$70+ Cheap flights from Indiana to Illinois
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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
IND — ORD
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Indiana to Illinois with Cheapflights
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Cheapest flights from Indiana to IllinoisExplore the most affordable flight options available from Indiana to Illinois. 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 Indiana to Illinois. 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.
Wed 5/1312:14 pm
IND
- ORD
1 stop8h 37m
Frontier
Sun 5/241:50 pm
ORD
- IND
1 stop20h 33m
Frontier
Deal found 4/21![Frontier logo]()
$145
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.
Fri 5/1512:14 pm
IND
- ORD
1 stop20h 41m
Multiple Airlines
Mon 5/184:05 pm
ORD
- IND
1 stop18h 16m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$171
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.
Tue 5/1211:16 am
SDF
- ORD
Nonstop1h 40m
American Airlines
Tue 5/196:57 pm
ORD
- SDF
Nonstop1h 33m
American Airlines
Deal found 4/22![American Airlines logo]()
$177
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.
Wed 5/203:30 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Wed 5/277:40 am
MDW
- SDF
Nonstop1h 10m
Southwest
Deal found 4/20![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 5/198:55 am
SDF
- MDW
Nonstop1h 20m
Southwest
Tue 5/2612:50 pm
MDW
- SDF
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.
Tue 5/196:10 am
IND
- ORD
1 stop18h 03m
Multiple Airlines
Tue 5/261:50 pm
ORD
- IND
1 stop20h 33m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$179
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 5/1912:26 pm
IND
- MDW
2 stops34h 36m
Multiple Airlines
Tue 5/266:00 am
MDW
- IND
1 stop28h 23m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$180
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.
Mon 6/112:14 pm
IND
- ORD
1 stop20h 41m
Multiple Airlines
Wed 6/38:05 am
ORD
- IND
1 stop26h 16m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$183
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 5/1912:26 pm
IND
- ORD
2 stops20h 29m
Multiple Airlines
Sun 5/241:50 pm
ORD
- IND
1 stop20h 33m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$185
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.
Fri 5/17:06 pm
IND
- ORD
1 stop14h 59m
Multiple Airlines
Thu 5/286:55 am
ORD
- IND
1 stop27h 28m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$186
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.
Mon 5/1812:14 pm
IND
- ORD
1 stop20h 41m
Multiple Airlines
Mon 5/258:05 am
ORD
- IND
1 stop26h 16m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$188
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.
Wed 5/2712:46 pm
CVG
- ORD
1 stop20h 09m
Frontier
Sat 5/301:50 pm
ORD
- CVG
1 stop20h 14m
Frontier
Deal found 4/19![Frontier logo]()
$190
Best flights from Indiana to IllinoisDiscover carefully curated flight deals from Indiana to Illinois 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 Indiana to Illinois 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 4/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:00 pm
CVG
- MDW
Nonstop1h 15m
Southwest
Sat 5/307:40 am
MDW
- CVG
Nonstop1h 05m
Southwest
Deal found 4/23![Southwest logo]()
$191
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.
Wed 5/206:00 am
CVG
- ORD
Nonstop1h 37m
United Airlines
Sat 5/237:05 am
ORD
- CVG
Nonstop1h 31m
United Airlines
Deal found 4/21![United Airlines logo]()
$193
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:57 pm
CVG
- ORD
Nonstop1h 39m
American Airlines
Sat 5/306:48 pm
ORD
- CVG
Nonstop1h 34m
American Airlines
Deal found 4/23![American Airlines logo]()
$211
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 5/912:26 pm
IND
- ORD
1 stop11h 49m
Multiple Airlines
Sun 5/103:44 pm
ORD
- IND
2 stops18h 39m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$224
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:28 pm
SDF
- ORD
1 stop5h 52m
Delta
Sat 6/63:47 pm
ORD
- SDF
1 stop7h 05m
Delta
Deal found 4/23![Delta logo]()
$230
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 5/197:15 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Tue 5/2610:15 am
MDW
- SDF
2 stops9h 50m
Southwest
Deal found 4/19![Southwest logo]()
$193
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:50 pm
CVG
- MDW
2 stops5h 20m
Southwest
Tue 5/266:10 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 4/23![Southwest logo]()
$198
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.
Sat 5/237:50 am
SDF
- ORD
1 stop6h 06m
Delta
Tue 5/267:00 am
ORD
- SDF
1 stop5h 51m
Delta
Deal found 4/22![Delta logo]()
$230
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 7/36:15 pm
DAY
- ORD
Nonstop1h 36m
United Airlines
Fri 7/39:30 pm
ORD
- DAY
Nonstop1h 29m
United Airlines
Deal found 4/19![United Airlines logo]()
$234
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:23 pm
FWA
- ORD
Nonstop1h 21m
American Airlines
Mon 8/38:06 am
ORD
- FWA
Nonstop1h 13m
American Airlines
Deal found 4/19![American Airlines logo]()
$239
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.
Thu 7/210:45 am
FWA
- ORD
1 stop26h 58m
Multiple Airlines
Sat 7/45:26 pm
ORD
- FWA
1 stop15h 29m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$240
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.
Mon 6/88:25 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Wed 6/105:30 pm
MDW
- CVG
1 stop4h 35m
Southwest
Deal found 4/20![Southwest logo]()
$204
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 5/196:23 am
MDW
- STL
1 stop5h 59m
Delta
Wed 5/206:45 am
STL
- MDW
1 stop5h 57m
Delta
Deal found 4/22![Delta logo]()
$233
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.
Thu 5/149:20 pm
ORD
- STL
Nonstop1h 25m
United Airlines
Tue 5/197:45 am
STL
- ORD
Nonstop1h 27m
United Airlines
Deal found 4/22![United Airlines logo]()
$236
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:44 am
FWA
- ORD
Nonstop1h 20m
American Airlines
Tue 6/168:15 am
ORD
- FWA
Nonstop1h 13m
American Airlines
Deal found 4/19![American Airlines logo]()
$239
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:20 pm
CVG
- MDW
Nonstop1h 10m
Southwest
Thu 6/47:05 pm
MDW
- CVG
Nonstop1h 10m
Southwest
Deal found 4/23![Southwest logo]()
$211
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:47 pm
SDF
- MDW
1 stop4h 22m
Delta
Tue 5/261:22 pm
MDW
- SDF
2 stops10h 03m
Delta
Deal found 4/23![Delta logo]()
$235
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.
Wed 6/1710:23 am
FWA
- ORD
Nonstop1h 21m
United Airlines
Wed 6/2410:25 am
ORD
- FWA
Nonstop1h 16m
United Airlines
Deal found 4/21![United Airlines logo]()
$239
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.
Sat 6/612:00 pm
FWA
- ORD
1 stop5h 04m
American Airlines
Sat 6/138:00 am
ORD
- FWA
Nonstop1h 13m
American Airlines
Deal found 4/22![American Airlines logo]()
$250
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 5/197:00 am
SDF
- ORD
1 stop6h 50m
Southwest
Tue 5/262:40 pm
ORD
- SDF
1 stop5h 25m
Southwest
Deal found 4/19![Southwest logo]()
$215
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.
Wed 5/209:49 am
ORD
- STL
1 stop6h 21m
Delta
Wed 5/2711:25 am
STL
- ORD
2 stops8h 49m
Delta
Deal found 4/22![Delta logo]()
$238
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 7/22:20 pm
DAY
- ORD
Nonstop1h 32m
United Airlines
Sun 7/59:30 pm
ORD
- DAY
Nonstop1h 29m
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.
Tue 5/197:07 am
ORD
- STL
1 stop5h 15m
Delta
Wed 5/206:21 am
STL
- ORD
2 stops6h 40m
Delta
Deal found 4/21![Delta logo]()
$238
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.
Thu 5/217:15 am
DAY
- ORD
Nonstop1h 40m
United Airlines
Thu 5/282:44 pm
ORD
- DAY
Nonstop1h 30m
United Airlines
Deal found 4/23![United Airlines logo]()
$239
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 6/115:34 am
DAY
- ORD
Nonstop1h 24m
United Airlines
Sun 6/149:25 pm
ORD
- DAY
Nonstop1h 29m
United Airlines
Deal found 4/20![United Airlines logo]()
$239
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 5/208:35 am
CVG
- MDW
Nonstop1h 10m
Southwest
Sat 5/239:15 am
MDW
- CVG
2 stops10h 30m
Southwest
Deal found 4/21![Southwest logo]()
$239
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:30 am
IND
- ORD
1 stop3h 15m
Delta
Tue 5/192:00 pm
ORD
- IND
1 stop3h 53m
Delta
Deal found 4/20![Delta logo]()
$243
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.
Sun 6/2110:27 am
IND
- ORD
Nonstop1h 22m
American Airlines
Wed 6/246:54 am
ORD
- IND
Nonstop1h 19m
American Airlines
Deal found 4/18![American Airlines logo]()
$317
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.
Wed 6/105:34 am
DAY
- ORD
Nonstop1h 24m
United Airlines
Sun 6/217:55 pm
ORD
- DAY
Nonstop1h 28m
United Airlines
Deal found 4/19![United Airlines logo]()
$239
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.
Wed 5/208:15 am
MDW
- STL
1 stop5h 10m
Southwest
Wed 5/271:15 pm
STL
- MDW
2 stops6h 20m
Southwest
Deal found 4/22![Southwest logo]()
$242
Last-minute flights from Indiana to IllinoisDiscover last-minute flight deals from Indiana to Illinois. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Indiana to Illinois. Data last updated April 23, 2026 and is based on user searches.
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.
Fri 5/17:06 pm
IND
- ORD
1 stop14h 59m
Multiple Airlines
Thu 5/286:55 am
ORD
- IND
1 stop27h 28m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$186
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.
Fri 5/810:33 am
SDF
- ORD
1 stop14h 26m
Multiple Airlines
Sun 5/103:44 pm
ORD
- SDF
1 stop16h 44m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$191
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.
Tue 5/1211:16 am
SDF
- ORD
Nonstop1h 40m
American Airlines
Tue 5/196:57 pm
ORD
- SDF
Nonstop1h 33m
American Airlines
Deal found 4/22![American Airlines logo]()
$177
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 5/1312:14 pm
IND
- ORD
1 stop8h 37m
Frontier
Sun 5/241:50 pm
ORD
- IND
1 stop20h 33m
Frontier
Deal found 4/21![Frontier logo]()
$145
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.
Fri 5/1512:14 pm
IND
- ORD
1 stop20h 41m
Multiple Airlines
Mon 5/184:05 pm
ORD
- IND
1 stop18h 16m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$171
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.
Mon 5/1812:14 pm
IND
- ORD
1 stop20h 41m
Multiple Airlines
Mon 5/258:05 am
ORD
- IND
1 stop26h 16m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$188
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 5/198:55 am
SDF
- MDW
Nonstop1h 20m
Southwest
Tue 5/2612:50 pm
MDW
- SDF
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.
Tue 5/196:10 am
IND
- ORD
1 stop18h 03m
Multiple Airlines
Tue 5/261:50 pm
ORD
- IND
1 stop20h 33m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$179
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 5/1912:26 pm
IND
- MDW
2 stops34h 36m
Multiple Airlines
Tue 5/266:00 am
MDW
- IND
1 stop28h 23m
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.
Tue 5/1912:26 pm
IND
- ORD
2 stops20h 29m
Multiple Airlines
Sun 5/241:50 pm
ORD
- IND
1 stop20h 33m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$185
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.
Wed 5/203:30 pm
SDF
- MDW
Nonstop1h 15m
Southwest
Wed 5/277:40 am
MDW
- SDF
Nonstop1h 10m
Southwest
Deal found 4/20![Southwest logo]()
$177
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.
Wed 5/2712:46 pm
CVG
- ORD
1 stop20h 09m
Frontier
Sat 5/301:50 pm
ORD
- CVG
1 stop20h 14m
Frontier
Deal found 4/19![Frontier logo]()
$190
One-way flights from Indiana to IllinoisSearch for one-way flight options from Indiana to Illinois. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
Search for one-way flight options from Indiana to Illinois. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Frontier deal was found by Cheapflights users on 4/19. 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.
Tue 5/1912:24 pm
MDW
- STL
1 stop5h 09m
Frontier
Deal found 4/19![Frontier logo]()
$70
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.
Fri 5/155:30 pm
ORD
- STL
1 stop6h 51m
Frontier
Deal found 4/19![Frontier logo]()
$70
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.
Wed 5/1312:14 pm
IND
- MDW
1 stop10h 48m
Frontier
Deal found 4/22![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.
Mon 5/1812:46 pm
CVG
- MDW
1 stop23h 23m
Frontier
Deal found 4/21![Frontier logo]()
$71
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/184:52 pm
MDW
- STL
1 stop7h 29m
Frontier
Deal found 4/20![Frontier logo]()
$75
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/181:46 pm
IND
- ORD
1 stop10h 27m
Frontier
Deal found 4/20![Frontier logo]()
$76
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.
Mon 5/1812:14 pm
IND
- MDW
1 stop23h 55m
Frontier
Deal found 4/20![Frontier logo]()
$76
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:00 am
MDW
- STL
1 stop10h 54m
Frontier
Deal found 4/21![Frontier logo]()
$76
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:55 am
ORD
- STL
1 stop10h 38m
Frontier
Deal found 4/20![Frontier logo]()
$76
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.
Mon 5/1812:46 pm
CVG
- ORD
1 stop20h 09m
Frontier
Deal found 4/20![Frontier logo]()
$76
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.
Tue 5/126:55 am
ORD
- STL
1 stop10h 38m
Frontier
Deal found 4/19![Frontier logo]()
$77
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.
Mon 5/1112:14 pm
IND
- MDW
1 stop10h 48m
Frontier
Deal found 4/19![Frontier logo]()
$78
Find flight deals from Indiana to Illinois
Keep the following information in mind while searching for Indiana to Illinois flight deals. Data was last updated April 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $145 (Kiwi.com) |
One-way from | $70 (Frontier) |
Popular in | March |
Cheapest in | August |
Average price | $234 |
Good round-trip deal | $344 or less |
Good one-way deal | $148 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Indiana to Illinois 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 Indiana to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Sat 5/23
5:00 pm-5:15 pm
Nonstop1h 15m
Chicago Midway
Sat 5/30
7:40 am-9:45 am
Nonstop1h 05m
$191
CincinnatiChicago
CVG - ORD
CVGORD
Cincinnati Cinci./N. Kentucky
Wed 5/20
6:00 am-6:37 am
Nonstop1h 37m
Chicago O'Hare Intl
Sat 5/23
7:05 am-9:36 am
Nonstop1h 31m
$193
LouisvilleChicago
SDF - MDW
SDFMDW
Louisville Intl
Tue 5/19
7:15 pm-7:30 pm
Nonstop1h 15m
Chicago Midway
Tue 5/26
10:15 am-9:05 pm
2 stops9h 50m
$193
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Sat 5/23
12:50 pm-5:10 pm
2 stops5h 20m
Chicago Midway
Tue 5/26
6:10 pm-8:20 pm
Nonstop1h 10m
$198
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 6/8
8:25 pm-8:35 pm
Nonstop1h 10m
Chicago Midway
Wed 6/10
5:30 pm-11:05 pm
1 stop4h 35m
$204
CincinnatiChicago
CVG - ORD
CVGORD
Cincinnati Cinci./N. Kentucky
Sat 5/23
1:57 pm-2:36 pm
Nonstop1h 39m
Chicago O'Hare Intl
Sat 5/30
6:48 pm-9:22 pm
Nonstop1h 34m
$211
CincinnatiChicago
CVG - MDW
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 6/1
8:20 pm-8:30 pm
Nonstop1h 10m
Chicago Midway
Thu 6/4
7:05 pm-9:15 pm
Nonstop1h 10m
$211
LouisvilleChicago
SDF - ORD
SDFORD
Louisville Intl
Tue 5/19
7:00 am-12:50 pm
1 stop6h 50m
Chicago O'Hare Intl
Tue 5/26
2:40 pm-9:05 pm
1 stop5h 25m
$215
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Sat 5/9
12:26 pm-11:15 pm
1 stop11h 49m
Chicago O'Hare Intl
Sun 5/10
3:44 pm-11:23 am
2 stops18h 39m
$224
LouisvilleChicago
SDF - ORD
SDFORD
Louisville Intl
Wed 6/3
4:28 pm-9:20 pm
1 stop5h 52m
Chicago O'Hare Intl
Sat 6/6
3:47 pm-11:52 pm
1 stop7h 05m
$230
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Indiana to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Indiana with our price prediction graph.
CVG-MDW
CVG-ORD
IND-ORD
SDF-ORD
SDF-MDW
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 Indiana to Illinois
USIN-USIL
CVG-MDW
CVG-ORD
IND-ORD
SDF-ORD
How far ahead should I book a flight from Indiana to Illinois?
To ensure you get the cheapest price possible for a flight from Indiana to Illinois, you should look to book at least 82 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Indiana to Illinois?
Currently, August is the cheapest month in which you can book a flight from Indiana to Illinois (average of $98). Flying from Indiana to Illinois in November is currently the most expensive (average of $179). 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 IN to IL?
Find hourly flight availability from Indiana to Illinois. 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.
Unlike at noon, when flights are generally more expensive, you can save up to 33% on flights from Indiana to Illinois by exploring options for tickets in the morning.
What is the cheapest day to fly from Indiana to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Indiana to Illinois. Price data was last updated on April 18, 2026.
Travelers seeking maximum savings on their Indiana to Illinois flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Indiana to Illinois
Explore weekly flight availability from Indiana to Illinois. 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 USIN to USIL are scheduled on a Thursday (91 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (66 on average).
How much does it cost to fly round-trip from Indiana to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 23, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Indiana to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Indiana to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Indiana to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indiana to Illinois by cabin class
Find flights from Indiana to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Indiana and Illinois flights
Browse other Indiana and Illinois flight options. Last updated on April 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Indiana after your stay in Illinois
Indiana to Illinois flights
Consider these flights traveling from Indiana to Illinois.
Top 3 airlines flying from Indiana to Illinois
Discover the top 3 airlines that operate flights from Indiana to Illinois. 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$136 | Average$307 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$245 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |