Vacation Packages to Indiana for 2026
Indiana Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $1,147, price is now $861 per person
$861
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,936, price is now $1,103 per person
$1,103
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
All the staff members were extremely helpful and polite. Breakfast was excellent.
Reviewed on Jul 24, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,427, price is now $893 per person
$893
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
There wasn't any coffee machine, or refrigerator or even cups in the room. However, they did have water bottles for $8 each.
The fitness center was great! The staff was great! Maybe that was why I was surprised at the lack of convenience items - though I don't know that I've ever been in a room without one.
Reviewed on Jul 24, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,481, price is now $1,045 per person
$1,045
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) 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 restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Excellent location. My grandson (3.5 yeas old) and I thoroughly enjoy our daily routine of strolling along the lakeside, having meals, playing games, watching the fireworks and taking in the scenery. The room is clean and the staffs are nice. We spent a wonderful six-day vacation.
Reviewed on Jul 24, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,554, price is now $1,115 per person
$1,115
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,333, price is now $985 per person
$985
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Columbia (CAE) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Omni Severin Hotel
40 West Jackson Place Indianapolis IN
56.01 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), room service, and a 24-hour health club. Our guests praise the helpful ...
Ironworks Hotel Indy
2721 E 86th Street Indianapolis IN
39.57 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean ...
Courtyard by Marriott Indianapolis Downtown
601 West Washington Street Indianapolis IN
55.65 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
173.52 km from city center
Book a stay at this 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 ...
The Fontana Hotel
7304 E 21st St Indianapolis IN
52.87 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Embassy Suites by Hilton Indianapolis North
3912 Vincennes Rd Indianapolis IN
39.9 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and ...
Drury Inn & Suites Lafayette, IN
4110 South Street Lafayette IN
61.07 km from city center
Book a stay at this business-friendly hotel in Lafayette. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
JW Marriott Indianapolis
10 S West Street Indianapolis IN
55.74 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests ...
SpringHill Suites by Marriott Indianapolis Downtown
601 West Washington Street Indianapolis IN
55.7 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean ...
Baymont by Wyndham Plainfield/ Indianapolis Arpt Area
6010 Gateway Dr Plainfield IN
68.96 km from city center
Book a stay at this business-friendly hotel in Plainfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus Indianapolis North at Pyramids
9320 N Michigan Rd Indianapolis IN
39.27 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the ...
Best Western Plus Greenwood/Indy South Inn
1281 South Park Drive Greenwood IN
72.64 km from city center
Book a stay at this business-friendly hotel in Greenwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Regency Indianapolis
One South Capitol Avenue Indianapolis IN
55.72 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
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.
Mon, Sep 28 - Thu, Oct 1
PHL
Philadelphia
ORD
Chicago
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Tue, Aug 18 - Tue, Sep 1
EWR
New York
ORD
Chicago
$217 Roundtrip, found 19 hours ago
$217
Roundtrip
found 19 hours ago
Wed, Aug 26 - Sat, Sep 12
EWR
New York
MDW
Chicago
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Wed, Aug 26 - Sat, Sep 12
PHX
Phoenix
MDW
Chicago
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago