Vacation Packages to Indiana for 2026
Indiana Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $921, price is now $584 per person
$584
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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.
The hotel was a good area, walking distance of everything. Have zero complaints.
Reviewed on Aug 6, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,483, price is now $909 per person
$909
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.
Great breakfast
Reviewed on Aug 6, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,602, price is now $1,099 per person
$1,099
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.
Great rescpatio
Reviewed on Aug 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,618, price is now $1,126 per person
$1,126
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.
Shams who works at the front desk is wonderful! He is very courteous and helpful. He made a great hotel even better through his service which I feel is missing nowadays. The hotel itself is in a great location, has fast elevators, great food, plus clean and well decorated rooms.
Reviewed on Aug 5, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,062, price is now $742 per person
$742
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,358, price is now $975 per person
$975
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park 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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Marriott Indianapolis Downtown
350 W Maryland St Indianapolis IN
55.71 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful ...
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 ...
Drury Plaza Hotel Indianapolis Carmel
9625 North Meridian St Indianapolis IN
37.74 km from city center
Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Fairfield Inn & Suites by Marriott Indianapolis Downtown
501 W Washington St Indianapolis IN
55.7 km from city center
Stay at this hotel in Indianapolis. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
Tue, Aug 18 - Wed, Aug 19
ATL
Atlanta
ORD
Chicago
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Mon, Sep 28 - Thu, Oct 1
PHL
Philadelphia
ORD
Chicago
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Sat, Sep 5 - Sun, Sep 6
EWR
New York
MDW
Chicago
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Sat, Sep 5 - Sun, Sep 6
ATL
Atlanta
MDW
Chicago
$172 Roundtrip, found 6 hours ago
$172
Roundtrip
found 6 hours ago