Vacation Packages to Indiana for 2025
Indiana Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
Save 100% on your flight
Price was $444, price is now $295 per person
$295
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and room service. Popular attraction SeatGeek Stadium is located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $726, price is now $401 per person
$401
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $569, price is now $380 per person
$380
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $503, price is now $338 per person
$338
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $708, price is now $496 per person
$496
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Congress Plaza Hotel
Downtown Chicago
Price was $492, price is now $350 per person
$350
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Top Hotel Deals
Ironworks Hotel Indy
2721 E 86th Street, Indianapolis, IN
39.57 km from city center
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean ...
Crowne Plaza Indianapolis-Dwtn-Union Stn by IHG
123 W Louisiana St, Indianapolis, IN
56.13 km from city center
Stay at this 3.5-star business-friendly hotel in Indianapolis. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
Courtyard by Marriott Indianapolis Downtown
601 West Washington Street, Indianapolis, IN
55.65 km from city center
Stay at this 3-star business-friendly hotel in Indianapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Hilton Vacation Club Varsity Club South Bend, IN
3800 N Main St, Mishawaka, IN
158.82 km from city center
Stay at this 3-star family-friendly resort in Mishawaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Omni Severin Hotel
40 West Jackson Place, Indianapolis, IN
56.01 km from city center
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), room service, and a 24-hour health club. Our guests praise the helpful ...
Sheraton Indianapolis Hotel at Keystone Crossing
8787 Keystone Crossing, Indianapolis, IN
39.19 km from city center
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff ...
Biddle Hotel and Conference Center
900 E. 7th St., Bloomington, IN
126.64 km from city center
Stay at this 3-star hotel in Bloomington. Enjoy free WiFi, 6 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Bottleworks Hotel
850 Massachusetts Avenue, Indianapolis, IN
54.22 km from city center
Stay at this 4.5-star luxury hotel in Indianapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Crowne Plaza Indianapolis-Airport by IHG
2501 S High School Rd, Indianapolis, IN
60.91 km from city center
Stay at this 3.5-star business-friendly hotel in Indianapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
173.52 km from city center
Stay at this 3.5-star spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
Ameristar Casino Hotel East Chicago
777 Ameristar Blvd., East Chicago, IN
188.82 km from city center
Stay at this 4-star beach hotel in East Chicago. Enjoy free parking, 5 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms in ...
Wyndham Indianapolis Airport
2544 Executive Dr, Indianapolis, IN
60.74 km from city center
Stay at this 3.5-star business-friendly hotel in Indianapolis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
JW Marriott Indianapolis
10 S West Street, Indianapolis, IN
55.73 km from city center
Stay at this 4-star business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Nov 27 - Wed, Dec 3
ATL
Atlanta
MDW
Chicago
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Thu, Dec 4 - Tue, Dec 9
ATL
Atlanta
ORD
Chicago
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Tue, Apr 21 - Wed, Apr 22
EWR
New York
MDW
Chicago
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Fri, Jun 19 - Sun, Jun 21
ATL
Atlanta
IND
Indianapolis
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Tue, Mar 31 - Sat, Apr 4
SEA
Seattle
ORD
Chicago
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago