Cheap flights from Indianapolis to Chicago

One-way fares from $77 · IND → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Indianapolis
Cheapest fare
$77

Frontier Airlines · Wed, Nov 11

Cheapest month
November

from $77

Direct flights
Yes

American Airlines

Flight time
1h 19m

270 km

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Cheapest month to fly from Indianapolis to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $77

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart12:38 Wed, Nov 11IND → RFD 5h 56m · 1 stop
$77one way, per person
View deal
American Airlines
Depart05:36 Fri, Nov 13IND → ORD 1h 24m · Direct
$94one way, per person
View deal
American Airlines
Depart05:41 Sun, Nov 8IND → ORD 1h 19m · Direct
$99one way, per person
View deal
American Airlines
Depart05:35 Mon, Nov 9IND → ORD 1h 24m · Direct
$100one way, per person
View deal
Frontier Airlines
Depart10:56 Wed, Nov 25IND → ORD 6h 08m · 1 stop
$120one way, per person
View deal
jetBlue
Depart06:00 Wed, Nov 4IND → RFD 6h 05m · 1 stop
$217one way, per person
View deal
See every date in November 2026 →

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Where to stay, what to do and getting around, from our travel partners.

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Things to do

Things to do in ChicagoTours, attractions and day trips on Klook Explore →

Getting around

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About flights from Indianapolis to Chicago

Indianapolis (IND) and Chicago (CHI) are about 270 km apart. Direct flights take around 1h 19m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $77, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Indianapolis to Chicago?

The cheapest one-way fare we've seen recently is $77 with Frontier Airlines, departing Wednesday, November 11, 2026.

What is the cheapest month to fly from Indianapolis to Chicago?

November 2026 currently has the lowest fares, from $77 one way.

Are there direct flights from Indianapolis to Chicago?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Indianapolis to Chicago?

A direct flight takes about 1h 19m. Indianapolis and Chicago are around 270 km apart.

Which airlines fly from Indianapolis to Chicago?

Recent fares on this route were with Frontier Airlines, American Airlines and jetBlue.

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