$70+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Indiana with Cheapflights
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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 April 23, 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 April 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1412:19 pm
MDW
- IND
1 stop22h 04m
Frontier
Mon 5/1812:14 pm
IND
- MDW
1 stop23h 55m
Frontier
Deal found 4/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/141:59 pm
ORD
- IND
1 stop20h 24m
Frontier
Mon 5/1812:14 pm
IND
- ORD
1 stop20h 41m
Frontier
Deal found 4/20![Frontier logo]()
$149
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/2011:20 am
ORD
- SDF
Nonstop1h 32m
United Airlines
Wed 5/277:52 pm
SDF
- ORD
Nonstop1h 43m
United Airlines
Deal found 4/20![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 4/22. 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 6/27:40 am
MDW
- SDF
Nonstop1h 10m
Southwest
Wed 6/33:30 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 4/22![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 4/19. 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 5/1912:50 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Tue 5/197:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 4/19![Southwest logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1412:19 pm
MDW
- IND
1 stop22h 04m
Multiple Airlines
Mon 5/186:40 pm
IND
- MDW
2 stops28h 22m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$180
This Frontier deal was found by Cheapflights users on 4/19. 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.
Mon 4/276:00 am
ORD
- IND
1 stop11h 29m
Frontier
Mon 5/181:46 pm
IND
- ORD
1 stop10h 27m
Frontier
Deal found 4/19![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/512:24 pm
MDW
- IND
2 stops23h 22m
Frontier
Wed 5/1312:14 pm
IND
- MDW
1 stop10h 48m
Frontier
Deal found 4/21![Frontier logo]()
$185
This Southwest deal was found by Cheapflights users on 4/21. 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.
Wed 6/37:50 am
MDW
- CVG
2 stops8h 15m
Southwest
Wed 6/107:40 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 4/21![Southwest logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/1912:24 pm
MDW
- CVG
2 stops10h 05m
Frontier
Wed 5/2712:46 pm
CVG
- MDW
1 stop23h 26m
Frontier
Deal found 4/19![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1410:22 am
ORD
- CVG
1 stop21h 03m
Frontier
Mon 5/1812:46 pm
CVG
- ORD
1 stop20h 09m
Frontier
Deal found 4/21![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 4/21. 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 5/187:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Tue 5/198:35 am
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 4/21![Southwest logo]()
$193
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 April 23, 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 April 23, 2026.
This Southwest deal was found by Cheapflights users on 4/22. 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 6/27:40 am
MDW
- SDF
Nonstop1h 10m
Southwest
Wed 6/33:30 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 4/22![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 5/191:22 pm
MDW
- CVG
1 stop4h 48m
Delta
Wed 5/273:00 pm
CVG
- MDW
1 stop7h 09m
Delta
Deal found 4/22![Delta logo]()
$195
This Expedia deal was found by Cheapflights users on 4/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 am
MDW
- CVG
1 stop4h 49m
Frontier
Wed 6/1712:54 pm
CVG
- MDW
1 stop10h 17m
Frontier
Deal found 4/18![Frontier logo]()
$210
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Thu 5/2110:36 pm
ORD
- FWA
Nonstop1h 12m
American Airlines
Thu 5/286:53 pm
FWA
- ORD
Nonstop1h 30m
American Airlines
Deal found 4/21![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 6/268:06 pm
ORD
- FWA
Nonstop1h 24m
United Airlines
Sun 6/285:45 am
FWA
- ORD
Nonstop1h 20m
United Airlines
Deal found 4/19![United Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Sat 5/165:30 pm
ORD
- IND
1 stop18h 16m
Multiple Airlines
Sat 5/238:36 pm
IND
- ORD
1 stop23h 02m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 4/19. 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 5/1912:50 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Tue 5/197:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 4/19![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 5/197:00 am
ORD
- CVG
1 stop5h 27m
Delta
Wed 5/274:11 pm
CVG
- ORD
1 stop5h 15m
Delta
Deal found 4/22![Delta logo]()
$195
This Mytrip deal was found by Cheapflights users on 4/18. 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 5/1610:49 am
ORD
- IND
1 stop10h 52m
Spirit Airlines
Sat 5/236:10 am
IND
- ORD
3 stops27h 12m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$406
This Southwest deal was found by Cheapflights users on 4/21. 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 5/187:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Tue 5/198:35 am
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 4/21![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/151:50 pm
ORD
- CVG
1 stop20h 24m
Frontier
Wed 6/1712:54 pm
CVG
- ORD
1 stop7h 59m
Frontier
Deal found 4/18![Frontier logo]()
$221
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 6/211:09 am
ORD
- SDF
2 stops7h 41m
Delta
Wed 6/310:39 am
SDF
- ORD
1 stop3h 22m
Delta
Deal found 4/22![Delta logo]()
$202
This American Airlines deal was found by Cheapflights users on 4/22. 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 8/2610:09 pm
ORD
- FWA
Nonstop1h 24m
American Airlines
Tue 9/16:00 am
FWA
- ORD
Nonstop1h 11m
American Airlines
Deal found 4/22![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 4/23. 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 7/154:31 pm
ORD
- DAY
Nonstop1h 31m
United Airlines
Sat 7/1811:39 am
DAY
- ORD
Nonstop1h 26m
United Airlines
Deal found 4/23![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 4/20. 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 5/196:10 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Tue 5/267:35 pm
CVG
- MDW
Nonstop1h 15m
Southwest
Deal found 4/20![Southwest logo]()
$199
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 6/127:55 pm
ORD
- DAY
Nonstop1h 28m
United Airlines
Sat 6/135:55 am
DAY
- ORD
Nonstop1h 24m
United Airlines
Deal found 4/22![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 6/85:11 pm
MDW
- CVG
1 stop5h 05m
Delta
Wed 6/1010:05 am
CVG
- MDW
2 stops9h 26m
Delta
Deal found 4/21![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 4/22. 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 6/264:07 pm
ORD
- FWA
Nonstop1h 15m
American Airlines
Sun 6/2811:00 am
FWA
- ORD
Nonstop1h 20m
American Airlines
Deal found 4/22![American Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/157:33 pm
ORD
- CVG
2 stops14h 41m
Multiple Airlines
Wed 6/1712:54 pm
CVG
- ORD
1 stop7h 59m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Thu 6/189:25 pm
ORD
- DAY
Nonstop1h 29m
United Airlines
Mon 6/225:55 am
DAY
- ORD
Nonstop1h 24m
United Airlines
Deal found 4/20![United Airlines logo]()
$239
This Delta deal was found by Cheapflights users on 4/21. 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 5/276:36 pm
MDW
- IND
1 stop4h 23m
Delta
Wed 6/32:07 pm
IND
- MDW
1 stop5h 26m
Delta
Deal found 4/21![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 4/19. 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.
Wed 5/206:10 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Sun 5/249:55 am
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 4/19![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 4/21. 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 5/209:22 am
MDW
- IND
1 stop4h 57m
Delta
Wed 5/278:10 am
IND
- MDW
1 stop5h 32m
Delta
Deal found 4/21![Delta logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/65:05 am
ORD
- FWA
1 stop29h 20m
Multiple Airlines
Sun 5/1012:15 pm
FWA
- ORD
1 stop12h 00m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 4/21. 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 5/65:03 pm
ORD
- FWA
Nonstop1h 13m
American Airlines
Sun 5/107:48 pm
FWA
- ORD
Nonstop1h 31m
American Airlines
Deal found 4/21![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 5/1912:40 pm
ORD
- SDF
Nonstop1h 29m
United Airlines
Wed 5/202:45 pm
SDF
- ORD
Nonstop1h 41m
United Airlines
Deal found 4/21![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 4/21. 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 5/279:25 am
ORD
- IND
1 stop4h 54m
Delta
Wed 6/38:10 am
IND
- ORD
1 stop5h 51m
Delta
Deal found 4/21![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 4/20. 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.
Thu 6/47:05 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Thu 6/116:50 pm
CVG
- MDW
1 stop6h 25m
Southwest
Deal found 4/20![Southwest logo]()
$253
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/2210:44 am
ORD
- CVG
Nonstop1h 25m
United Airlines
Mon 5/252:06 pm
CVG
- ORD
Nonstop1h 34m
United Airlines
Deal found 4/22![United Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 4/18. 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.
Mon 6/159:31 pm
ORD
- CVG
Nonstop1h 27m
American Airlines
Wed 6/175:06 am
CVG
- ORD
1 stop4h 56m
American Airlines
Deal found 4/18![American Airlines logo]()
$283
Last-minute flights from Chicago to IndianaDiscover last-minute flight deals from Chicago to Indiana. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Indiana. Data last updated April 23, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/19. 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.
Mon 4/276:00 am
ORD
- IND
1 stop11h 29m
Frontier
Mon 5/181:46 pm
IND
- ORD
1 stop10h 27m
Frontier
Deal found 4/19![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/512:24 pm
MDW
- IND
2 stops23h 22m
Frontier
Wed 5/1312:14 pm
IND
- MDW
1 stop10h 48m
Frontier
Deal found 4/21![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1412:19 pm
MDW
- IND
1 stop22h 04m
Frontier
Mon 5/1812:14 pm
IND
- MDW
1 stop23h 55m
Frontier
Deal found 4/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/141:59 pm
ORD
- IND
1 stop20h 24m
Frontier
Mon 5/1812:14 pm
IND
- ORD
1 stop20h 41m
Frontier
Deal found 4/20![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1412:19 pm
MDW
- IND
1 stop22h 04m
Multiple Airlines
Mon 5/186:40 pm
IND
- MDW
2 stops28h 22m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/1410:22 am
ORD
- CVG
1 stop21h 03m
Frontier
Mon 5/1812:46 pm
CVG
- ORD
1 stop20h 09m
Frontier
Deal found 4/21![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 4/21. 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 5/187:00 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Tue 5/198:35 am
CVG
- MDW
Nonstop1h 10m
Southwest
Deal found 4/21![Southwest logo]()
$193
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Mon 5/187:14 pm
ORD
- CVG
Nonstop1h 30m
American Airlines
Tue 5/1911:11 am
CVG
- ORD
Nonstop1h 34m
American Airlines
Deal found 4/21![American Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 4/19. 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 5/1912:50 pm
MDW
- SDF
Nonstop1h 15m
Southwest
Tue 5/197:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Deal found 4/19![Southwest logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/1912:24 pm
MDW
- CVG
2 stops10h 05m
Frontier
Wed 5/2712:46 pm
CVG
- MDW
1 stop23h 26m
Frontier
Deal found 4/19![Frontier logo]()
$192
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 5/191:22 pm
MDW
- CVG
1 stop4h 48m
Delta
Wed 5/273:00 pm
CVG
- MDW
1 stop7h 09m
Delta
Deal found 4/22![Delta logo]()
$195
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/2011:20 am
ORD
- SDF
Nonstop1h 32m
United Airlines
Wed 5/277:52 pm
SDF
- ORD
Nonstop1h 43m
United Airlines
Deal found 4/20![United Airlines logo]()
$177
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 April 23, 2026.
Search for one-way flight options from Chicago to Indiana. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Frontier deal was found by Cheapflights users on 4/21. 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.
Mon 5/186:00 am
MDW
- CVG
1 stop4h 41m
Frontier
Deal found 4/21![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/206:00 am
MDW
- CVG
1 stop28h 04m
Frontier
Deal found 4/21![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Sun 5/246:00 am
MDW
- IND
1 stop28h 23m
Frontier
Deal found 4/21![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 6/1012:04 pm
MDW
- CVG
1 stop22h 10m
Frontier
Deal found 4/23![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/207:15 am
ORD
- CVG
1 stop26h 49m
Frontier
Deal found 4/20![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Sun 5/241:50 pm
ORD
- IND
1 stop20h 33m
Frontier
Deal found 4/21![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/76:00 am
MDW
- IND
1 stop28h 23m
Frontier
Deal found 4/22![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/199:37 pm
ORD
- CVG
1 stop13h 23m
Frontier
Deal found 4/20![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/126:00 am
MDW
- IND
1 stop28h 03m
Frontier
Deal found 4/20![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/126:55 am
ORD
- IND
1 stop27h 08m
Frontier
Deal found 4/20![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 7/216:00 am
MDW
- CVG
1 stop28h 49m
Frontier
Deal found 4/21![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/167:52 am
ORD
- SDF
1 stop26h 38m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$87
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 April 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $136 (Kiwi.com) |
One-way from | $70 (Frontier) |
Popular in | April |
Cheapest in | August |
Average price | $462 |
Good round-trip deal | $319 or less |
Good one-way deal | $102 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 April 23, 2026.
Use the filters below to find and compare flights from Chicago to Indiana that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoLouisville
MDW - SDF
MDWSDF
Chicago Midway
Tue 6/2
7:40 am-9:50 am
Nonstop1h 10m
Louisville Intl
Wed 6/3
3:30 pm-3:45 pm
Nonstop1h 15m
$177
ChicagoLouisville
MDW - SDF
MDWSDF
Chicago Midway
Tue 5/19
12:50 pm-3:05 pm
Nonstop1h 15m
Louisville Intl
Tue 5/19
7:15 pm-7:30 pm
Nonstop1h 15m
$178
Quickest round-trip
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Mon 5/18
7:00 pm-9:10 pm
Nonstop1h 10m
Cincinnati Cinci./N. Kentucky
Tue 5/19
8:35 am-8:45 am
Nonstop1h 10m
$193
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Tue 5/19
1:22 pm-7:10 pm
1 stop4h 48m
Cincinnati Cinci./N. Kentucky
Wed 5/27
3:00 pm-9:09 pm
1 stop7h 09m
$195
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Tue 5/19
7:00 am-1:27 pm
1 stop5h 27m
Cincinnati Cinci./N. Kentucky
Wed 5/27
4:11 pm-8:26 pm
1 stop5h 15m
$195
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Tue 5/19
6:10 pm-8:20 pm
Nonstop1h 10m
Cincinnati Cinci./N. Kentucky
Tue 5/26
7:35 pm-7:50 pm
Nonstop1h 15m
$199
ChicagoLouisville
ORD - SDF
ORDSDF
Chicago O'Hare Intl
Tue 6/2
11:09 am-7:50 pm
2 stops7h 41m
Louisville Intl
Wed 6/3
10:39 am-1:01 pm
1 stop3h 22m
$202
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Mon 6/15
6:00 am-11:49 am
1 stop4h 49m
Cincinnati Cinci./N. Kentucky
Wed 6/17
12:54 pm-10:11 pm
1 stop10h 17m
$210
ChicagoCincinnati
MDW - CVG
MDWCVG
Chicago Midway
Mon 6/8
5:11 pm-11:16 pm
1 stop5h 05m
Cincinnati Cinci./N. Kentucky
Wed 6/10
10:05 am-6:31 pm
2 stops9h 26m
$218
ChicagoCincinnati
ORD - CVG
ORDCVG
Chicago O'Hare Intl
Mon 6/15
1:50 pm-11:14 am
1 stop20h 24m
Cincinnati Cinci./N. Kentucky
Wed 6/17
12:54 pm-7:53 pm
1 stop7h 59m
$221
Showing 1-10 of 60 resultsSorted by cheapest first
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.
MDW-IND
ORD-IND
ORD-SDF
MDW-SDF
MDW-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
MDW-IND
ORD-IND
ORD-SDF
MDW-SDF
What is the cheapest month to book a flight from Chicago to Indiana?
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.
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 April 23, 2026.
It’s optimal to fly from Chicago to Indiana in the morning. By choosing this option you can save up to 30% 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 April 18, 2026.
Travelers seeking maximum savings on their Chicago to Indiana flight should consider departing on Friday mornings 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 April 23, 2026.
The most flights from CHI to USIN are scheduled on a Thursday (87 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (53 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 April 23, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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.
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 April 23, 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 April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$346 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$430 | FlexibilityNo cancel fee | On-time71% |