$42 Cheap flight deals from Chicago (CHI) to Coral Gables (MIA)

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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, Jun 20 - Tue, Jun 23
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$292 Roundtrip, just found
$292
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jun 20 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Jun 23, priced at $292 just found
Sat, Jun 20 - Tue, Jun 23
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$377 Roundtrip, found 8 hours ago
$377
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Sat, Jun 20 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Jun 23, priced at $377 found 8 hours ago
Sat, Jun 20 - Tue, Jun 23
MDW
Midway Intl.
MIA
Miami Intl.
$403 Roundtrip, found 9 hours ago
$403
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Sat, Jun 20 from Midway Intl. to Miami Intl., returning Tue, Jun 23, priced at $403 found 9 hours ago
Fri, Jun 19 - Fri, Jun 26
RFD
Greater Rockford
MIA
Miami Intl.
$524 Roundtrip, found 21 hours ago
$524
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jun 19 from Greater Rockford to Miami Intl., returning Fri, Jun 26, priced at $524 found 21 hours ago

Airfares from $42 One Way, $82 Round Trip from Chicago to Coral Gables

Prices starting at $82 for return flights and $42 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.

Wed, Aug 19 - Wed, Aug 26
ORD
Chicago
FLL
Fort Lauderdale
$82 Roundtrip, just found
$82
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 19 from Chicago to Fort Lauderdale, returning Wed, Aug 26, priced at $82 just found
Wed, Sep 16 - Wed, Sep 30
ORD
Chicago
MIA
Miami
$171 Roundtrip, found 4 hours ago
$171
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Sep 16 from Chicago to Miami, returning Wed, Sep 30, priced at $171 found 4 hours ago
Wed, Jul 8 - Wed, Jul 15
MDW
Chicago
MIA
Miami
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Jul 8 from Chicago to Miami, returning Wed, Jul 15, priced at $171 found 1 hour ago
Tue, Jul 21 - Tue, Jul 28
MDW
Chicago
FLL
Fort Lauderdale
$175 Roundtrip, found 9 hours ago
$175
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Tue, Jul 21 from Chicago to Fort Lauderdale, returning Tue, Jul 28, priced at $175 found 9 hours ago
Tue, Aug 18 - Tue, Aug 25
ORD
Chicago
MIA
Miami
$177 Roundtrip, found 21 hours ago
$177
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Aug 18 from Chicago to Miami, returning Tue, Aug 25, priced at $177 found 21 hours ago

Coral Gables economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pantera Rosa
4.0-star property

Pantera Rosa

8.8/10 Excellent! (72 reviews)

Jul 24 - Jul 29

5 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop • Coach

Miami (MIA) to Chicago (ORD)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,152, price is now $643 per person
$643
per person
found 13 hours ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

5.8/10 (324 reviews)

Jul 22 - Jul 25

3 night stay

Chicago (ORD) to Miami (MIA)

United • Roundtrip • Coach
Price was $4,190, price is now $1,886 per person
$1,886
per person
found 1 day ago
Very good for the price, Right on the beach, has a kitchen, Ocean view. Very easy check-in check-out. 1 -1/2 Block from Publix supermarket. 30 minutes from Miami International Airport. Will come again.

Reviewed on Apr 8, 2025

The 27 Wynwood
4.0-star property

The 27 Wynwood

10/10 Exceptional! (5 reviews)

Jul 16 - Jul 19

3 night stay

Chicago (CHI) to Miami (MIA)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,135, price is now $666 per person
$666
per person
found 1 day ago
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Coral Gables packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Sunny
4.0-star property

The Sunny

8.6/10 Excellent! (335 reviews)

Aug 3 - Aug 7

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $877, price is now $663 per person
$663
per person
just found
This was our first time staying at The Sunny, but are very familiar with the area. My father lives a few blocks away and over the years we have sampled several of the loca properties. The transformation from the Newport to the Sunny is remarkable. The rooms are beautiful. The lobby is incredible. The real key is the pool deck. Most of the competition close by have very small pools, which are largely in the shade of the building. Not here. This is wonderful. The staff is top notch. Very well trained and they really go out of their way to make everything just right. I would say the hotel is 90% done. Still waiting for the restaurant to open. That will also enhance the poolside dining options as well. Go, you won’t regret it.

Reviewed on Apr 8, 2026

W South Beach
5.0-star property

W South Beach

9.2/10 Wonderful! (1,010 reviews)

Aug 3 - Aug 7

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,600, price is now $1,176 per person
$1,176
per person
just found
Amazing property. Service was impeccable by every single staff member. Very impressed. The food in the Chinese restaurant was not very good (dumplings and noodle appetizer) but even here the service was great.

Reviewed on Aug 25, 2025

Miami International Airport Hotel
3.0-star property

Miami International Airport Hotel

7.8/10 Good! (5,539 reviews)

Aug 3 - Aug 7

4 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $965, price is now $725 per person
$725
per person
just found
The room was clean. The bed was comfortable. The bathroom while clean, needed maintenance. Water in the tub drained out very slowly. I like that the hotel is right in the airport, this is very convenient. The front desk person made me feel as though I was disturbing him as he was carrying on a conversation with his colleague. I don't remember him saying welcome or hello, he just nodded.

Reviewed on Jun 10, 2026

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Coral Gables business class flight packages

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

Riverside Hotel

9/10 Wonderful! (3,049 reviews)

Jul 26 - Aug 1

6 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,125, price is now $822 per person
$822
per person
found 1 day ago
Excellent location, busy area and great for entertainment. My room was much better and bigger this time than my last stay here. I had a lot of trouble with the keys but it got sorted out after a couple of tries. I would stay here again.

Reviewed on Jun 9, 2026

Sea View Hotel, Bal Harbour, On The Ocean
3.5-star property

Sea View Hotel, Bal Harbour, On The Ocean

8.4/10 Very Good! (1,003 reviews)

Jul 26 - Aug 1

6 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,332, price is now $951 per person
$951
per person
found 1 day ago
La vista al mar perfecta Localización perfecta Personal perfecto Lo uníco malo le falta mucha renovación en los baños de las habitaciones Son limpios pero no modernos

Reviewed on Apr 18, 2026

B Ocean Resort Fort Lauderdale Beach
4.0-star property

B Ocean Resort Fort Lauderdale Beach

7.6/10 Good! (4,002 reviews)

Jul 26 - Aug 1

6 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,098, price is now $832 per person
$832
per person
found 1 day ago
Perfect place to stay on vacation I enjoyed

Reviewed on Jun 15, 2026

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Coral Gables first class flight packages

Price found within the past 48 hours. Click for updated prices.
Esmé Miami Beach
4.0-star property

Esmé Miami Beach

9/10 Wonderful! (1,463 reviews)

Jul 26 - Jul 31

5 night stay

Chicago (MDW) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Price was $1,576, price is now $1,345 per person
$1,345
per person
found 1 day ago
The Esme is one of my favorite hotels in Miami. It’s the second year in a row I choose them for my birthday, and they never disappoint. The rooftop looks great, the restaurants are all excellent and the staff is always friendly and welcoming. They make me feel like I’m at home.

Reviewed on May 22, 2026

The St. Regis Bal Harbour Resort
5.0-star property

The St. Regis Bal Harbour Resort

9/10 Wonderful! (423 reviews)

Jul 26 - Jul 31

5 night stay

Chicago (MDW) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Price was $4,531, price is now $3,615 per person
$3,615
per person
found 1 day ago
Excellent service and facilities

Reviewed on Nov 3, 2025

Cozy Gorgeous Studio in Miami Beach
3.0-star property

Cozy Gorgeous Studio in Miami Beach

No reviews

Jul 26 - Jul 31

5 night stay

Chicago (MDW) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $2,648,824, price is now $2,162,288 per person
$2,162,288
per person
found 1 day ago
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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

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Get Package Savings by Booking Flights and Hotels at the Same Time

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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.