
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $142 (Kiwi.com) |
One-way from | $70 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $476 |
Good round-trip deal | $302 or less |
Good one-way deal | $102 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoIndianapolis
MDW - IND
MDWIND
Chicago Midway
Wed 5/27
8:40 pm-10:50 pm
Nonstop1h 10m
Indianapolis
Wed 6/3
5:10 pm-5:10 pm
Nonstop1h 00m
ChicagoIndianapolis
ORD - IND
ORDIND
Chicago O'Hare Intl
Wed 5/27
2:00 pm-9:14 pm
1 stop6h 14m
Indianapolis
Wed 6/3
3:59 pm-8:14 pm
1 stop5h 15m
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Sat 5/16
3:40 pm-5:45 pm
Nonstop1h 05m
Cincinnati Cinci./N. Kentucky
Mon 5/18
8:20 pm-8:30 pm
Nonstop1h 10m
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Wed 5/27
6:24 am-1:27 pm
2 stops6h 03m
Cincinnati Cinci./N. Kentucky
Mon 6/1
2:07 pm-6:05 pm
1 stop4h 58m
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Mon 5/18
7:00 pm-9:10 pm
Nonstop1h 10m
Cincinnati Cinci./N. Kentucky
Tue 5/26
7:35 pm-7:50 pm
Nonstop1h 15m
ChicagoIndianapolis
MDW - IND
MDWIND
Chicago Midway
Wed 5/20
9:22 am-3:19 pm
1 stop4h 57m
Indianapolis
Thu 5/21
3:59 pm-6:33 pm
1 stop3h 34m
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Thu 5/21
9:22 am-1:27 pm
1 stop3h 05m
Cincinnati Cinci./N. Kentucky
Mon 5/25
5:48 am-10:00 am
1 stop5h 12m
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Tue 6/16
12:46 pm-3:16 pm
Nonstop1h 30m
Cincinnati Cinci./N. Kentucky
Wed 6/24
2:06 pm-2:40 pm
Nonstop1h 34m
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Wed 6/17
10:44 am-1:09 pm
Nonstop1h 25m
Cincinnati Cinci./N. Kentucky
Tue 6/23
5:55 pm-6:33 pm
Nonstop1h 38m
ChicagoIndianapolis
MDW - IND
MDWIND
Chicago Midway
Sat 5/23
6:15 pm-8:20 pm
Nonstop1h 05m
Indianapolis
Sat 5/30
2:55 pm-5:25 pm
1 stop3h 30m
Currently, August is the cheapest month in which you can book a flight from Chicago to Indiana (average of $89). Flying from Chicago to Indiana in December is currently the most expensive (average of $223). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from Chicago to Indiana in the morning. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Chicago to Indiana flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to USIN are scheduled on a Wednesday (85 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (28 on average).
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$349 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$199 | Average$430 | FlexibilityNo cancel fee | On-time71% |