$34 Cheap flight deals from Chicago (CHI) to Florida City (MIA)

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This Weekend's Flight Deals from Chicago to Florida City

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Mar 14 - Wed, Mar 18
ORD
O'Hare Intl.
MIA
Miami Intl.
$172 Roundtrip, found 1 hour ago
$172
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Mar 14 from O'Hare Intl. to Miami Intl., returning Wed, Mar 18, priced at $172 found 1 hour ago
Sun, Mar 15 - Wed, Mar 18
MDW
Midway Intl.
MIA
Miami Intl.
$215 Roundtrip, found 4 hours ago
$215
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Mar 15 from Midway Intl. to Miami Intl., returning Wed, Mar 18, priced at $215 found 4 hours ago
Sat, Mar 14 - Mon, Mar 16
RFD
Greater Rockford
MIA
Miami Intl.
$385 Roundtrip, found 2 days ago
$385
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Mar 14 from Greater Rockford to Miami Intl., returning Mon, Mar 16, priced at $385 found 2 days ago

Airfares from $34 One Way, $80 Round Trip from Chicago to Florida City

Prices starting at $80 for return flights and $34 for one-way flights to Florida City were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Apr 9 - Thu, Apr 16
ORD
Chicago
MIA
Miami
$80 Roundtrip, found 23 hours ago
$80
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Chicago to Miami, returning Thu, Apr 16, priced at $80 found 23 hours ago
Sun, Apr 5 - Thu, Apr 9
ORD
Chicago
MIA
Miami
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 5 from Chicago to Miami, returning Thu, Apr 9, priced at $80 found 1 day ago
Thu, Mar 19 - Wed, Mar 25
MDW
Chicago
MIA
Miami
$113 Roundtrip, found 5 days ago
$113
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Mar 19 from Chicago to Miami, returning Wed, Mar 25, priced at $113 found 5 days ago
Sat, Nov 14 - Sat, Nov 21
ORD
Chicago
MIA
Miami
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 14 from Chicago to Miami, returning Sat, Nov 21, priced at $147 found 2 days ago
Wed, Apr 15 - Sat, Apr 25
ORD
Chicago
MIA
Miami
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select United flight, departing Wed, Apr 15 from Chicago to Miami, returning Sat, Apr 25, priced at $182 found 6 days ago

Florida City economy flight packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.6/10 Excellent! (1,002 reviews)

Apr 15 - Apr 22

7 night stay

Chicago (CHI) to Miami (MIA)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $1,771, price is now $807 per person
$807
per person
found 1 day ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

Creekside Inn
2.5-star property

Creekside Inn

7.8/10 Good! (1,013 reviews)

Apr 22 - Apr 29

7 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Chicago (CHI)

Spirit Airlines • Coach
Price was $2,099, price is now $865 per person
$865
per person
found 1 day ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

President Hotel
3.5-star property

President Hotel

8.4/10 Very Good! (2,048 reviews)

Apr 15 - Apr 22

7 night stay

Chicago (CHI) to Miami (MIA)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $1,830, price is now $869 per person
$869
per person
found 1 day ago
I'd give 5 star for the staff. They were working with what they had doing the best that they could do with broken computers, walkie talkies that didn't work, elevators that where not function properly. Staff worked very hard with one computer to check in a long line of people, and worked very hard to feed a big crowd of guests every morning. I just watched. I had no desire to stand in that line. Again, very quality staff, but clearly the owners are investing zero money into maintaining even the basic things for this property. Bad business to do it that way. Of course they'll respond here and say that they "strive to maintain excellent facilities for their customers" but really, the owners aren't doing anything to maintain even the basic things.

Reviewed on Feb 20, 2026

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Florida City packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Miami Airport-East
3.0-star property

Hyatt Place Miami Airport-East

8.2/10 Very Good! (2,700 reviews)

Apr 23 - Apr 26

3 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,149, price is now $855 per person
$855
per person
found 1 day ago
Room was cleaned and staff were very pleasant.

Reviewed on Feb 3, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,451 reviews)

Apr 23 - Apr 26

3 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,404, price is now $2,342 per person
$2,342
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (7,941 reviews)

Apr 23 - Apr 26

3 night stay

Chicago (CHI) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,756, price is now $1,352 per person
$1,352
per person
found 1 day ago
The hotel is wonderful, but the elevators suck. The next time I stay there, I’m going to complain about the elevators Great hotel absolutely wonderful I’m not sure I’d stay there again without an ass Assurance at the elevators work

Reviewed on Jan 28, 2026

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Florida City first class flight packages

Price found within the past 48 hours. Click for updated prices.
President Hotel
3.5-star property

President Hotel

8.4/10 Very Good! (2,048 reviews)

Apr 15 - Apr 19

4 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop • FirstClass

Miami (MIA) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Price was $1,942, price is now $1,383 per person
$1,383
per person
found 1 day ago
I'd give 5 star for the staff. They were working with what they had doing the best that they could do with broken computers, walkie talkies that didn't work, elevators that where not function properly. Staff worked very hard with one computer to check in a long line of people, and worked very hard to feed a big crowd of guests every morning. I just watched. I had no desire to stand in that line. Again, very quality staff, but clearly the owners are investing zero money into maintaining even the basic things for this property. Bad business to do it that way. Of course they'll respond here and say that they "strive to maintain excellent facilities for their customers" but really, the owners aren't doing anything to maintain even the basic things.

Reviewed on Feb 20, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Apr 15 - Apr 19

4 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop • FirstClass

Miami (MIA) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Price was $18,046, price is now $10,039 per person
$10,039
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,451 reviews)

Apr 15 - Apr 19

4 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop • FirstClass

Miami (MIA) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $5,188, price is now $3,513 per person
$3,513
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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More About Flying To Florida City from Chicago

Route Information for Flights from Chicago to Florida City

Origin Airport IATA Code
CHI
Destination Airport IATA Code
MIA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Florida City

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.