Chicago Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Chicago vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Super 8 by Wyndham Chicago Northlake O'Hare South
6.4/10 (1,003 reviews)
Jul 26 - Jul 28
2 night stay
Dallas (DFW) to Chicago (ORD)
Spirit Airlines • Coach
Chicago (ORD) to Dallas (DFW)
Contour Airlines • Coach
per person
found 1 day ago
The front desk clerk was very nice and helpful and fast.
Reviewed on Jun 15, 2023
2.0-star property
Red Carpet Inn Great Lakes
5.8/10 (1,000 reviews)
Jul 4 - Jul 6
2 night stay
Miami (MIA) to Chicago (ORD)
United • Coach
Chicago (ORD) to Miami (MIA)
American Airlines • Coach
per person
found 1 day ago
Very nice clean facility. They even clean up the entire grounds from the garbage people may have not been able to get to a garbage can.
Reviewed on Aug 2, 2022
Top rated hotels for your Chicago vacation package
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.83 mi from city center
The price is $198 per night
$198
includes taxes & fees
$169 per night
May 11 - May 12
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
The price is $168 per night
$168
includes taxes & fees
$143 per night
May 12 - May 13
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
1.35 mi from city center
The price is $188 per night
$188
includes taxes & fees
$160 per night
May 11 - May 12
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include a business center, express check-out, and wedding services.
Pet friendly
Free WiFi
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.
More trip options
- Nearby Destinations
- Destinations similar to Chicago
- Best neighborhoods in Chicago
- More to explore for Chicago
- Top trending
Top trending
Hotels
Rosemont Hotels with Hot TubsHotels in Magnificent MileNaperville Cheap HotelsHotels closest to Grant ParkHotels closest to Michigan AvenueRosemont Hotel DealsOakbrook Terrace Hotels with Hot TubsHotels closest to Wintrust ArenaDowntown Chicago Hotels with BalconiesHotels in The LoopHotels closest to Wrigley FieldGurnee Waterpark Hotels & ResortsGurnee Hotels with Hot TubsHotels closest to United CenterHotels in Downtown ChicagoDowntown Chicago Hotels with PoolHotels closest to McCormick PlaceHotels closest to Soldier FieldHotels closest to Navy PierDowntown Chicago Hotels with Free ParkingHotels closest to Six Flags Great AmericaSchaumburg Hotels with Hot Tubs
Cars
Packages