$36 Cheap flight deals from Chicago (CHI) to Aventura (MIA)
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This Weekend's Flight Deals from Chicago to Aventura
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.
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
MIA
Miami Intl.
$345 Roundtrip, found 6 hours ago
$345
Roundtrip
found 6 hours ago
RFD
Greater Rockford
FLL
Fort Lauderdale - Hollywood Intl.
$350 Roundtrip, found 5 days ago
$350
Roundtrip
found 5 days ago
Airfares from $36 One Way, $62 Round Trip from Chicago to Aventura
Prices starting at $62 for return flights and $36 for one-way flights to Aventura 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
FLL
Fort Lauderdale
$62 Roundtrip, found 14 hours ago
$62
Roundtrip
found 14 hours ago
ORD
Chicago
FLL
Fort Lauderdale
$169 Roundtrip, found 11 hours ago
$169
Roundtrip
found 11 hours ago
ORD
Chicago
FLL
Fort Lauderdale
$169 Roundtrip, found 11 hours ago
$169
Roundtrip
found 11 hours ago
MDW
Chicago
FLL
Fort Lauderdale
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
RFD
Rockford
MIA
Miami
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Aventura economy flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Miami Downtown Condos
8.4/10 Very Good! (157 reviews)
Jun 29 - Jul 3
4 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 $1,226, price is now $644 per person
$644
per person
found 1 day ago
Staff was all very friendly. Location is close to a lot of stuff. The park and Brickell area are short walks or the Brickell loop train is across the street. Lots of dining near by. Much better than a typical hotel room.
Reviewed on Oct 31, 2025
Aventura packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fontainebleau Miami Beach
8.4/10 Very Good! (8,167 reviews)
Jun 22 - Jun 25
3 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,879, price is now $1,506 per person
$1,506
per person
found 1 day ago
Great room was very clean, Beach amenities were very good as was the service on the beach. Got VIP that upon arrival. Not a fan of valet parking to start with (too restrictive and feel like you have to tip both in and out) but was surprised first with $78 dollar a night and then even more surprised by a $107 CHARGE FOR A SUPPOSED OVERSIZED VEHICLE I received the first day. Not only was that tacked on I was told I had to pay it before I left the property on day one, I would think that would be settled upon check out
Reviewed on May 9, 2026
5.0-star property
1 Hotel South Beach
9.4/10 Exceptional! (1,501 reviews)
Jun 22 - Jun 25
3 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,567, price is now $2,403 per person
$2,403
per person
found 1 day ago
The best hotel I have ever stayed in!
Reviewed on Jan 17, 2026
3.0-star property
Kompose Boutique Hotel Miami Airport
9/10 Wonderful! (3,535 reviews)
Jun 22 - Jun 25
3 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $2,148, price is now $1,578 per person
$1,578
per person
found 1 day ago
This is one of the cleanest hotels I’ve ever stayed in. The beds were exceptionally comfortable, and the air felt fresh and well-maintained throughout. The space has a sleek, modern design, and the staff were consistently friendly and welcoming.
Reviewed on Apr 29, 2026
Aventura business class flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Kompose Boutique Hotel Miami Airport
9/10 Wonderful! (3,535 reviews)
Jul 1 - Jul 8
7 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,575, price is now $1,618 per person
$1,618
per person
found 1 day ago
This is one of the cleanest hotels I’ve ever stayed in. The beds were exceptionally comfortable, and the air felt fresh and well-maintained throughout. The space has a sleek, modern design, and the staff were consistently friendly and welcoming.
Reviewed on Apr 29, 2026
4.5-star property
Fontainebleau Miami Beach
8.4/10 Very Good! (8,167 reviews)
Jul 1 - Jul 8
7 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,900, price is now $1,772 per person
$1,772
per person
found 1 day ago
Great room was very clean, Beach amenities were very good as was the service on the beach. Got VIP that upon arrival. Not a fan of valet parking to start with (too restrictive and feel like you have to tip both in and out) but was surprised first with $78 dollar a night and then even more surprised by a $107 CHARGE FOR A SUPPOSED OVERSIZED VEHICLE I received the first day. Not only was that tacked on I was told I had to pay it before I left the property on day one, I would think that would be settled upon check out
Reviewed on May 9, 2026
5.0-star property
EAST Miami
9.2/10 Wonderful! (3,779 reviews)
Jul 1 - Jul 8
7 night stay
Chicago (CHI) to Miami (MIA)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,875, price is now $1,898 per person
$1,898
per person
found 1 day ago
Always a great stay at East Miami.
Reviewed on Sep 1, 2025
Aventura first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Cavalier Hotel South Beach
8.6/10 Excellent! (1,003 reviews)
Jun 18 - Jun 21
3 night stay
Chicago (CHI) to Miami (MIA)
United • FirstClass
Miami (MIA) to Chicago (CHI)
Delta • FirstClass
Price was $1,642, price is now $1,247 per person
$1,247
per person
found 1 day ago
Staff was great, elevator is tired, but I loved the proximity to everything
Reviewed on Jan 3, 2026
5.0-star property
The Retreat Collection at 1 Hotel & Homes South Beach
8/10 Very Good! (1 review)
Jun 18 - Jun 21
3 night stay
Chicago (CHI) to Miami (MIA)
United • FirstClass
Miami (MIA) to Chicago (CHI)
Delta • FirstClass
Save 100% on your flight
Price was $16,056, price is now $9,136 per person
$9,136
per person
found 1 day ago
5.0-star property
1 Hotel South Beach
9.4/10 Exceptional! (1,501 reviews)
Jun 18 - Jun 21
3 night stay
Chicago (CHI) to Miami (MIA)
United • FirstClass
Miami (MIA) to Chicago (CHI)
Delta • FirstClass
Price was $2,928, price is now $2,132 per person
$2,132
per person
found 1 day ago
The best hotel I have ever stayed in!
Reviewed on Jan 17, 2026
More About Flying To Aventura from Chicago
Route Information for Flights from Chicago to Aventura
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Aventura
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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.