Cheap flights from Phoenix to Historic Route 66

View AU$167 flight on Sat, 8 Nov. 2025Opens in a new window

Popular airlines from Phoenix to Historic Route 66

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

  • Alaska Airlines

    Alaska Airlines

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Cheap Flights from Phoenix (PHX) 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
Sun, 31 Aug. - Sun, 7 Sep.
PHX
Phoenix
ORD
Chicago
AU$301 Return, found 6 days ago
AU$301
Return
found 6 days ago
Select American Airlines flight, departing Sun, 31 Aug. from Phoenix to Chicago, returning Sun, 7 Sep., priced at AU$301 found 6 days ago
American Airlines
Wed, 3 Sep. - Wed, 10 Sep.
PHX
Phoenix
ORD
Chicago
AU$305 Return, found 3 days ago
AU$305
Return
found 3 days ago
Select American Airlines flight, departing Wed, 3 Sep. from Phoenix to Chicago, returning Wed, 10 Sep., priced at AU$305 found 3 days ago
Hawaiian Airlines
Fri, 31 Oct. - Wed, 12 Nov.
PHX
Phoenix
ORD
Chicago
AU$319 Return, found 6 days ago
AU$319
Return
found 6 days ago
Select Hawaiian Airlines flight, departing Fri, 31 Oct. from Phoenix to Chicago, returning Wed, 12 Nov., priced at AU$319 found 6 days ago
Alaska Airlines
Mon, 1 Sep. - Sat, 13 Sep.
PHX
Phoenix
ORD
Chicago
AU$334 Return, found 6 days ago
AU$334
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Phoenix to Chicago, returning Sat, 13 Sep., priced at AU$334 found 6 days ago
Delta
Wed, 3 Sep. - Wed, 10 Sep.
PHX
Phoenix
ORD
Chicago
AU$351 Return, found 3 days ago
AU$351
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Sep. from Phoenix to Chicago, returning Wed, 10 Sep., priced at AU$351 found 3 days ago
United
Mon, 25 Aug. - Sun, 31 Aug.
PHX
Phoenix
ORD
Chicago
AU$417 Return, found 2 days ago
AU$417
Return
found 2 days ago
Select United flight, departing Mon, 25 Aug. from Phoenix to Chicago, returning Sun, 31 Aug., priced at AU$417 found 2 days ago

Find the cheapest month to fly from Phoenix (PHX) to Chicago (ORD)

February is typically the cheapest month to fly

From AU$127 - AU$615 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.