Flights to Historic Route 66 from Tampa - ￥13,330

View ￥13,330 flight on Sun, Aug 24, 2025Opens in a new window

Popular airlines from Tampa to Historic Route 66

  • Peach

    Peach

  • Skymark Airlines

    Skymark Airlines

  • All Nippon Airways

    All Nippon Airways

  • Japan Airlines

    Japan Airlines

  • Jetstar Japan

    Jetstar Japan

  • Solaseed Air

    Solaseed Air

  • STARFLYER

    STARFLYER

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Cheap Flights from Tampa to Historic Route 66 (TPA-CHI)

Prices were available within the past 7 days and start at ￥13,330 for one-way flights and ￥28,480 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Aug 7 - Tue, Aug 12
TPA
Tampa
MDW
Chicago
￥28,480 Roundtrip, found 6 days ago
￥28,480
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Aug 7 from Tampa to Chicago, returning Tue, Aug 12, priced at ￥28,480 found 6 days ago
Delta
Tue, Aug 19 - Sun, Aug 31
SRQ
Sarasota
ORD
Chicago
￥28,720 Roundtrip, found 6 days ago
￥28,720
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 19 from Sarasota to Chicago, returning Sun, Aug 31, priced at ￥28,720 found 6 days ago
United
Tue, Aug 19 - Tue, Sep 2
SRQ
Sarasota
ORD
Chicago
￥31,040 Roundtrip, found 6 days ago
￥31,040
Roundtrip
found 6 days ago
Select United flight, departing Tue, Aug 19 from Sarasota to Chicago, returning Tue, Sep 2, priced at ￥31,040 found 6 days ago
Delta
Thu, Aug 7 - Tue, Aug 12
TPA
Tampa
MDW
Chicago
￥33,000 Roundtrip, found 6 days ago
￥33,000
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Aug 7 from Tampa to Chicago, returning Tue, Aug 12, priced at ￥33,000 found 6 days ago
United
Tue, Aug 19 - Thu, Aug 28
SRQ
Sarasota
ORD
Chicago
￥33,940 Roundtrip, found 6 days ago
￥33,940
Roundtrip
found 6 days ago
Select United flight, departing Tue, Aug 19 from Sarasota to Chicago, returning Thu, Aug 28, priced at ￥33,940 found 6 days ago
American Airlines
Fri, Aug 1 - Sun, Aug 3
TPA
Tampa
ORD
Chicago
￥40,600 Roundtrip, found 2 hours ago
￥40,600
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Aug 1 from Tampa to Chicago, returning Sun, Aug 3, priced at ￥40,600 found 2 hours ago

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

January is typically the cheapest month to fly

From ￥5,890 - ￥48,812 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.