$62+ Cheap flights from Indianapolis (IND) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Nov 26 — Dec 31
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 October 27, 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 October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/17:19 pm -
1 stop19h 33m
Thu 12/38:17 am -
1 stop9h 50m
Deal found 10/25![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:52 pm -
1 stop12h 23m
Mon 12/710:37 pm -
1 stop18h 57m
Deal found 10/25![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/211:04 am -
2 stops11h 31m
Thu 12/38:17 am -
1 stop9h 50m
Deal found 10/25![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/44:41 pm -
1 stop9h 12m
Mon 12/710:37 pm -
1 stop18h 57m
Deal found 10/25![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/68:27 pm -
2 stops20h 37m
Tue 12/88:30 am -
1 stop9h 04m
Deal found 10/25![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:03 pm -
1 stop9h 18m
Tue 11/176:30 am -
1 stop7h 38m
Deal found 10/25![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:47 pm -
1 stop7h 06m
Sun 12/67:25 am -
1 stop9h 27m
Deal found 10/25![Frontier logo]()
$162
This Mytrip deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:41 pm -
1 stop9h 13m
Mon 12/79:34 pm -
2 stops20h 00m
Deal found 10/23![Frontier logo]()
$163
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:55 am -
2 stops10h 47m
Tue 12/88:30 am -
1 stop9h 04m
Deal found 10/22![Frontier logo]()
$165
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:52 pm -
2 stops16h 30m
Wed 11/186:08 am -
1 stop11h 49m
Deal found 10/22![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:52 pm -
1 stop21h 15m
Mon 12/75:02 pm -
2 stops16h 07m
Deal found 10/25![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 10/26. 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 12/106:45 am -
Nonstop1h 10m
Thu 12/179:15 pm -
Nonstop1h 15m
Deal found 10/26![Southwest logo]()
$229
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 October 27, 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 October 27, 2026.
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:50 pm -
Nonstop1h 15m
Tue 11/108:40 pm -
Nonstop1h 10m
Deal found 10/22![Southwest logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:38 pm -
2 stops25h 13m
Tue 11/107:35 pm -
1 stop22h 22m
Deal found 10/22![Frontier logo]()
$240
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/36:05 am -
1 stop3h 53m
Wed 3/35:45 pm -
1 stop5h 19m
Deal found 10/23![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/233:11 pm -
Nonstop1h 22m
Thu 12/37:55 pm -
Nonstop1h 19m
Deal found 10/25![United Airlines logo]()
$279
This JetBlue deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop18h 36m
Mon 11/167:00 am -
1 stop14h 13m
Deal found 10/23![JetBlue logo]()
$303
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/274:40 pm -
Nonstop1h 05m
Sun 1/3110:30 am -
Nonstop1h 00m
Deal found 10/22![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:39 am -
1 stop5h 00m
Wed 11/182:44 pm -
1 stop5h 48m
Deal found 10/22![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Tue 12/292:02 pm -
Nonstop1h 26m
Tue 12/297:45 pm -
Nonstop1h 19m
Deal found 10/26![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:25 pm -
Nonstop1h 05m
Mon 12/71:15 pm -
2 stops7h 55m
Deal found 10/23![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:10 am -
1 stop4h 39m
Tue 12/297:00 am -
1 stop3h 39m
Deal found 10/23![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/44:27 pm -
Nonstop1h 17m
Mon 12/76:20 pm -
Nonstop1h 27m
Deal found 10/25![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:39 am -
1 stop4h 07m
Mon 11/161:31 pm -
1 stop4h 32m
Deal found 10/23![Delta logo]()
$260
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/172:25 pm -
1 stop4h 55m
Fri 1/812:50 pm -
2 stops6h 45m
Deal found 10/25![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 10/26. 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.
Tue 12/295:30 am -
Nonstop1h 10m
Tue 12/299:25 pm -
Nonstop1h 05m
Deal found 10/26![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:10 am -
1 stop3h 40m
Tue 12/296:15 pm -
1 stop3h 53m
Deal found 10/23![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 3/39:07 am -
Nonstop1h 23m
Wed 3/171:59 pm -
Nonstop1h 08m
Deal found 10/26![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/34:20 pm -
1 stop7h 20m
Mon 12/710:20 am -
Nonstop1h 00m
Deal found 10/25![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/306:10 am -
1 stop4h 39m
Mon 1/45:45 pm -
1 stop4h 14m
Deal found 10/23![Delta logo]()
$329
Last-minute flights from Indianapolis to ChicagoDiscover last-minute flight deals from Indianapolis to Chicago. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Chicago. Data last updated October 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/93:58 pm -
1 stop9h 23m
Tue 11/106:30 am -
1 stop7h 38m
Deal found 10/25![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/93:58 pm -
1 stop9h 23m
Mon 11/1610:19 am -
1 stop7h 38m
Deal found 10/22![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/104:03 pm -
1 stop9h 18m
Wed 11/116:30 am -
1 stop7h 38m
Deal found 10/25![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:58 pm -
1 stop9h 23m
Mon 11/167:50 pm -
2 stops39h 03m
Deal found 10/23![Frontier logo]()
$204
This JetBlue deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop18h 36m
Mon 11/167:00 am -
1 stop14h 13m
Deal found 10/23![JetBlue logo]()
$209
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:50 am -
Nonstop1h 10m
Mon 11/168:40 pm -
Nonstop1h 10m
Deal found 10/23![Southwest logo]()
$239
This Mytrip deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:58 pm -
1 stop9h 23m
Sun 11/156:30 am -
1 stop7h 38m
Deal found 10/23![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:03 pm -
1 stop9h 18m
Tue 11/176:30 am -
1 stop7h 38m
Deal found 10/25![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:46 pm -
1 stop5h 44m
Sun 11/156:30 am -
1 stop7h 38m
Deal found 10/23![Frontier logo]()
$172
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:52 pm -
2 stops16h 30m
Wed 11/186:08 am -
1 stop11h 49m
Deal found 10/22![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/2310:56 am -
1 stop13h 38m
Thu 12/38:17 am -
1 stop9h 50m
Deal found 10/25![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:37 pm -
1 stop9h 16m
Sat 12/124:00 pm -
1 stop26h 32m
Deal found 10/22![Frontier logo]()
$175
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 October 27, 2026.
Search for one-way flight options from Indianapolis to Chicago. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:19 pm -
1 stop27h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:19 pm -
1 stop28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:19 pm -
1 stop19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:38 pm -
1 stop27h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 10/27. 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 12/54:41 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:03 pm -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/214:37 pm -
1 stop9h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 10/26. 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.
Tue 11/2410:56 am -
1 stop13h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:58 pm -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$106
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 12/78:10 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![United Airlines logo]()
$115
This Southwest deal was found by Cheapflights users on 10/26. 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.
Sat 11/216:40 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$115
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:45 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$120
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 October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $112 (Kiwi.com) |
One-way from | $62 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $476 |
Good round-trip deal | $338 or less |
Good one-way deal | $218 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 October 27, 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
Tue 11/17
4:03 pm-12:21 am
1 stop9h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$97
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Tue 12/15
9:04 pm-9:25 pm
Nonstop1h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sat 11/21
6:00 am-6:20 am
Nonstop1h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Sat 11/21
6:40 am-6:50 am
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Tue 12/1
5:00 am-5:26 am
Nonstop1h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
Quickest round-trip
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 2/19
6:25 am-6:30 am
Nonstop1h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$123
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 11/27
6:50 am-7:00 am
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$123
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Fri 1/1
6:45 am-6:55 am
Nonstop1h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$124
IndianapolisChicago
IND Indianapolis - ORD Chicago O'Hare Intl
INDORD
Indianapolis
Sun 11/22
10:56 am-11:34 pm
1 stop13h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
IndianapolisChicago
IND Indianapolis - MDW Chicago Midway
INDMDW
Indianapolis
Tue 11/17
2:10 pm-6:55 pm
1 stop5h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$130
Showing 1-10 of 38 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 October.
| 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 June is currently the most expensive (average of $491). 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 October 27, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 35% on flights from Indianapolis to Chicago by exploring options for tickets in the morning.
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 $283 and $567 in December.The cheapest round-trip price found within the last 5 days was $112 on Frontier (Dec 1-Dec 3).
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 October 24, 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. Sunday 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 October 27, 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.
Entertainment
7.4
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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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 October 27, 2026.
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Indianapolis and Chicago flights
Browse other Indianapolis and Chicago flight options. Last updated on October 27, 2026.
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 October 27, 2026.
Popular flight searches
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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 October 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$358 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$181 | Average$317 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$523 | FlexibilityNo cancel fee | On-time63% |