Cheap flights from Tampa to Historic Route 66

View AU$152 flight on Wed, 13 Aug. 2025Opens in a new window

Popular airlines from Tampa 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 Tampa (TPA) 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
Wed, 13 Aug. - Sat, 16 Aug.
TPA
Tampa
ORD
Chicago
AU$242 Return, found 6 days ago
AU$242
Return
found 6 days ago
Select American Airlines flight, departing Wed, 13 Aug. from Tampa to Chicago, returning Sat, 16 Aug., priced at AU$242 found 6 days ago
American Airlines
Thu, 21 Aug. - Sat, 23 Aug.
TPA
Tampa
ORD
Chicago
AU$244 Return, found 3 days ago
AU$244
Return
found 3 days ago
Select American Airlines flight, departing Thu, 21 Aug. from Tampa to Chicago, returning Sat, 23 Aug., priced at AU$244 found 3 days ago
American Airlines
Wed, 13 Aug. - Sat, 16 Aug.
TPA
Tampa
ORD
Chicago
AU$297 Return, found 6 days ago
AU$297
Return
found 6 days ago
Select American Airlines flight, departing Wed, 13 Aug. from Tampa to Chicago, returning Sat, 16 Aug., priced at AU$297 found 6 days ago
American Airlines
Thu, 21 Aug. - Sat, 23 Aug.
TPA
Tampa
ORD
Chicago
AU$297 Return, found 3 days ago
AU$297
Return
found 3 days ago
Select American Airlines flight, departing Thu, 21 Aug. from Tampa to Chicago, returning Sat, 23 Aug., priced at AU$297 found 3 days ago
Delta
Wed, 13 Aug. - Sat, 16 Aug.
TPA
Tampa
MDW
Chicago
AU$302 Return, found 6 days ago
AU$302
Return
found 6 days ago
Select Delta flight, departing Wed, 13 Aug. from Tampa to Chicago, returning Sat, 16 Aug., priced at AU$302 found 6 days ago
United
Thu, 21 Aug. - Sat, 23 Aug.
TPA
Tampa
ORD
Chicago
AU$335 Return, found 3 days ago
AU$335
Return
found 3 days ago
Select United flight, departing Thu, 21 Aug. from Tampa to Chicago, returning Sat, 23 Aug., priced at AU$335 found 3 days ago

Find the cheapest month to fly from Tampa (TPA) to Chicago (ORD)

January is typically the cheapest month to fly

From AU$62 - AU$511 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.