Cheap flights from Nashville to Historic Route 66

View AU$70 flight on Tue, 19 Aug. 2025Opens in a new window

Popular airlines from Nashville to Historic Route 66

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • United

    United

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Cheap Flights from Nashville (BNA) 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, 14 Aug. - Mon, 18 Aug.
BNA
Nashville
ORD
Chicago
AU$140 Return, found 4 days ago
AU$140
Return
found 4 days ago
Select American Airlines flight, departing Thu, 14 Aug. from Nashville to Chicago, returning Mon, 18 Aug., priced at AU$140 found 4 days ago
American Airlines
Sat, 6 Sep. - Sat, 13 Sep.
BNA
Nashville
ORD
Chicago
AU$141 Return, found 5 days ago
AU$141
Return
found 5 days ago
Select American Airlines flight, departing Sat, 6 Sep. from Nashville to Chicago, returning Sat, 13 Sep., priced at AU$141 found 5 days ago
United
Thu, 14 Aug. - Mon, 18 Aug.
BNA
Nashville
ORD
Chicago
AU$211 Return, found 4 days ago
AU$211
Return
found 4 days ago
Select United flight, departing Thu, 14 Aug. from Nashville to Chicago, returning Mon, 18 Aug., priced at AU$211 found 4 days ago
Southern Airways Express
Fri, 8 Aug. - Tue, 12 Aug.
BNA
Nashville
STL
St. Louis
AU$291 Return, found 4 days ago
AU$291
Return
found 4 days ago
Select Southern Airways Express flight, departing Fri, 8 Aug. from Nashville to St. Louis, returning Tue, 12 Aug., priced at AU$291 found 4 days ago
Delta
Sat, 6 Sep. - Sat, 13 Sep.
BNA
Nashville
ORD
Chicago
AU$309 Return, found 5 days ago
AU$309
Return
found 5 days ago
Select Delta flight, departing Sat, 6 Sep. from Nashville to Chicago, returning Sat, 13 Sep., priced at AU$309 found 5 days ago
Alaska Airlines
Thu, 6 Nov. - Thu, 13 Nov.
BNA
Nashville
ORD
Chicago
AU$816 Return, found 21 hours ago
AU$816
Return
found 21 hours ago
Select Alaska Airlines flight, departing Thu, 6 Nov. from Nashville to Chicago, returning Thu, 13 Nov., priced at AU$816 found 21 hours ago

Find the cheapest month to fly from Nashville (BNA) to Chicago (ORD)

February is typically the cheapest month to fly

From AU$74 - AU$454 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.