$51+ Cheap flights from Chicago (CHI) to Indiana
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Mar 15 — Mar 221
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to IndianaExplore the most affordable flight options available from Chicago to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from Chicago to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$103
This Mytrip deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Mon 3/28:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$105
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:40 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 3/211:50 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$106
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Tue 3/31:50 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$107
This Booking.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 4/252:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:30 pm
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/9![Contour logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:30 am
MDW
- IND
1 stop14h 55m
Multiple Airlines
Tue 3/176:00 am
IND
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1012:05 pm
ORD
- IND
1 stop10h 20m
Multiple Airlines
Tue 3/176:00 am
IND
- ORD
1 stop13h 29m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:01 pm
ORD
- IND
1 stop28h 14m
Spirit Airlines
Tue 3/246:00 am
IND
- ORD
1 stop19h 22m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:05 am
ORD
- IND
1 stop12h 26m
Frontier
Mon 3/94:05 pm
IND
- ORD
1 stop24h 10m
Frontier
Deal found 2/10![Frontier logo]()
$142
This Contour deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:40 am
ORD
- OWB
Nonstop1h 30m
Contour
Tue 2/241:55 pm
OWB
- ORD
Nonstop1h 35m
Contour
Deal found 2/10![Contour logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- CVG
1 stop10h 07m
Frontier
Sun 3/16:42 pm
CVG
- MDW
1 stop20h 47m
Frontier
Deal found 2/10![Frontier logo]()
$147
Best flights from Chicago to IndianaDiscover carefully curated flight deals from Chicago to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Chicago to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- CVG
1 stop10h 07m
Frontier
Sun 3/16:42 pm
CVG
- MDW
1 stop20h 47m
Frontier
Deal found 2/10![Frontier logo]()
$147
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/206:45 am
ORD
- IND
Nonstop1h 06m
American Airlines
Mon 3/235:10 am
IND
- ORD
Nonstop1h 14m
American Airlines
Deal found 2/12![American Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Wed 4/297:35 pm
CVG
- MDW
Nonstop1h 15m
Southwest
Deal found 2/12![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/274:20 pm
ORD
- CVG
Nonstop1h 27m
United Airlines
Wed 4/2910:10 am
CVG
- ORD
Nonstop1h 36m
United Airlines
Deal found 2/12![United Airlines logo]()
$164
This Mytrip deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:16 pm
ORD
- IND
2 stops26h 09m
Spirit Airlines
Tue 3/106:00 am
IND
- ORD
2 stops18h 47m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$169
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:10 am
ORD
- FWA
1 stop5h 22m
Delta
Wed 3/188:12 am
FWA
- ORD
1 stop6h 05m
Delta
Deal found 2/11![Delta logo]()
$177
This Mytrip deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Mon 3/28:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$105
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Tue 3/31:50 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$107
This Booking.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:20 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 4/252:35 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/9![Contour logo]()
$117
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:45 am
ORD
- IND
Nonstop1h 06m
American Airlines
Wed 3/115:10 am
IND
- ORD
Nonstop1h 14m
American Airlines
Deal found 2/12![American Airlines logo]()
$157
This Frontier deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:01 am
ORD
- IND
1 stop5h 16m
Frontier
Sun 4/196:01 pm
IND
- ORD
1 stop7h 51m
Frontier
Deal found 2/11![Frontier logo]()
$160
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:00 am
MDW
- IND
Nonstop1h 05m
Southwest
Thu 3/196:40 am
IND
- MDW
Nonstop1h 00m
Southwest
Deal found 2/12![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:33 pm
ORD
- IND
Nonstop1h 11m
United Airlines
Thu 3/512:45 pm
IND
- ORD
Nonstop1h 23m
United Airlines
Deal found 2/10![United Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:40 am
ORD
- OWB
Nonstop1h 30m
Contour
Mon 3/28:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/9![Contour logo]()
$117
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:15 am
ORD
- IND
1 stop5h 08m
Frontier
Mon 4/135:30 pm
IND
- ORD
1 stop7h 06m
Frontier
Deal found 2/12![Frontier logo]()
$160
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:10 am
ORD
- FWA
1 stop5h 22m
Delta
Thu 3/192:14 pm
FWA
- ORD
1 stop3h 29m
Delta
Deal found 2/12![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:00 am
MDW
- IND
Nonstop1h 05m
Southwest
Tue 3/315:05 pm
IND
- MDW
1 stop8h 00m
Southwest
Deal found 2/10![Southwest logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:50 am
ORD
- AZO
Nonstop0h 59m
American Airlines
Sat 3/77:10 pm
AZO
- ORD
Nonstop1h 18m
American Airlines
Deal found 2/11![American Airlines logo]()
$169
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:40 am
ORD
- AZO
Nonstop1h 03m
United Airlines
Sat 7/252:30 pm
AZO
- ORD
Nonstop1h 12m
United Airlines
Deal found 2/11![United Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Mon 3/28:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/9![Contour logo]()
$117
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:30 am
ORD
- FWA
1 stop6h 04m
Delta
Sun 3/88:12 am
FWA
- ORD
1 stop6h 05m
Delta
Deal found 2/12![Delta logo]()
$177
This Travelocity deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:24 pm
ORD
- CVG
1 stop15h 41m
Frontier
Sat 5/94:26 pm
CVG
- ORD
1 stop17h 49m
Frontier
Deal found 2/10![Frontier logo]()
$161
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:35 pm
MDW
- IND
Nonstop1h 05m
Southwest
Tue 3/1712:40 pm
IND
- MDW
1 stop5h 50m
Southwest
Deal found 2/11![Southwest logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:13 am
ORD
- AZO
Nonstop1h 06m
American Airlines
Tue 6/236:00 am
AZO
- ORD
Nonstop1h 08m
American Airlines
Deal found 2/11![American Airlines logo]()
$169
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/144:28 pm
ORD
- CVG
Nonstop1h 21m
United Airlines
Sat 3/218:35 am
CVG
- ORD
Nonstop1h 35m
United Airlines
Deal found 2/12![United Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Sat 2/281:55 pm
OWB
- ORD
Nonstop1h 35m
Contour
Deal found 2/9![Contour logo]()
$117
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:00 am
ORD
- FWA
1 stop5h 22m
Delta
Thu 8/208:25 am
FWA
- ORD
1 stop5h 14m
Delta
Deal found 2/10![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/208:59 pm
ORD
- AZO
Nonstop1h 04m
American Airlines
Sun 3/227:10 pm
AZO
- ORD
Nonstop1h 18m
American Airlines
Deal found 2/11![American Airlines logo]()
$169
Last-minute flights from Chicago to IndianaDiscover last-minute flight deals from Chicago to Indiana. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Indiana. Data last updated February 13, 2026 and is based on user searches.
This Contour deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:40 am
ORD
- OWB
Nonstop1h 30m
Contour
Tue 2/241:55 pm
OWB
- ORD
Nonstop1h 35m
Contour
Deal found 2/10![Contour logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:30 pm
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/9![Contour logo]()
$117
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Sun 3/18:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/10![Contour logo]()
$103
This Mytrip deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Mon 3/28:35 am
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/11![Contour logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- CVG
1 stop10h 07m
Frontier
Sun 3/16:42 pm
CVG
- MDW
1 stop20h 47m
Frontier
Deal found 2/10![Frontier logo]()
$147
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:55 am
ORD
- OWB
Nonstop1h 30m
Contour
Tue 3/31:50 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:05 am
ORD
- IND
1 stop12h 26m
Frontier
Mon 3/94:05 pm
IND
- ORD
1 stop24h 10m
Frontier
Deal found 2/10![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:30 am
MDW
- IND
1 stop14h 55m
Multiple Airlines
Tue 3/176:00 am
IND
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1012:05 pm
ORD
- IND
1 stop10h 20m
Multiple Airlines
Tue 3/176:00 am
IND
- ORD
1 stop13h 29m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:51 pm
ORD
- IND
1 stop27h 34m
Spirit Airlines
Tue 3/176:00 am
IND
- ORD
2 stops14h 51m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$148
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:40 am
ORD
- OWB
Nonstop1h 35m
Contour
Sat 3/211:50 pm
OWB
- ORD
Nonstop1h 40m
Contour
Deal found 2/12![Contour logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:01 pm
ORD
- IND
1 stop28h 14m
Spirit Airlines
Tue 3/246:00 am
IND
- ORD
1 stop19h 22m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$131
One-way flights from Chicago to IndianaSearch for one-way flight options from Chicago to Indiana. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Chicago to Indiana. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Booking.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:40 am
ORD
- OWB
Nonstop1h 30m
Contour
Deal found 2/11![Contour logo]()
$51
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:18 pm
ORD
- IND
1 stop14h 58m
Frontier
Deal found 2/10![Frontier logo]()
$61
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:45 am
MDW
- SDF
Nonstop1h 15m
Southwest
Deal found 2/9![Southwest logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:30 am
MDW
- IND
1 stop14h 45m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:30 am
MDW
- IND
1 stop14h 55m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:01 pm
ORD
- IND
1 stop28h 14m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- CVG
1 stop10h 07m
Frontier
Deal found 2/10![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:30 am
MDW
- IND
1 stop26h 28m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:51 pm
ORD
- IND
1 stop27h 34m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
MDW
- IND
1 stop28h 11m
Frontier
Deal found 2/10![Frontier logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:01 pm
ORD
- IND
1 stop28h 14m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$68
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:25 pm
ORD
- SDF
Nonstop1h 36m
United Airlines
Deal found 2/8![United Airlines logo]()
$69
Find flight deals from Chicago to Indiana
Keep the following information in mind while searching for Chicago to Indiana flight deals. Data was last updated February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $101 (Mytrip) |
One-way from | $51 (Booking.com) |
Popular in | December |
Cheapest in | August |
Average price | $422 |
Good round-trip deal | $321 or less |
Good one-way deal | $184 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Indiana that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Chicago to Indiana that are best for you.
Fly from
Chicago
Fly to
Indiana
Route
Depart
Return
Price
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Thu 2/26
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Sun 3/1
8:35 am-10:15 am
Nonstop1h 40m
$103
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Thu 2/26
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Mon 3/2
8:35 am-10:15 am
Nonstop1h 40m
$105
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Fri 2/27
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Tue 3/3
1:50 pm-3:30 pm
Nonstop1h 40m
$107
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Wed 4/22
11:20 am-12:55 pm
Nonstop1h 35m
Owensboro Daviess County
Sat 4/25
2:35 pm-4:15 pm
Nonstop1h 40m
$108
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Fri 2/27
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Sun 3/1
8:35 am-10:15 am
Nonstop1h 40m
$117
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Wed 2/25
9:40 am-11:10 am
Nonstop1h 30m
Owensboro Daviess County
Mon 3/2
8:35 am-10:15 am
Nonstop1h 40m
$117
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Fri 2/27
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Mon 3/2
8:35 am-10:15 am
Nonstop1h 40m
$117
ChicagoOwensboro
ORD - OWB
ORDOWB
Chicago O'Hare Intl
Fri 2/27
10:55 am-12:25 pm
Nonstop1h 30m
Owensboro Daviess County
Sat 2/28
1:55 pm-3:30 pm
Nonstop1h 35m
$117
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Thu 2/26
6:25 am-5:32 pm
1 stop10h 07m
Cincinnati Cinci./N. Kentucky
Sun 3/1
6:42 pm-2:29 pm
1 stop20h 47m
$147
ChicagoIndianapolis
ORD - IND
ORDIND
Chicago O'Hare Intl
Fri 3/20
6:45 am-8:51 am
Nonstop1h 06m
Indianapolis
Mon 3/23
5:10 am-5:24 am
Nonstop1h 14m
$157
Showing 1-10 of 60 results
Best time to book a flight from Chicago to Indiana
Have a flexible travel schedule? Discover the best time to fly to Indiana from Chicago with our price prediction graph.
ORD-OWB
MDW-IND
ORD-IND
MDW-CVG
ORD-CVG
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Indiana
CHI-USIN
ORD-OWB
MDW-IND
ORD-IND
MDW-CVG
What is the cheapest month to book a flight from Chicago to Indiana?
Currently, October is the cheapest month in which you can book a flight from Chicago to Indiana (average of $167). Flying from Chicago to Indiana in January is currently the most expensive (average of $291). 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.
What is the cheapest time of day to fly from CHI to IN?
Find hourly flight availability from Chicago to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.
It’s optimal to fly from Chicago to Indiana at noon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the evening.
What is the cheapest day to fly from Chicago to Indiana?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Indiana. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Chicago to Indiana flight should consider departing on Wednesday 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.
Weekly flight availability from Chicago to Indiana
Explore weekly flight availability from Chicago to Indiana. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 13, 2026.
The most flights from CHI to USIN are scheduled on a Thursday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).
How much does it cost to fly round-trip from Chicago to Indiana?
Reviews of airlines servicing Indiana
Get insights into the airlines that provide service to Indiana. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Indiana. Reviews last updated February 13, 2026.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Chicago to Indiana by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Indiana
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Indiana by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Indiana by cabin class
Find flights from Chicago to Indiana, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Indiana flights
Browse other Chicago and Indiana flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Indiana flights
Consider these flights traveling from Chicago to Indiana.
Top 2 airlines flying from Chicago to Indiana
Discover the top 2 airlines that operate flights from Chicago to Indiana. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$341 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$191 | Average$323 | FlexibilityNo cancel fee | On-time71% |