$23 Cheap flight deals from Chicago (CHI) to Coral Gables (MIA)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Coral Gables

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, Nov 14 - Sat, Nov 21
MDW
Midway Intl.
MIA
Miami Intl.
$244 Roundtrip, found 3 days ago
$244
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Midway Intl. to Miami Intl., returning Sat, Nov 21, priced at $244 found 3 days ago
Sun, Nov 15 - Wed, Nov 18
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Nov 15 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 18, priced at $257 found 3 days ago
Sun, Nov 15 - Tue, Nov 17
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$257 Roundtrip, found 2 hours ago
$257
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sun, Nov 15 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Nov 17, priced at $257 found 2 hours ago
Sun, Nov 15 - Thu, Nov 19
ORD
O'Hare Intl.
MIA
Miami Intl.
$333 Roundtrip, just found
$333
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Nov 15 from O'Hare Intl. to Miami Intl., returning Thu, Nov 19, priced at $333 just found

Airfares from $23 One Way, $67 Round Trip from Chicago to Coral Gables

Prices starting at $67 for return flights and $23 for one-way flights to Coral Gables were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 7 - Sat, Dec 19
ORD
Chicago
FLL
Fort Lauderdale
$67 Roundtrip, found 2 hours ago
$67
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Chicago to Fort Lauderdale, returning Sat, Dec 19, priced at $67 found 2 hours ago
Thu, Apr 22 - Thu, Apr 29
RFD
Rockford
FLL
Fort Lauderdale
$82 Roundtrip, found 2 days ago
$82
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Apr 22 from Rockford to Fort Lauderdale, returning Thu, Apr 29, priced at $82 found 2 days ago
Sat, Jan 23 - Sat, Jan 30
ORD
Chicago
FLL
Fort Lauderdale
$128 Roundtrip, found 16 hours ago
$128
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Sat, Jan 23 from Chicago to Fort Lauderdale, returning Sat, Jan 30, priced at $128 found 16 hours ago
Sat, Dec 5 - Sat, Dec 12
MDW
Chicago
FLL
Fort Lauderdale
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Dec 5 from Chicago to Fort Lauderdale, returning Sat, Dec 12, priced at $137 found 1 day ago
Sat, Dec 5 - Tue, Dec 8
ORD
Chicago
FLL
Fort Lauderdale
$143 Roundtrip, just found
$143
Roundtrip
just found
Select United flight, departing Sat, Dec 5 from Chicago to Fort Lauderdale, returning Tue, Dec 8, priced at $143 just found

Coral Gables economy flight packages

Price found within the past 48 hours. Click for updated prices.
Avi Lux Stay
4.5-star property

Avi Lux Stay

7.6/10 Good! (10 reviews)

Dec 16 - Dec 19

3 night stay

Chicago (ORD) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Chicago (ORD)

Frontier Airlines • Coach
Price was $1,063, price is now $456 per person
$456
per person
found 19 hours ago
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.

Reviewed on Aug 28, 2025

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)

Dec 14 - Dec 18

4 night stay

Chicago (CHI) to Miami (MIA)

United • Roundtrip • Coach
Price was $16,004, price is now $8,450 per person
$8,450
per person
found 1 day ago
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Private Oasis at Arya
3.5-star property

Private Oasis at Arya

8.6/10 Excellent! (1,071 reviews)

Dec 12 - Dec 19

7 night stay

Chicago (CHI) to Miami (MIA)

United • Roundtrip • Coach
Price was $1,833, price is now $1,068 per person
$1,068
per person
found 1 day ago
Staff was great and very friendly. Room was very clean. Pleanty of space. View from the balcony was amazing. The night life scene down there is great with pleanty of great bars and resturants quickly walked to. Definitely will stay here again.

Reviewed on Nov 10, 2026

Don't see what you're looking for?
See all available trips from Chicago to Coral Gables
View all trips

Coral Gables packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Mahalo Isles Apartments by Rocketstay
3.0-star property

Mahalo Isles Apartments by Rocketstay

10/10 Exceptional! (6 reviews)

Dec 11 - Dec 15

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,165, price is now $989 per person
$989
per person
found 23 hours ago
We had a wonderful stay at Mahalo Isles! Accessing the property was easy, there was plenty of parking throughout our stay, and the location was perfect for us. Communication was great, even when I needed to reach out at nearly 10pm on night one. We won’t hesitate to book again!

Reviewed on Nov 10, 2026

Perroquet Hotel Fort Lauderdale Beach
4.0-star property

Perroquet Hotel Fort Lauderdale Beach

8.8/10 Excellent! (1,004 reviews)

Dec 11 - Dec 15

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,266, price is now $1,010 per person
$1,010
per person
found 23 hours ago

Cordova Arms on the River by Rocketstay
3.0-star property

Cordova Arms on the River by Rocketstay

9.4/10 Exceptional! (222 reviews)

Dec 11 - Dec 15

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,231, price is now $1,043 per person
$1,043
per person
found 23 hours ago
As advertised, close to so much and w/in walking distance. Host was great, very responsive and easy to communicate with.

Reviewed on Nov 2, 2026

Don't see what you're looking for?
See all available trips from Chicago to Coral Gables
View all trips

Coral Gables business class flight packages

Price found within the past 48 hours. Click for updated prices.
Mahalo Isles Apartments by Rocketstay
3.0-star property

Mahalo Isles Apartments by Rocketstay

10/10 Exceptional! (6 reviews)

Dec 23 - Dec 30

7 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $2,627, price is now $1,696 per person
$1,696
per person
found 1 day ago
We had a wonderful stay at Mahalo Isles! Accessing the property was easy, there was plenty of parking throughout our stay, and the location was perfect for us. Communication was great, even when I needed to reach out at nearly 10pm on night one. We won’t hesitate to book again!

Reviewed on Nov 10, 2026

W Fort Lauderdale Residences
3.5-star property

W Fort Lauderdale Residences

6/10 (2 reviews)

Dec 23 - Dec 30

7 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $4,922, price is now $3,086 per person
$3,086
per person
found 1 day ago
we had a power outage for 24 hours almost ; no. communication ,no compensation ; very upsetting Kept on asking for late checkout ; never. an answer

Reviewed on Jan 12, 2024

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,682 reviews)

Dec 23 - Dec 26

3 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $3,726, price is now $2,372 per person
$2,372
per person
found 1 day ago
A very busy hotel which is lacking in 5 star service from the get go. The main lobby entrance is very busy and no organisation whatsoever. Given it is a 5 star hotel you are left to cart your luggage to check in and then afterwards to the room. Its no drama to us but when paying 5 star prices this would normally be an automatic service withour requesting it. The pool area on the roof is incredibly busy and not enough beds for all the residents. The pool on level 3 is in the shade by 14.30hrs so you are left with the residents pool on level 2 or if you are lucky to find a bed on the roof top pool area. The rooms are huge and to a very good standard. The coffee shops are incredibly expensive and at lest three times as expensive as Joe & The Juice literally 5 minutes walk away. The location beside the boardwalk is fabulous and is such a cool vibe with people working out up and down the beach areas. I loved Miami and cant wait to return but would i return to this hotel, probably not due to the lack of value for money/service you should expect from a 5 star hotel.

Reviewed on Nov 10, 2026

Don't see what you're looking for?
See all available trips from Chicago to Coral Gables
View all trips

Coral Gables first class flight packages

Price found within the past 48 hours. Click for updated prices.
Miami Vacation Rentals - Downtown
5.0-star property

Miami Vacation Rentals - Downtown

9/10 Wonderful! (111 reviews)

Dec 25 - Jan 1

7 night stay

Chicago (ORD) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (ORD)

Frontier Airlines • FirstClass
Price was $4,277, price is now $2,627 per person
$2,627
per person
found 1 day ago
Amazing location, great staff, great views and all in all the best stay ever

Reviewed on Nov 11, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,682 reviews)

Dec 25 - Jan 1

7 night stay

Chicago (ORD) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (ORD)

Frontier Airlines • FirstClass
Price was $13,551, price is now $7,865 per person
$7,865
per person
found 1 day ago
A very busy hotel which is lacking in 5 star service from the get go. The main lobby entrance is very busy and no organisation whatsoever. Given it is a 5 star hotel you are left to cart your luggage to check in and then afterwards to the room. Its no drama to us but when paying 5 star prices this would normally be an automatic service withour requesting it. The pool area on the roof is incredibly busy and not enough beds for all the residents. The pool on level 3 is in the shade by 14.30hrs so you are left with the residents pool on level 2 or if you are lucky to find a bed on the roof top pool area. The rooms are huge and to a very good standard. The coffee shops are incredibly expensive and at lest three times as expensive as Joe & The Juice literally 5 minutes walk away. The location beside the boardwalk is fabulous and is such a cool vibe with people working out up and down the beach areas. I loved Miami and cant wait to return but would i return to this hotel, probably not due to the lack of value for money/service you should expect from a 5 star hotel.

Reviewed on Nov 10, 2026

EAST Miami Residences
5.0-star property

EAST Miami Residences

9.2/10 Wonderful! (163 reviews)

Dec 25 - Jan 1

7 night stay

Chicago (ORD) to Miami (MIA)

United • FirstClass

Miami (MIA) to Chicago (ORD)

Frontier Airlines • FirstClass
Price was $6,088, price is now $3,788 per person
$3,788
per person
found 1 day ago
The staff was helpful and the hotel was great. Highly recommend it. The only thing we didn't like is the Quinto restaurant in the hotel. The food was not fresh and just figuring out how to get inside was a challenge because most of the doors were closed.

Reviewed on Nov 10, 2026

Don't see what you're looking for?
See all available trips from Chicago to Coral Gables
View all trips

More About Flying To Coral Gables from Chicago

Route Information for Flights from Chicago to Coral Gables

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

Chicago to Coral Gables

Orbitz is your one-stop source for great online deals on {origin.name} to Coral Gables flights. With our cutting-edge mobile tools and low fares, you are never far from finding fantastic savings on flights from Chicago to Coral Gables.

Unbeatable Deals for Flights From Chicago to Coral Gables

If you are looking for the cheapest {origin.name} to Coral Gables flights, you can save your money and your sanity by booking your air fare through Orbitz. Our low price guarantee for international and domestic flights leaves more money in your wallet to spend on activities, restaurants, attractions, and other adventures in your destination.

Book Cheap Chicago to Coral Gables Flights Anytime

There is no need to hover by your computer for the latest air ticket deals—our free mobile apps keep you informed. Find discount air fare and accommodations, research your destination, and buy bargain flights from Chicago to Coral Gables on your Android device, iPad, or iPhone. Stay updated about any updates, disruptions, and delays to your flight by signing up for instant email or text alerts

Don't Miss Out on Frequent Flyer Points

You can still earn points or miles for your frequent flyer program when you take advantage of our low fare Chicago to Coral Gables flights. When you book through Orbitz, you just need to provide your frequent flyer details to get credit for qualifying flights.

Easy Flight Cancellation

In most cases, you can cancel flights from Chicago to Coral Gables online with the same ease as you booked them.

More Destinations

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.