Cheap flights from Raleigh to Historic Route 66

View AU$137 flight on Mon, 15 Sep. 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
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
ORD
Chicago
AU$272 Return, found 6 days ago
AU$272
Return
found 6 days ago
Select American Airlines flight, departing Mon, 1 Sep. from Raleigh to Chicago, returning Mon, 8 Sep., priced at AU$272 found 6 days ago
American Airlines
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
ORD
Chicago
AU$300 Return, found 6 days ago
AU$300
Return
found 6 days ago
Select American Airlines flight, departing Mon, 1 Sep. from Raleigh to Chicago, returning Mon, 8 Sep., priced at AU$300 found 6 days ago
Delta
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
MDW
Chicago
AU$302 Return, found 6 days ago
AU$302
Return
found 6 days ago
Select Delta flight, departing Mon, 1 Sep. from Raleigh to Chicago, returning Mon, 8 Sep., priced at AU$302 found 6 days ago
American Airlines
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
ORD
Chicago
AU$330 Return, found 6 days ago
AU$330
Return
found 6 days ago
Select American Airlines flight, departing Mon, 1 Sep. from Raleigh to Chicago, returning Mon, 8 Sep., priced at AU$330 found 6 days ago
United
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
STL
St. Louis
AU$471 Return, found 6 days ago
AU$471
Return
found 6 days ago
Select United flight, departing Mon, 1 Sep. from Raleigh to St. Louis, returning Mon, 8 Sep., priced at AU$471 found 6 days ago
Alaska Airlines
Mon, 1 Sep. - Mon, 8 Sep.
RDU
Raleigh
ABQ
Albuquerque
AU$909 Return, found 6 days ago
AU$909
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Raleigh to Albuquerque, returning Mon, 8 Sep., priced at AU$909 found 6 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.