$79+ Cheap flights from Indianapolis (IND) to Chicago (CHI)
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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Sep 30 — Oct 71
Round-trip
1 adult, Economy
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Find cheap flights from Indianapolis to Chicago with Cheapflights
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 Indianapolis to ChicagoExplore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
Explore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 31, 2026.
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/226:00 am -
Nonstop1h 20m
Wed 9/237:45 pm -
Nonstop1h 22m
Deal found 8/27![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/27. 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 9/225:00 pm -
Nonstop1h 05m
Sat 9/2610:10 am -
Nonstop1h 00m
Deal found 8/27![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/178:52 pm -
Nonstop1h 37m
Mon 9/218:11 am -
Nonstop1h 15m
Deal found 8/27![American Airlines logo]()
$158
This Frontier deal was found by Cheapflights users on 8/27. 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.
Sat 10/311:47 pm -
1 stop5h 29m
Mon 11/96:30 am -
1 stop7h 38m
Deal found 8/27![Frontier logo]()
$159
This Southwest deal was found by Cheapflights users on 8/27. 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 9/227:40 am -
Nonstop1h 00m
Wed 9/231:55 pm -
1 stop5h 45m
Deal found 8/27![Southwest logo]()
$167
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:21 am -
1 stop12h 38m
Sat 9/266:30 am -
1 stop7h 47m
Deal found 8/27![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 8/27. 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 10/263:58 pm -
1 stop9h 26m
Wed 11/117:15 am -
1 stop10h 42m
Deal found 8/27![Frontier logo]()
$173
This Delta deal was found by Cheapflights users on 8/27. 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 9/225:15 pm -
1 stop4h 15m
Thu 9/247:30 pm -
1 stop3h 34m
Deal found 8/27![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/27. 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 9/196:35 am -
1 stop3h 32m
Mon 9/217:01 pm -
1 stop4h 03m
Deal found 8/27![Delta logo]()
$177
This Frontier deal was found by Cheapflights users on 8/27. 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 9/184:12 pm -
1 stop9h 11m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/27![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 8/27. 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.
Thu 9/1711:31 am -
1 stop9h 04m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/27![Frontier logo]()
$189
This Frontier deal was found by Cheapflights users on 8/27. 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 10/163:58 pm -
1 stop9h 26m
Sat 10/246:30 am -
1 stop7h 43m
Deal found 8/27![Frontier logo]()
$193
Best flights from Indianapolis to ChicagoDiscover carefully curated flight deals from Indianapolis to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
Discover carefully curated flight deals from Indianapolis to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/39:21 am -
Nonstop1h 22m
Mon 10/264:29 pm -
Nonstop1h 16m
Deal found 8/26![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/26. 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 10/86:45 am -
Nonstop1h 00m
Mon 10/1210:15 pm -
Nonstop0h 55m
Deal found 8/26![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 8/26. 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 10/138:11 am -
1 stop5h 48m
Tue 10/135:29 pm -
1 stop5h 36m
Deal found 8/26![Delta logo]()
$177
This Frontier deal was found by Cheapflights users on 8/26. 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.
Wed 10/74:12 pm -
1 stop9h 11m
Fri 10/98:11 pm -
1 stop13h 15m
Deal found 8/26![Frontier logo]()
$216
This Southwest deal was found by Cheapflights users on 8/27. 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 10/266:20 pm -
1 stop5h 55m
Wed 10/287:55 am -
2 stops5h 50m
Deal found 8/27![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 8/27. 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.
Fri 9/185:20 pm -
1 stop6h 05m
Mon 9/218:35 pm -
Nonstop1h 05m
Deal found 8/27![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/23:03 pm -
Nonstop1h 29m
Mon 10/55:59 am -
Nonstop1h 17m
Deal found 8/26![United Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 8/27. 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.
Sun 9/67:55 am -
1 stop6h 41m
Mon 10/57:30 pm -
1 stop3h 34m
Deal found 8/27![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 8/26. 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 9/173:30 pm -
1 stop6h 30m
Mon 9/215:30 am -
1 stop8h 20m
Deal found 8/26![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 8/27. 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 9/248:00 am -
1 stop5h 39m
Sun 9/277:01 pm -
1 stop4h 03m
Deal found 8/27![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 8/27. 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 9/245:00 pm -
Nonstop1h 05m
Sun 9/2710:15 am -
Nonstop1h 00m
Deal found 8/27![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 8/30. 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 9/257:01 pm -
Nonstop1h 29m
Mon 9/282:16 pm -
Nonstop1h 18m
Deal found 8/30![United Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/28. 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 10/19:21 am -
Nonstop1h 22m
Sat 10/33:35 pm -
Nonstop1h 14m
Deal found 8/28![United Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/30. 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 10/158:10 am -
Nonstop1h 20m
Sun 10/1810:25 am -
Nonstop1h 17m
Deal found 8/30![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 8/30. 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 10/156:45 am -
Nonstop1h 00m
Thu 10/2210:15 pm -
Nonstop1h 00m
Deal found 8/30![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 8/30. 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 11/184:50 pm -
Nonstop1h 15m
Thu 11/198:40 pm -
Nonstop1h 05m
Deal found 8/30![Southwest logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/27. 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 11/203:11 pm -
Nonstop1h 22m
Sun 11/297:29 am -
Nonstop1h 19m
Deal found 8/27![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/31. 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 9/85:58 pm -
1 stop3h 32m
Wed 9/97:05 am -
1 stop5h 25m
Deal found 8/31![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 8/28. 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 9/246:45 am -
Nonstop1h 00m
Thu 10/19:50 am -
Nonstop0h 55m
Deal found 8/28![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 8/29. 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 9/266:50 am -
Nonstop1h 00m
Sat 10/37:10 pm -
Nonstop0h 55m
Deal found 8/29![Southwest logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/30. 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 9/104:25 pm -
Nonstop1h 25m
Mon 9/142:15 pm -
Nonstop1h 18m
Deal found 8/30![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 8/31. 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 12/16:45 am -
Nonstop1h 10m
Tue 12/88:40 pm -
Nonstop1h 05m
Deal found 8/31![Southwest logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/192:00 pm -
Nonstop1h 20m
Tue 9/2212:55 pm -
1 stop10h 01m
Deal found 8/27![United Airlines logo]()
$411
Last-minute flights from Indianapolis to ChicagoDiscover last-minute flight deals from Indianapolis to Chicago. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Chicago. Data last updated August 31, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/178:52 pm -
Nonstop1h 37m
Mon 9/218:11 am -
Nonstop1h 15m
Deal found 8/27![American Airlines logo]()
$158
This Frontier deal was found by Cheapflights users on 8/27. 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.
Thu 9/1711:31 am -
1 stop9h 04m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/27![Frontier logo]()
$189
This Southwest deal was found by Cheapflights users on 8/27. 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 9/176:45 am -
Nonstop1h 00m
Mon 9/218:35 pm -
Nonstop1h 05m
Deal found 8/27![Southwest logo]()
$197
This Frontier deal was found by Cheapflights users on 8/27. 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 9/184:12 pm -
1 stop9h 11m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/27![Frontier logo]()
$178
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/1811:52 am -
Nonstop1h 20m
Wed 9/308:50 pm -
Nonstop1h 19m
Deal found 8/27![American Airlines logo]()
$197
This Frontier deal was found by Cheapflights users on 8/28. 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 9/184:12 pm -
1 stop9h 11m
Wed 9/306:30 am -
1 stop7h 47m
Deal found 8/28![Frontier logo]()
$200
This Delta deal was found by Cheapflights users on 8/27. 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 9/196:35 am -
1 stop3h 32m
Mon 9/217:01 pm -
1 stop4h 03m
Deal found 8/27![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/226:00 am -
Nonstop1h 20m
Wed 9/237:45 pm -
Nonstop1h 22m
Deal found 8/27![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/27. 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 9/225:00 pm -
Nonstop1h 05m
Sat 9/2610:10 am -
Nonstop1h 00m
Deal found 8/27![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/27. 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 9/227:40 am -
Nonstop1h 00m
Wed 9/231:55 pm -
1 stop5h 45m
Deal found 8/27![Southwest logo]()
$167
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:21 am -
1 stop12h 38m
Sat 9/266:30 am -
1 stop7h 47m
Deal found 8/27![Frontier logo]()
$168
This Delta deal was found by Cheapflights users on 8/27. 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 9/225:15 pm -
1 stop4h 15m
Thu 9/247:30 pm -
1 stop3h 34m
Deal found 8/27![Delta logo]()
$177
One-way flights from Indianapolis to ChicagoSearch for one-way flight options from Indianapolis to Chicago. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
Search for one-way flight options from Indianapolis to Chicago. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/172:31 pm -
Nonstop1h 35m
Deal found 8/27![American Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 8/27. 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 9/266:50 am -
Nonstop1h 00m
Deal found 8/27![Southwest logo]()
$79
This Frontier deal was found by Cheapflights users on 8/27. 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.
Sat 10/311:47 pm -
1 stop5h 29m
Deal found 8/27![Frontier logo]()
$80
This Frontier deal was found by Cheapflights users on 8/27. 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.
Sat 10/249:06 pm -
1 stop11h 25m
Deal found 8/27![Frontier logo]()
$85
This Delta deal was found by Cheapflights users on 8/27. 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 10/264:59 pm -
1 stop4h 31m
Deal found 8/27![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 8/28. 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 9/246:35 am -
1 stop3h 32m
Deal found 8/28![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 8/28. 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 9/294:12 pm -
1 stop9h 11m
Deal found 8/28![Frontier logo]()
$90
This Southwest deal was found by Cheapflights users on 8/27. 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 10/2712:45 pm -
2 stops5h 05m
Deal found 8/27![Southwest logo]()
$94
This Frontier deal was found by Cheapflights users on 8/27. 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 9/254:12 pm -
1 stop9h 11m
Deal found 8/27![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 8/28. 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.
Wed 10/2811:25 am -
1 stop6h 38m
Deal found 8/28![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 8/29. 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 10/134:08 pm -
1 stop9h 16m
Deal found 8/29![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 8/30. 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.
Sat 9/2611:21 am -
1 stop12h 38m
Deal found 8/30![Frontier logo]()
$106
Find flight deals from Indianapolis to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $79 (American Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $295 |
Good round-trip deal | $365 or less |
Good one-way deal | $183 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Indianapolis to Chicago 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 7,457,451 searches. Data last updated August 31, 2026.
Use the filters below to find and compare flights from Indianapolis to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sat 10/3
9:21 am-9:43 am
Nonstop1h 22m
Chicago O'Hare Intl
Mon 10/26
4:29 pm-6:45 pm
Nonstop1h 16m
$157
Quickest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 10/8
6:45 am-6:45 am
Nonstop1h 00m
Chicago Midway
Mon 10/12
10:15 pm-12:10 am
Nonstop0h 55m
$157
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Tue 10/13
8:11 am-12:59 pm
1 stop5h 48m
Chicago O'Hare Intl
Tue 10/13
5:29 pm-12:05 am
1 stop5h 36m
$177
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 10/26
6:20 pm-11:15 pm
1 stop5h 55m
Chicago Midway
Wed 10/28
7:55 am-2:45 pm
2 stops5h 50m
$182
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 9/18
5:20 pm-10:25 pm
1 stop6h 05m
Chicago Midway
Mon 9/21
8:35 pm-10:40 pm
Nonstop1h 05m
$207
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Wed 10/7
4:12 pm-12:23 am
1 stop9h 11m
Chicago O'Hare Intl
Fri 10/9
8:11 pm-10:26 am
1 stop13h 15m
$216
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 9/17
3:30 pm-9:00 pm
1 stop6h 30m
Chicago Midway
Mon 9/21
5:30 am-2:50 pm
1 stop8h 20m
$222
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 9/24
5:00 pm-5:05 pm
Nonstop1h 05m
Chicago Midway
Sun 9/27
10:15 am-12:15 pm
Nonstop1h 00m
$252
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Fri 10/2
3:03 pm-3:32 pm
Nonstop1h 29m
Chicago O'Hare Intl
Mon 10/5
5:59 am-8:16 am
Nonstop1h 17m
$267
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sun 9/6
7:55 am-1:36 pm
1 stop6h 41m
Chicago O'Hare Intl
Mon 10/5
7:30 pm-12:04 am
1 stop3h 34m
$268
Showing 1-10 of 46 resultsSorted by cheapest first
Compare providers for flights from Indianapolis to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Indianapolis to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Indianapolis-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Indianapolis-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Indianapolis-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Indianapolis-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Indianapolis-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Indianapolis to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Indianapolis with our price prediction graph.
IND-CHI
IND-ORD
IND-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 Indianapolis to Chicago
IND-CHI
IND-ORD
IND-MDW
What is the cheapest month to book a flight from Indianapolis to Chicago?
Currently, February is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $231). Flying from Indianapolis to Chicago in March is currently the most expensive (average of $460). 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 IND to CHI?
Find hourly flight availability from Indianapolis to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 31, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 37% on flights from Indianapolis to Chicago by exploring options for tickets in the morning.
Weekly flight availability from Indianapolis to Chicago
Explore weekly flight availability from Indianapolis to Chicago. 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 August 31, 2026.
The most flights from IND to CHI are scheduled on a Friday (76 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (60 on average).
How much does it cost to fly round-trip from Indianapolis to Chicago?
Airfare is below average for this route at the moment.
Indianapolis to Chicago flights typically cost between $272 and $307 in September.The cheapest round-trip price found within the last 5 days was $157 on United Airlines (Sep 22-Sep 23).
What is the cheapest day to fly from Indianapolis to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Indianapolis to Chicago. Price data was last updated on August 29, 2026.
Travelers seeking maximum savings on their Indianapolis to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Indianapolis to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Indianapolis to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 31, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Indianapolis to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Porter
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Indianapolis and Chicago flights
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Top 3 airlines flying from Indianapolis to Chicago
Discover the top 3 airlines that operate flights from Indianapolis to Chicago. 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 7,457,451 searches. Data last updated August 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$318 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$181 | Average$297 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$350 | FlexibilityNo cancel fee | On-time63% |