$63+ Cheap flights from Indiana 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 12 — Sep 191
Round-trip
1 adult, Economy
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Find cheap flights from Indiana 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Indiana to Chicago
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Cheapest flights from Indiana to ChicagoExplore the most affordable flight options available from Indiana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
Explore the most affordable flight options available from Indiana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
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 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/10![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 Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:15 pm -
Nonstop1h 05m
Sun 9/611:15 am -
Nonstop1h 00m
Deal found 8/9![Southwest logo]()
$145
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 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.
Fri 9/116:00 am -
Nonstop1h 20m
Fri 9/116:17 pm -
Nonstop1h 22m
Deal found 8/11![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:19 pm -
Nonstop1h 22m
Sun 9/66:45 am -
Nonstop1h 15m
Deal found 8/9![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am -
Nonstop1h 39m
Sun 9/66:56 am -
Nonstop1h 28m
Deal found 8/9![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.
Fri 9/257:48 pm -
1 stop17h 03m
Fri 10/27:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$159
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.
Tue 9/87:33 pm -
1 stop28h 26m
Tue 9/157:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$163
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:15 pm -
Nonstop1h 10m
Sat 9/53:25 pm -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$163
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Sun 9/68:55 am -
1 stop4h 05m
Deal found 8/10![Southwest logo]()
$164
Best flights from Indiana to ChicagoDiscover carefully curated flight deals from Indiana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
Discover carefully curated flight deals from Indiana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
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.
Tue 9/17:15 pm -
Nonstop1h 10m
Wed 9/212:45 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$181
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.
Wed 9/210:23 am -
Nonstop1h 40m
Sat 9/56:56 am -
Nonstop1h 42m
Deal found 8/11![United Airlines logo]()
$183
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.
Thu 9/1011:04 am -
1 stop4h 25m
Mon 9/146:25 pm -
1 stop4h 34m
Deal found 8/12![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:22 am -
Nonstop1h 10m
Mon 9/73:55 pm -
Nonstop1h 13m
Deal found 8/8![American Airlines logo]()
$249
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 9/46:11 pm -
1 stop14h 42m
Sun 9/65:55 am -
2 stops14h 19m
Deal found 8/13![Frontier logo]()
$337
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:55 pm -
Nonstop1h 10m
Sat 9/268:00 am -
Nonstop1h 25m
Deal found 8/10![Southwest logo]()
$182
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.
Fri 9/412:29 pm -
Nonstop1h 34m
Mon 9/79:00 am -
Nonstop1h 26m
Deal found 8/12![United Airlines logo]()
$206
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.
Thu 11/124:40 pm -
Nonstop1h 20m
Sat 11/146:00 am -
1 stop7h 50m
Deal found 8/11![Southwest logo]()
$193
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:55 am -
1 stop6h 13m
Sat 9/58:05 am -
1 stop5h 13m
Deal found 8/11![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:23 pm -
1 stop5h 10m
Sun 9/69:24 am -
1 stop3h 18m
Deal found 8/8![Delta logo]()
$216
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 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/12![Southwest logo]()
$200
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:48 am -
Nonstop1h 22m
Thu 9/179:02 pm -
Nonstop1h 15m
Deal found 8/12![American Airlines logo]()
$249
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.
Wed 10/77:05 am -
Nonstop1h 23m
Fri 10/92:16 pm -
Nonstop1h 18m
Deal found 8/12![United Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:10 am -
1 stop6h 22m
Sun 11/17:10 am -
1 stop5h 26m
Deal found 8/8![Delta logo]()
$216
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 9/72:15 pm -
Nonstop1h 15m
Fri 9/115:55 am -
1 stop6h 10m
Deal found 8/11![Southwest logo]()
$203
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:48 am -
Nonstop1h 22m
Tue 9/298:00 am -
Nonstop1h 16m
Deal found 8/8![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:25 am -
Nonstop1h 29m
Wed 9/29:25 pm -
Nonstop1h 28m
Deal found 8/8![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1310:40 am -
1 stop6h 25m
Sat 10/178:05 am -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$205
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:40 am -
Nonstop1h 20m
Mon 11/28:50 am -
Nonstop1h 13m
Deal found 8/10![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:15 am -
Nonstop1h 38m
Tue 9/2911:20 am -
Nonstop1h 23m
Deal found 8/8![United Airlines logo]()
$247
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:34 am -
Nonstop1h 25m
Mon 10/510:00 pm -
Nonstop1h 26m
Deal found 8/12![American Airlines logo]()
$249
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 9/106:45 am -
Nonstop1h 00m
Thu 9/1710:10 am -
Nonstop1h 00m
Deal found 8/13![Southwest logo]()
$207
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:55 pm -
1 stop5h 49m
Fri 10/21:00 pm -
1 stop6h 33m
Deal found 8/11![Delta logo]()
$253
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:00 am -
Nonstop1h 32m
Wed 9/308:40 am -
Nonstop1h 17m
Deal found 8/9![United Airlines logo]()
$247
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.
Wed 9/231:15 pm -
Nonstop1h 15m
Fri 9/258:00 am -
Nonstop1h 25m
Deal found 8/12![Southwest logo]()
$208
This Delta 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 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
Sun 9/66:40 am -
1 stop4h 56m
Deal found 8/10![Delta logo]()
$254
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:22 pm -
Nonstop1h 28m
Fri 9/114:15 pm -
Nonstop1h 24m
Deal found 8/8![American Airlines logo]()
$254
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.
Fri 9/42:29 pm -
Nonstop1h 22m
Sun 9/67:50 pm -
Nonstop1h 22m
Deal found 8/11![United Airlines logo]()
$249
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.
Thu 9/103:20 pm -
1 stop8h 05m
Mon 9/148:00 am -
Nonstop1h 25m
Deal found 8/12![Southwest logo]()
$211
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.
Fri 9/48:10 am -
1 stop5h 58m
Sat 9/511:22 am -
1 stop4h 49m
Deal found 8/12![Delta logo]()
$268
Last-minute flights from Indiana to ChicagoDiscover last-minute flight deals from Indiana to Chicago. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Indiana to Chicago. Data last updated August 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:15 pm -
Nonstop1h 10m
Sat 9/53:25 pm -
Nonstop1h 15m
Deal found 8/9![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:15 pm -
Nonstop1h 05m
Sun 9/611:15 am -
Nonstop1h 00m
Deal found 8/9![Southwest logo]()
$145
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:19 pm -
Nonstop1h 22m
Sun 9/66:45 am -
Nonstop1h 15m
Deal found 8/9![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am -
Nonstop1h 39m
Sun 9/66:56 am -
Nonstop1h 28m
Deal found 8/9![American Airlines logo]()
$158
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:50 pm -
1 stop6h 45m
Sun 9/68:55 am -
1 stop4h 05m
Deal found 8/10![Southwest logo]()
$164
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.
Tue 9/87:33 pm -
1 stop28h 26m
Tue 9/157:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$163
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 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 pm -
Nonstop1h 05m
Fri 9/118:35 pm -
Nonstop1h 05m
Deal found 8/10![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 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.
Fri 9/116:00 am -
Nonstop1h 20m
Fri 9/116:17 pm -
Nonstop1h 22m
Deal found 8/11![United Airlines logo]()
$157
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 8/11. 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 9/257:48 pm -
1 stop17h 03m
Fri 10/27:28 pm -
1 stop22h 25m
Deal found 8/11![Frontier logo]()
$159
One-way flights from Indiana to ChicagoSearch for one-way flight options from Indiana to Chicago. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
Search for one-way flight options from Indiana to Chicago. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Trip.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 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 8/12![Frontier logo]()
$63
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 10/1212:43 pm -
1 stop23h 49m
Deal found 8/13![Frontier logo]()
$63
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 stop17h 03m
Deal found 8/12![Frontier logo]()
$64
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 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:26 pm -
1 stop20h 27m
Deal found 8/10![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 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 9/117:00 pm -
Nonstop1h 10m
Deal found 8/12![Southwest logo]()
$66
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 11/912:48 pm -
1 stop24h 14m
Deal found 8/11![Frontier logo]()
$66
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 10/2712:39 pm -
1 stop24h 23m
Deal found 8/12![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 8/13. 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 9/1112:43 pm -
1 stop24h 08m
Deal found 8/13![Frontier logo]()
$70
Find flight deals from Indiana to Chicago
Keep the following information in mind while searching for Indiana to Chicago flight deals. Data was last updated August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $129 (Kiwi.com) |
One-way from | $63 (Trip.com) |
Popular in | June |
Cheapest in | August |
Average price | $255 |
Good round-trip deal | $351 or less |
Good one-way deal | $148 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Indiana 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 13, 2026.
Use the filters below to find and compare flights from Indiana to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 9/1
7:15 pm-7:25 pm
Nonstop1h 10m
Chicago Midway
Wed 9/2
12:45 pm-2:55 pm
Nonstop1h 10m
$181
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Sat 9/19
4:55 pm-5:05 pm
Nonstop1h 10m
Chicago Midway
Sat 9/26
8:00 am-10:25 am
Nonstop1h 25m
$182
LouisvilleChicago
SDF Louisville Intl - ORD Chicago O'Hare Intl
SDFORD
Louisville Intl
Wed 9/2
10:23 am-11:03 am
Nonstop1h 40m
Chicago O'Hare Intl
Sat 9/5
6:56 am-9:38 am
Nonstop1h 42m
$183
LouisvilleChicago
SDF Louisville Intl - MDW Chicago Midway
SDFMDW
Louisville Intl
Thu 11/12
4:40 pm-5:00 pm
Nonstop1h 20m
Chicago Midway
Sat 11/14
6:00 am-2:50 pm
1 stop7h 50m
$193
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 9/11
5:00 pm-5:05 pm
Nonstop1h 05m
Chicago Midway
Fri 9/11
8:35 pm-10:40 pm
Nonstop1h 05m
$200
LouisvilleChicago
SDF Louisville Intl - MDW Chicago Midway
SDFMDW
Louisville Intl
Mon 9/7
2:15 pm-2:30 pm
Nonstop1h 15m
Chicago Midway
Fri 9/11
5:55 am-1:05 pm
1 stop6h 10m
$203
LouisvilleChicago
SDF Louisville Intl - MDW Chicago Midway
SDFMDW
Louisville Intl
Tue 10/13
10:40 am-4:05 pm
1 stop6h 25m
Chicago Midway
Sat 10/17
8:05 am-10:20 am
Nonstop1h 15m
$205
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl
CVGORD
Cincinnati Cinci./N. Kentucky
Fri 9/4
12:29 pm-1:03 pm
Nonstop1h 34m
Chicago O'Hare Intl
Mon 9/7
9:00 am-11:26 am
Nonstop1h 26m
$206
Quickest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Thu 9/10
6:45 am-6:45 am
Nonstop1h 00m
Chicago Midway
Thu 9/17
10:10 am-12:10 pm
Nonstop1h 00m
$207
LouisvilleChicago
SDF Louisville Intl - MDW Chicago Midway
SDFMDW
Louisville Intl
Wed 9/23
1:15 pm-1:30 pm
Nonstop1h 15m
Chicago Midway
Fri 9/25
8:00 am-10:25 am
Nonstop1h 25m
$208
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Indiana to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Indiana with our price prediction graph.
IND-ORD
IND-MDW
CVG-ORD
CVG-MDW
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 Chicago
USIN-CHI
IND-ORD
IND-MDW
CVG-ORD
CVG-MDW
What is the cheapest month to book a flight from Indiana to Chicago?
Currently, February is the cheapest month in which you can book a flight from Indiana to Chicago (average of $212). Flying from Indiana to Chicago in July is currently the most expensive (average of $413). 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 CHI?
Find hourly flight availability from Indiana 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 13, 2026.
It’s typically best to fly out from Indiana to Chicago in the morning. Doing so could potentially save you 31% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Indiana to Chicago
Explore weekly flight availability from Indiana 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 13, 2026.
The most flights from USIN to CHI are scheduled on a Tuesday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).
How much does it cost to fly round-trip from Indiana to Chicago?
Airfare is below average for this route at the moment.
Indiana to Chicago flights typically cost between $227 and $358 in September.The cheapest round-trip price found within the last 5 days was $129 on Frontier (Sep 14-Sep 16).
What is the cheapest day to fly from Indiana to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Indiana to Chicago. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Indiana to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Indiana 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
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Alternative routes for Indiana to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 13, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indiana to Chicago by cabin class
Find flights from Indiana to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Indiana and Chicago flights
Browse other Indiana and Chicago flight options. Last updated on August 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Indiana to Chicago flights
Consider these flights traveling from Indiana to Chicago.
Top 3 airlines flying from Indiana to Chicago
Discover the top 3 airlines that operate flights from Indiana 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$253 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$337 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |