Cheap flights from Miami to Historic Route 66

View AU$106 flight on Wed, 19 Nov. 2025Opens in a new window

Popular airlines from Miami to Historic Route 66

  • American Airlines

    American Airlines

  • Delta

    Delta

  • 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
Thu, 11 Sep. - Wed, 17 Sep.
MIA
Miami
ORD
Chicago
AU$211 Return, found 1 day ago
AU$211
Return
found 1 day ago
Select American Airlines flight, departing Thu, 11 Sep. from Miami to Chicago, returning Wed, 17 Sep., priced at AU$211 found 1 day ago
American Airlines
Sat, 6 Sep. - Mon, 8 Sep.
MIA
Miami
ORD
Chicago
AU$213 Return, found 4 days ago
AU$213
Return
found 4 days ago
Select American Airlines flight, departing Sat, 6 Sep. from Miami to Chicago, returning Mon, 8 Sep., priced at AU$213 found 4 days ago
American Airlines
Thu, 11 Sep. - Wed, 17 Sep.
FLL
Fort Lauderdale
ORD
Chicago
AU$242 Return, found 1 day ago
AU$242
Return
found 1 day ago
Select American Airlines flight, departing Thu, 11 Sep. from Fort Lauderdale to Chicago, returning Wed, 17 Sep., priced at AU$242 found 1 day ago
American Airlines
Sat, 6 Sep. - Mon, 8 Sep.
FLL
Fort Lauderdale
ORD
Chicago
AU$244 Return, found 4 days ago
AU$244
Return
found 4 days ago
Select American Airlines flight, departing Sat, 6 Sep. from Fort Lauderdale to Chicago, returning Mon, 8 Sep., priced at AU$244 found 4 days ago
Delta
Tue, 7 Oct. - Sat, 11 Oct.
FLL
Fort Lauderdale
MDW
Chicago
AU$330 Return, just found
AU$330
Return
just found
Select Delta flight, departing Tue, 7 Oct. from Fort Lauderdale to Chicago, returning Sat, 11 Oct., priced at AU$330 just found
United
Thu, 11 Sep. - Wed, 17 Sep.
MIA
Miami
ORD
Chicago
AU$333 Return, found 1 day ago
AU$333
Return
found 1 day ago
Select United flight, departing Thu, 11 Sep. from Miami to Chicago, returning Wed, 17 Sep., priced at AU$333 found 1 day 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.