Cheap flights from Miami to Historic Route 66

View AU$104 flight on Sat, 6 Sep. 2025Opens in a new window

Popular airlines from Miami to Historic Route 66

  • Delta

    Delta

  • American Airlines

    American Airlines

  • United

    United

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Cheap Flights from Miami (FLL) 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
Sat, 6 Sep. - Mon, 8 Sep.
MIA
Miami
ORD
Chicago
AU$208 Return, just found
AU$208
Return
just found
Select American Airlines flight, departing Sat, 6 Sep. from Miami to Chicago, returning Mon, 8 Sep., priced at AU$208 just found
American Airlines
Thu, 11 Sep. - Wed, 17 Sep.
MIA
Miami
ORD
Chicago
AU$211 Return, found 4 days ago
AU$211
Return
found 4 days ago
Select American Airlines flight, departing Thu, 11 Sep. from Miami to Chicago, returning Wed, 17 Sep., priced at AU$211 found 4 days ago
American Airlines
Sat, 6 Sep. - Mon, 8 Sep.
FLL
Fort Lauderdale
ORD
Chicago
AU$241 Return, just found
AU$241
Return
just found
Select American Airlines flight, departing Sat, 6 Sep. from Fort Lauderdale to Chicago, returning Mon, 8 Sep., priced at AU$241 just found
Delta
Tue, 9 Sep. - Tue, 16 Sep.
MIA
Miami
MDW
Chicago
AU$329 Return, found 15 hours ago
AU$329
Return
found 15 hours ago
Select Delta flight, departing Tue, 9 Sep. from Miami to Chicago, returning Tue, 16 Sep., priced at AU$329 found 15 hours ago
United
Tue, 9 Sep. - Tue, 16 Sep.
MIA
Miami
ORD
Chicago
AU$330 Return, found 15 hours ago
AU$330
Return
found 15 hours ago
Select United flight, departing Tue, 9 Sep. from Miami to Chicago, returning Tue, 16 Sep., priced at AU$330 found 15 hours ago
Alaska Airlines
Mon, 24 Nov. - Tue, 25 Nov.
FLL
Fort Lauderdale
ORD
Chicago
AU$1,041 Return, found 2 days ago
AU$1,041
Return
found 2 days ago
Select Alaska Airlines flight, departing Mon, 24 Nov. from Fort Lauderdale to Chicago, returning Tue, 25 Nov., priced at AU$1,041 found 2 days ago

Find the cheapest month to fly from Miami (MIA) to Chicago (ORD)

September is typically the cheapest month to fly

From AU$108 - AU$210 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.