Douglas Vacation Packages 2025/2026 from $570

Douglas flight + hotel vacation packages

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

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Save 100% on your flight

$570

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$702

per person

Nov 21 - Nov 28

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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$842

per person

Nov 21 - Nov 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Urban Chicago Oasis

Lakeview

Save 100% on your flight

$850

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Chicago (ORD)

This hotel features free WiFi in public areas, laundry facilities, and a virtual front desk.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$805

per person

Nov 21 - Nov 28

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 Douglas hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Oct 26 - Oct 27

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

$131 nightly

$154 total

Oct 28 - Oct 29

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$186 nightly

$219 total

Oct 5 - Oct 6

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 Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Oct 22 - Oct 23

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

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$224 nightly

$263 total

Oct 1 - Oct 2

Total with 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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$220 total

Oct 1 - Oct 2

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

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 art 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 fascinating museums.

Frequently asked questions

How much are vacation packages to Douglas?

Starting from as low as $570, 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.