$79+ Cheap flights from Indianapolis (IND) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Aug 5 — Aug 121
Round-trip
1 adult, Economy
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Find cheap flights from Indianapolis to Chicago with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Indianapolis to ChicagoExplore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/226:00 am
IND
- ORD
Nonstop1h 20m
United Airlines
Wed 8/512:47 pm
ORD
- IND
Nonstop1h 16m
United Airlines
Deal found 7/1![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/294:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Wed 8/510:20 am
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/14:00 pm
IND
- ORD
1 stop5h 31m
Delta
Sat 8/82:30 pm
ORD
- IND
1 stop3h 31m
Delta
Deal found 7/1![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/16:40 pm
IND
- MDW
1 stop5h 40m
Southwest
Sat 8/88:05 am
MDW
- IND
1 stop4h 20m
Southwest
Deal found 7/1![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/84:17 pm
IND
- ORD
Nonstop1h 27m
American Airlines
Mon 8/105:30 pm
ORD
- IND
Nonstop1h 08m
American Airlines
Deal found 7/2![American Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/82:15 pm
IND
- MDW
Nonstop1h 05m
Southwest
Mon 8/108:35 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/2![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/316:55 am
IND
- MDW
2 stops6h 20m
Southwest
Wed 9/28:45 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$207
This Frontier deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:20 pm
IND
- ORD
1 stop8h 33m
Frontier
Wed 8/197:05 am
ORD
- IND
1 stop9h 21m
Frontier
Deal found 7/3![Frontier logo]()
$210
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/810:32 am
IND
- ORD
1 stop4h 18m
Delta
Mon 8/105:20 pm
ORD
- IND
1 stop3h 28m
Delta
Deal found 7/2![Delta logo]()
$212
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/87:55 am
IND
- MDW
1 stop5h 44m
Delta
Mon 8/106:42 pm
MDW
- IND
1 stop4h 22m
Delta
Deal found 7/2![Delta logo]()
$212
This Frontier deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:53 am
IND
- ORD
1 stop13h 17m
Frontier
Wed 8/59:20 am
ORD
- IND
1 stop10h 55m
Frontier
Deal found 7/1![Frontier logo]()
$220
This Flightnetwork deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:49 pm
IND
- ORD
1 stop17h 47m
Frontier
Wed 8/269:20 am
ORD
- IND
1 stop10h 54m
Frontier
Deal found 7/5![Frontier logo]()
$221
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 July 6, 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 July 6, 2026.
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/16:40 pm
IND
- MDW
1 stop5h 40m
Southwest
Sat 8/86:10 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/14:00 pm
IND
- ORD
1 stop5h 31m
Delta
Sat 8/82:30 pm
ORD
- IND
1 stop3h 31m
Delta
Deal found 7/1![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/318:00 am
IND
- ORD
Nonstop1h 21m
United Airlines
Wed 9/27:45 am
ORD
- IND
Nonstop1h 16m
United Airlines
Deal found 7/1![United Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/297:00 am
IND
- MDW
1 stop5h 00m
Southwest
Wed 8/58:45 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/1212:12 pm
IND
- ORD
1 stop5h 05m
Delta
Wed 8/196:59 am
ORD
- IND
1 stop3h 33m
Delta
Deal found 7/2![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/2610:32 am
IND
- ORD
1 stop3h 36m
Delta
Sat 8/296:59 am
ORD
- IND
1 stop5h 40m
Delta
Deal found 7/2![Delta logo]()
$177
This KAYAK deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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.
Mon 7/1312:20 pm
IND
- ORD
Nonstop1h 22m
American Airlines
Tue 7/149:30 am
ORD
- IND
Nonstop1h 10m
American Airlines
Deal found 7/4![American Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/315:20 pm
IND
- MDW
1 stop3h 50m
Southwest
Wed 9/212:45 pm
MDW
- IND
2 stops7h 55m
Southwest
Deal found 7/1![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/319:10 am
IND
- MDW
1 stop5h 55m
Southwest
Mon 8/318:35 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/3![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/112:11 pm
IND
- ORD
1 stop5h 03m
Delta
Mon 10/57:05 am
ORD
- IND
1 stop3h 26m
Delta
Deal found 7/3![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/259:21 am
IND
- ORD
Nonstop1h 22m
United Airlines
Sun 9/2710:25 am
ORD
- IND
Nonstop1h 17m
United Airlines
Deal found 7/5![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/145:26 pm
IND
- ORD
1 stop4h 04m
Delta
Sat 8/1511:22 am
ORD
- IND
1 stop6h 39m
Delta
Deal found 7/1![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/214:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Wed 7/229:20 pm
MDW
- IND
Nonstop1h 10m
Southwest
Deal found 7/1![Southwest logo]()
$298
This KAYAK deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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.
Sun 7/126:40 am
IND
- ORD
Nonstop1h 50m
American Airlines
Tue 7/1410:30 pm
ORD
- IND
Nonstop1h 21m
American Airlines
Deal found 7/4![American Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/316:45 am
IND
- MDW
Nonstop1h 00m
Southwest
Wed 9/308:45 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/4![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/315:30 pm
IND
- ORD
1 stop4h 01m
Delta
Sun 8/166:59 am
ORD
- IND
1 stop3h 33m
Delta
Deal found 7/1![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/124:25 pm
IND
- ORD
Nonstop1h 25m
United Airlines
Wed 8/197:05 am
ORD
- IND
1 stop13h 54m
United Airlines
Deal found 7/3![United Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/286:45 am
IND
- MDW
Nonstop1h 00m
Southwest
Mon 8/3110:10 am
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/5![Southwest logo]()
$317
Last-minute flights from Indianapolis to ChicagoDiscover last-minute flight deals from Indianapolis to Chicago. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Chicago. Data last updated July 6, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/226:00 am
IND
- ORD
Nonstop1h 20m
United Airlines
Wed 8/512:47 pm
ORD
- IND
Nonstop1h 16m
United Airlines
Deal found 7/1![United Airlines logo]()
$157
This Frontier deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:53 am
IND
- ORD
1 stop13h 17m
Frontier
Wed 8/59:20 am
ORD
- IND
1 stop10h 55m
Frontier
Deal found 7/1![Frontier logo]()
$220
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/294:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Wed 8/510:20 am
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/14:00 pm
IND
- ORD
1 stop5h 31m
Delta
Sat 8/82:30 pm
ORD
- IND
1 stop3h 31m
Delta
Deal found 7/1![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/16:40 pm
IND
- MDW
1 stop5h 40m
Southwest
Sat 8/88:05 am
MDW
- IND
1 stop4h 20m
Southwest
Deal found 7/1![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/84:17 pm
IND
- ORD
Nonstop1h 27m
American Airlines
Mon 8/105:30 pm
ORD
- IND
Nonstop1h 08m
American Airlines
Deal found 7/2![American Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/82:15 pm
IND
- MDW
Nonstop1h 05m
Southwest
Mon 8/108:35 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/2![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/810:32 am
IND
- ORD
1 stop4h 18m
Delta
Mon 8/105:20 pm
ORD
- IND
1 stop3h 28m
Delta
Deal found 7/2![Delta logo]()
$212
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/87:55 am
IND
- MDW
1 stop5h 44m
Delta
Mon 8/106:42 pm
MDW
- IND
1 stop4h 22m
Delta
Deal found 7/2![Delta logo]()
$212
This Frontier deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:20 pm
IND
- ORD
1 stop8h 33m
Frontier
Wed 8/197:05 am
ORD
- IND
1 stop9h 21m
Frontier
Deal found 7/3![Frontier logo]()
$210
This Flightnetwork deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:49 pm
IND
- ORD
1 stop17h 47m
Frontier
Wed 8/269:20 am
ORD
- IND
1 stop10h 54m
Frontier
Deal found 7/5![Frontier logo]()
$221
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/316:55 am
IND
- MDW
2 stops6h 20m
Southwest
Wed 9/28:45 pm
MDW
- IND
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$207
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 July 6, 2026.
Search for one-way flight options from Indianapolis to Chicago. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/18:56 pm
IND
- ORD
Nonstop1h 38m
American Airlines
Deal found 7/2![American Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/294:50 pm
IND
- MDW
Nonstop1h 10m
Southwest
Deal found 7/1![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/14:00 pm
IND
- ORD
1 stop5h 31m
Delta
Deal found 7/3![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/297:55 am
IND
- MDW
1 stop5h 44m
Delta
Deal found 7/3![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/155:50 am
IND
- MDW
2 stops8h 15m
Southwest
Deal found 7/3![Southwest logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/1411:02 am
IND
- ORD
1 stop26h 13m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/2812:39 pm
IND
- MDW
1 stop23h 19m
Frontier
Deal found 7/2![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/2812:39 pm
IND
- ORD
1 stop24h 23m
Frontier
Deal found 7/1![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:20 pm
IND
- ORD
1 stop8h 33m
Frontier
Deal found 7/4![Frontier logo]()
$111
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/177:30 pm
IND
- ORD
Nonstop1h 29m
United Airlines
Deal found 7/3![United Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/176:45 am
IND
- MDW
Nonstop1h 00m
Southwest
Deal found 7/1![Southwest logo]()
$114
This Gotogate deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:49 pm
IND
- ORD
1 stop17h 47m
Frontier
Deal found 7/6![Frontier logo]()
$116
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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $79 (American Airlines) |
Popular in | June |
Cheapest in | August |
Average price | $317 |
Good round-trip deal | $395 or less |
Good one-way deal | $165 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 July 6, 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 - MDW
INDMDW
Indianapolis
Sat 8/1
6:40 pm-11:20 pm
1 stop5h 40m
Chicago Midway
Sat 8/8
6:10 pm-8:10 pm
Nonstop1h 00m
$167
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Wed 7/29
7:00 am-11:00 am
1 stop5h 00m
Chicago Midway
Wed 8/5
8:45 pm-10:45 pm
Nonstop1h 00m
$167
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Sat 8/1
4:00 pm-8:31 pm
1 stop5h 31m
Chicago O'Hare Intl
Sat 8/8
2:30 pm-7:01 pm
1 stop3h 31m
$177
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Wed 8/12
12:12 pm-4:17 pm
1 stop5h 05m
Chicago O'Hare Intl
Wed 8/19
6:59 am-11:32 am
1 stop3h 33m
$177
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Wed 8/26
10:32 am-1:08 pm
1 stop3h 36m
Chicago O'Hare Intl
Sat 8/29
6:59 am-1:39 pm
1 stop5h 40m
$177
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Mon 8/31
8:00 am-8:21 am
Nonstop1h 21m
Chicago O'Hare Intl
Wed 9/2
7:45 am-10:01 am
Nonstop1h 16m
$192
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Mon 8/31
5:20 pm-8:10 pm
1 stop3h 50m
Chicago Midway
Wed 9/2
12:45 pm-9:40 pm
2 stops7h 55m
$217
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Mon 8/31
9:10 am-2:05 pm
1 stop5h 55m
Chicago Midway
Mon 8/31
8:35 pm-10:35 pm
Nonstop1h 00m
$237
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Thu 10/1
12:11 pm-4:14 pm
1 stop5h 03m
Chicago O'Hare Intl
Mon 10/5
7:05 am-11:31 am
1 stop3h 26m
$247
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Fri 8/14
5:26 pm-8:30 pm
1 stop4h 04m
Chicago O'Hare Intl
Sat 8/15
11:22 am-7:01 pm
1 stop6h 39m
$257
Showing 1-10 of 39 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 July.
| 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, January is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $99). Flying from Indianapolis to Chicago in June is currently the most expensive (average of $245). 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 July 6, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 38% 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 July 6, 2026.
The most flights from IND to CHI are scheduled on a Friday (84 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (67 on average).
How much does it cost to fly round-trip from Indianapolis to Chicago?
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 July 4, 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 July 6, 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.
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
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
Hammond
Lansing
Merrillville
Valparaiso
Porter
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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 July 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$296 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$159 | Average$291 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$337 | FlexibilityNo cancel fee | On-time63% |