vacation bundle via Travelocity?

From enchanting destinations to thrilling experiences, we have everything you need to satisfy your travel desires. Our 24/7 customer care will also ensure you're being well taken care of while you're on your getaway. And don't fret if you find a better price on your booking, we'll match it. That's our Price Match Guarantee.

Will I save money on my Douglas car rental if I bundle it with a hotel or flight?

You certainly can — and booking one of our Douglas vacation packages is the best way to do this. Bundle any combination of a car, flight, hotel and experience and score serious discounts. The more you book, the more you save. There are plenty of big-name sights around Douglas to put on your itinerary, including Six Flags Great America (40 mi from Douglas). Nothing beats exploring thrilling places like this with the freedom of your own rental car.

What is there to do in Douglas?

Illinois Institute of Technology is a fantastic place to get started on your sightseeing adventures. Bring some comfy sneakers, because this neighborhood will keep you on the move.