Cheap flights from Indianapolis to Historic Route 66

View AU$137 flight on Mon, 25 Aug. 2025Opens in a new window

Popular airlines from Indianapolis to Historic Route 66

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Indianapolis (IND) to Historic Route 66 (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
ORD
Chicago
AU$274 Return, found 4 days ago
AU$274
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$274 found 4 days ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
ORD
Chicago
AU$327 Return, found 4 days ago
AU$327
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$327 found 4 days ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
ORD
Chicago
AU$336 Return, found 4 days ago
AU$336
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$336 found 4 days ago
American Airlines
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
ORD
Chicago
AU$344 Return, found 4 days ago
AU$344
Return
found 4 days ago
Select American Airlines flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$344 found 4 days ago
United
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
ORD
Chicago
AU$367 Return, found 4 days ago
AU$367
Return
found 4 days ago
Select United flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$367 found 4 days ago
Delta
Tue, 2 Sep. - Tue, 9 Sep.
IND
Indianapolis
MDW
Chicago
AU$409 Return, found 4 days ago
AU$409
Return
found 4 days ago
Select Delta flight, departing Tue, 2 Sep. from Indianapolis to Chicago, returning Tue, 9 Sep., priced at AU$409 found 4 days ago

Find the cheapest month to fly from Indianapolis (IND) to Chicago (ORD)

September is typically the cheapest month to fly

From AU$181 - AU$779 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.