$78 Cheap flight deals from Chicago (CHI) to Key Colony Beach (MIA)
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This Weekend's Flight Deals from Chicago to Key Colony Beach
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.
ORD
O'Hare Intl.
MIA
Miami Intl.
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
MDW
Midway Intl.
MIA
Miami Intl.
$417 Roundtrip, found 1 day ago
$417
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
EYW
Key West Intl.
$530 Roundtrip, found 4 days ago
$530
Roundtrip
found 4 days ago
MDW
Midway Intl.
EYW
Key West Intl.
$707 Roundtrip, found 4 days ago
$707
Roundtrip
found 4 days ago
Airfares from $78 One Way, $158 Round Trip from Chicago to Key Colony Beach
Prices starting at $158 for return flights and $78 for one-way flights to Key Colony Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
MIA
Miami
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
MDW
Chicago
MIA
Miami
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
ORD
Chicago
MIA
Miami
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
MDW
Chicago
MIA
Miami
$221 Roundtrip, found 6 days ago
$221
Roundtrip
found 6 days ago
ORD
Chicago
MIA
Miami
$271 Roundtrip, found 6 hours ago
$271
Roundtrip
found 6 hours ago
Key Colony Beach economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Private Oasis at Arya
8.6/10 Excellent! (1,034 reviews)
Nov 5 - Nov 10
5 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop • Coach
Miami (MIA) to Chicago (CHI)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,435, price is now $787 per person
$787
per person
found 1 day ago
Beautiful apt at the Arya. The unit is nicely designed and has nice furnishings, washer dryer and an amazing balcony with full frontal view of Biscayne bay and Dinner Key.
Parking included. The building in general is a bit older, is a condo type hotel, and units are individually owned or ownership groups likeMiami vacation rentals, This unit seems to be managed by MVR. Outdoor pool is a bit run down but it has a great setting over the grove. Fitness center also a bit run down but gets the job done and is above the penthouse - roof level. Can’t beat the location or price for the Grove.
Reviewed on Sep 16, 2026
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View all tripsKey Colony Beach packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Sunny
8.8/10 Excellent! (693 reviews)
Oct 19 - Oct 25
6 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,313, price is now $843 per person
$843
per person
found 18 hours ago
Definitely place need to be more clean sheets were yellow overall dirty areas
Reviewed on Sep 17, 2026
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View all tripsKey Colony Beach business class flight packages
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Barcelona Studios Guesthouse
9.4/10 Exceptional! (258 reviews)
Oct 22 - Oct 25
3 night stay
Chicago (ORD) to Miami (MIA)
American Airlines • BusinessClass
Miami (MIA) to Chicago (ORD)
Frontier Airlines • BusinessClass
Price was $772, price is now $565 per person
$565
per person
found 1 day ago
4.5-star property
Fontainebleau Miami Beach
8.4/10 Very Good! (8,874 reviews)
Oct 22 - Oct 25
3 night stay
Chicago (ORD) to Miami (MIA)
American Airlines • BusinessClass
Miami (MIA) to Chicago (ORD)
Frontier Airlines • BusinessClass
Price was $1,236, price is now $942 per person
$942
per person
found 1 day ago
Pool staff could have been friendlier. Nice hotel overall. Pricey restaurants but food good.
Reviewed on Sep 17, 2026
4.5-star property
Mondrian South Beach
8/10 Very Good! (2,990 reviews)
Oct 22 - Oct 25
3 night stay
Chicago (ORD) to Miami (MIA)
American Airlines • BusinessClass
Miami (MIA) to Chicago (ORD)
Frontier Airlines • BusinessClass
Price was $867, price is now $684 per person
$684
per person
found 1 day ago
I
Reviewed on Sep 17, 2026
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View all tripsKey Colony Beach first class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Kimpton EPIC Hotel by IHG
9/10 Wonderful! (2,598 reviews)
Oct 22 - Oct 26
4 night stay
Chicago (CHI) to Miami (MIA)
United • Roundtrip • FirstClass
Price was $1,674, price is now $1,303 per person
$1,303
per person
found 1 day ago
Excellent overall. Cleanliness could have been improved but the service, staff, amenities and room comfort made up for it.
Reviewed on Sep 17, 2026
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View all tripsMore About Flying To Key Colony Beach from Chicago
Route Information for Flights from Chicago to Key Colony Beach
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Key Colony Beach
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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.