$62+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Sep 14 — Sep 211
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Indianapolis to Chicago
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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 15, 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 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:48 pm -
1 stop17h 03m
Wed 9/236:20 am -
1 stop11h 33m
Deal found 8/13![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:48 pm -
1 stop17h 03m
Wed 9/166:20 am -
1 stop11h 33m
Deal found 8/11![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 am -
Nonstop1h 00m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/287:48 pm -
1 stop17h 03m
Mon 10/510:26 am -
1 stop7h 27m
Deal found 8/14![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:48 pm -
1 stop17h 03m
Mon 9/1410:26 am -
1 stop7h 27m
Deal found 8/11![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:48 pm -
1 stop23h 35m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/13![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:48 pm -
1 stop14h 32m
Tue 9/227:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$146
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/144:12 pm -
1 stop9h 11m
Mon 9/216:30 am -
1 stop7h 47m
Deal found 8/15![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/147:48 pm -
1 stop23h 35m
Fri 9/187:28 pm -
1 stop22h 25m
Deal found 8/15![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:48 pm -
1 stop23h 35m
Tue 9/227:28 pm -
1 stop22h 25m
Deal found 8/13![Frontier logo]()
$153
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:31 pm -
Nonstop1h 29m
Sun 9/61:00 pm -
Nonstop1h 21m
Deal found 8/10![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/215:00 pm -
Nonstop1h 05m
Wed 9/2310:20 am -
Nonstop1h 00m
Deal found 8/14![Southwest logo]()
$157
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 15, 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 15, 2026.
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:00 pm -
Nonstop1h 05m
Thu 9/178:35 pm -
Nonstop1h 05m
Deal found 8/13![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:39 am -
Nonstop1h 21m
Mon 9/77:38 pm -
Nonstop1h 22m
Deal found 8/12![United Airlines logo]()
$182
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:55 am -
1 stop3h 47m
Tue 9/811:17 am -
1 stop6h 39m
Deal found 8/14![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/17:05 am -
Nonstop1h 23m
Fri 10/162:16 pm -
Nonstop1h 18m
Deal found 8/14![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 am -
Nonstop1h 00m
Fri 9/111:40 pm -
2 stops8h 30m
Deal found 8/12![Southwest logo]()
$215
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/42:00 pm -
Nonstop1h 20m
Tue 9/810:30 am -
Nonstop1h 17m
Deal found 8/14![United Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:30 pm -
Nonstop1h 21m
Sat 11/1410:36 am -
Nonstop1h 11m
Deal found 8/11![United Airlines logo]()
$205
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/141:15 pm -
2 stops5h 35m
Mon 9/218:35 pm -
Nonstop1h 05m
Deal found 8/15![Southwest logo]()
$235
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:32 am -
1 stop4h 18m
Mon 9/76:59 am -
1 stop3h 33m
Deal found 8/12![Delta logo]()
$262
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/214:25 pm -
Nonstop1h 23m
Thu 9/245:59 am -
Nonstop1h 16m
Deal found 8/13![United Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 12/36:45 am -
Nonstop1h 10m
Sun 12/610:00 am -
Nonstop1h 00m
Deal found 8/15![Southwest logo]()
$242
This KAYAK deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:15 pm -
1 stop4h 15m
Thu 9/177:05 am -
1 stop3h 26m
Deal found 8/13![Delta logo]()
$273
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/248:10 am -
Nonstop1h 19m
Mon 9/2810:25 am -
Nonstop1h 17m
Deal found 8/14![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Sun 9/62:10 pm -
1 stop8h 10m
Wed 9/912:45 pm -
2 stops8h 00m
Deal found 8/14![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:55 am -
1 stop3h 47m
Sun 9/207:05 am -
1 stop3h 26m
Deal found 8/14![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/52:45 pm -
1 stop5h 30m
Sun 9/61:45 pm -
2 stops8h 35m
Deal found 8/14![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:00 pm -
Nonstop1h 05m
Thu 9/38:35 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$285
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:03 pm -
Nonstop1h 29m
Sun 9/273:35 pm -
Nonstop1h 14m
Deal found 8/13![United Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/119:21 am -
Nonstop1h 22m
Sun 9/137:45 pm -
Nonstop1h 22m
Deal found 8/14![United Airlines logo]()
$352
Last-minute flights from Indianapolis to ChicagoDiscover last-minute flight deals from Indianapolis to Chicago. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Chicago. Data last updated August 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:04 am -
Nonstop1h 26m
Sun 9/69:40 pm -
Nonstop1h 18m
Deal found 8/13![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:48 pm -
1 stop14h 32m
Tue 9/227:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 am -
Nonstop1h 00m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/11![Southwest logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:48 pm -
1 stop17h 03m
Mon 9/1410:26 am -
1 stop7h 27m
Deal found 8/11![Frontier logo]()
$137
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/124:12 pm -
1 stop9h 11m
Sat 9/196:20 am -
1 stop11h 33m
Deal found 8/15![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:48 pm -
1 stop17h 03m
Wed 9/166:20 am -
1 stop11h 33m
Deal found 8/11![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:48 pm -
1 stop23h 35m
Mon 9/2110:26 am -
1 stop7h 27m
Deal found 8/13![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:48 pm -
1 stop23h 35m
Tue 9/227:28 pm -
1 stop22h 25m
Deal found 8/13![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:48 pm -
1 stop17h 03m
Wed 9/236:20 am -
1 stop11h 33m
Deal found 8/13![Frontier logo]()
$127
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am -
Nonstop1h 21m
Wed 9/232:15 pm -
Nonstop1h 18m
Deal found 8/14![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/215:00 pm -
Nonstop1h 05m
Wed 9/2310:20 am -
Nonstop1h 00m
Deal found 8/14![Southwest logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/287:48 pm -
1 stop17h 03m
Mon 10/510:26 am -
1 stop7h 27m
Deal found 8/14![Frontier logo]()
$133
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 15, 2026.
Search for one-way flight options from Indianapolis to Chicago. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Trip.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/127:59 pm -
1 stop23h 32m
Deal found 8/13![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:48 pm -
1 stop17h 03m
Deal found 8/11![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/912:39 pm -
1 stop24h 23m
Deal found 8/11![Frontier logo]()
$66
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:15 pm -
Nonstop1h 05m
Deal found 8/12![Southwest logo]()
$66
This Trip.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:48 pm -
1 stop23h 35m
Deal found 8/14![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:48 pm -
1 stop17h 03m
Deal found 8/12![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:39 pm -
1 stop8h 05m
Deal found 8/12![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:11 pm -
1 stop14h 42m
Deal found 8/13![Frontier logo]()
$72
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/124:12 pm -
1 stop9h 11m
Deal found 8/14![Frontier logo]()
$74
This Trip.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:11 pm -
1 stop17h 44m
Deal found 8/13![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:59 pm -
1 stop15h 59m
Deal found 8/12![Frontier logo]()
$78
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:50 am -
Nonstop1h 00m
Deal found 8/11![Southwest logo]()
$79
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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $127 (Kiwi.com) |
One-way from | $62 (Trip.com) |
Popular in | June |
Cheapest in | August |
Average price | $255 |
Good round-trip deal | $351 or less |
Good one-way deal | $172 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 2,558,603 searches. Data last updated August 15, 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
Quickest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 9/10
5:00 pm-5:05 pm
Nonstop1h 05m
Chicago Midway
Thu 9/17
8:35 pm-10:40 pm
Nonstop1h 05m
$157
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sat 9/5
8:39 am-9:00 am
Nonstop1h 21m
Chicago O'Hare Intl
Mon 9/7
7:38 pm-10:00 pm
Nonstop1h 22m
$182
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Thu 10/1
7:05 am-7:28 am
Nonstop1h 23m
Chicago O'Hare Intl
Fri 10/16
2:16 pm-4:34 pm
Nonstop1h 18m
$197
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Fri 9/4
2:00 pm-2:20 pm
Nonstop1h 20m
Chicago O'Hare Intl
Tue 9/8
10:30 am-12:47 pm
Nonstop1h 17m
$197
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Thu 11/12
4:30 pm-4:51 pm
Nonstop1h 21m
Chicago O'Hare Intl
Sat 11/14
10:36 am-12:47 pm
Nonstop1h 11m
$205
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Mon 9/21
4:25 pm-4:48 pm
Nonstop1h 23m
Chicago O'Hare Intl
Thu 9/24
5:59 am-8:15 am
Nonstop1h 16m
$207
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 9/11
6:45 am-6:45 am
Nonstop1h 00m
Chicago Midway
Fri 9/11
1:40 pm-11:10 pm
2 stops8h 30m
$215
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Fri 9/4
7:55 am-10:42 am
1 stop3h 47m
Chicago O'Hare Intl
Tue 9/8
11:17 am-6:56 pm
1 stop6h 39m
$217
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Thu 9/24
8:10 am-8:29 am
Nonstop1h 19m
Chicago O'Hare Intl
Mon 9/28
10:25 am-12:42 pm
Nonstop1h 17m
$227
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Mon 9/14
1:15 pm-5:50 pm
2 stops5h 35m
Chicago Midway
Mon 9/21
8:35 pm-10:40 pm
Nonstop1h 05m
$235
Showing 1-10 of 43 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 $245). Flying from Indianapolis to Chicago in March is currently the most expensive (average of $470). 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 15, 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 15, 2026.
The most flights from IND to CHI are scheduled on a Friday (76 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 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 $227 and $452 in September.The cheapest round-trip price found within the last 5 days was $127 on Frontier (Sep 21-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 8, 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. Friday at noon 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 15, 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.
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Indianapolis and Chicago flights
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Other flights from Indianapolis
Browse through other flights departing from Indianapolis. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
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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 2,558,603 searches. Data last updated August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$298 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$297 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |