Cheap flights from Raleigh to Historic Route 66

View AU$181 flight on Mon, 11 Aug. 2025Opens in a new window

Popular airlines from Raleigh 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 Raleigh (RDU) 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
Thu, 31 Jul. - Sun, 3 Aug.
RDU
Raleigh
ORD
Chicago
AU$550 Return, found 3 days ago
AU$550
Return
found 3 days ago
Select American Airlines flight, departing Thu, 31 Jul. from Raleigh to Chicago, returning Sun, 3 Aug., priced at AU$550 found 3 days ago
American Airlines
Thu, 31 Jul. - Sun, 3 Aug.
RDU
Raleigh
ORD
Chicago
AU$565 Return, found 3 days ago
AU$565
Return
found 3 days ago
Select American Airlines flight, departing Thu, 31 Jul. from Raleigh to Chicago, returning Sun, 3 Aug., priced at AU$565 found 3 days ago
American Airlines
Thu, 31 Jul. - Sun, 3 Aug.
RDU
Raleigh
ORD
Chicago
AU$580 Return, found 3 days ago
AU$580
Return
found 3 days ago
Select American Airlines flight, departing Thu, 31 Jul. from Raleigh to Chicago, returning Sun, 3 Aug., priced at AU$580 found 3 days ago

Find the cheapest month to fly from Raleigh (RDU) to Chicago (ORD)

October is typically the cheapest month to fly

From AU$119 - AU$311 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.