Cheap flights from Chicago to Fleming Key

View NZ$182 flight on Wed, 25 Jun. 2025Opens in a new window

Popular airlines from Chicago to Fleming Key

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 35% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago (CHI) to Fleming Key (MIA)

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., 11 Jun. - Tue., 17 Jun.
ORD
Chicago
MIA
Miami
NZ$329 Return, found 3 days ago
NZ$329
Return
found 3 days ago
Select American Airlines flight, departing Wed., 11 Jun. from Chicago to Miami, returning Tue., 17 Jun., priced at NZ$329 found 3 days ago
American Airlines
Tue., 10 Jun. - Tue., 17 Jun.
ORD
Chicago
MIA
Miami
NZ$331 Return, found 1 day ago
NZ$331
Return
found 1 day ago
Select American Airlines flight, departing Tue., 10 Jun. from Chicago to Miami, returning Tue., 17 Jun., priced at NZ$331 found 1 day ago
American Airlines
Wed., 4 Jun. - Tue., 10 Jun.
ORD
Chicago
MIA
Miami
NZ$333 Return, found 5 days ago
NZ$333
Return
found 5 days ago
Select American Airlines flight, departing Wed., 4 Jun. from Chicago to Miami, returning Tue., 10 Jun., priced at NZ$333 found 5 days ago
Delta
Wed., 11 Jun. - Tue., 17 Jun.
MDW
Chicago
MIA
Miami
NZ$361 Return, found 3 days ago
NZ$361
Return
found 3 days ago
Select Delta flight, departing Wed., 11 Jun. from Chicago to Miami, returning Tue., 17 Jun., priced at NZ$361 found 3 days ago
United
Wed., 2 Jul. - Tue., 15 Jul.
ORD
Chicago
MIA
Miami
NZ$450 Return, found 1 day ago
NZ$450
Return
found 1 day ago
Select United flight, departing Wed., 2 Jul. from Chicago to Miami, returning Tue., 15 Jul., priced at NZ$450 found 1 day ago
JetBlue Airways
Thu., 5 Jun. - Tue., 17 Jun.
ORD
Chicago
MIA
Miami
NZ$497 Return, found 1 day ago
NZ$497
Return
found 1 day ago
Select JetBlue Airways flight, departing Thu., 5 Jun. from Chicago to Miami, returning Tue., 17 Jun., priced at NZ$497 found 1 day ago
*Available to Expedia members.