$49 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.

Sun, May 4 - Thu, May 8
ORD
O'Hare Intl.
MIA
Miami Intl.
$185 Roundtrip, just found
$185
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, May 4 from O'Hare Intl. to Miami Intl., returning Thu, May 8, priced at $185 just found
Sun, May 4 - Thu, May 8
ORD
O'Hare Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$200 Roundtrip, found 2 hours ago
$200
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, May 4 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, May 8, priced at $200 found 2 hours ago
Fri, May 2 - Mon, May 5
MDW
Midway Intl.
FLL
Fort Lauderdale - Hollywood Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 2 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, May 5, priced at $211 found 2 days ago
Fri, May 2 - Fri, May 9
MDW
Midway Intl.
MIA
Miami Intl.
$243 Roundtrip, found 7 hours ago
$243
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, May 2 from Midway Intl. to Miami Intl., returning Fri, May 9, priced at $243 found 7 hours ago

Airfares from $49 One Way, $98 Round Trip from Chicago to Aventura

Prices starting at $98 for return flights and $49 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.

Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
MIA
Miami
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 21 from Chicago to Miami, returning Sat, Oct 25, priced at $98 just found
Fri, May 9 - Wed, May 21
ORD
Chicago
FLL
Fort Lauderdale
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, May 9 from Chicago to Fort Lauderdale, returning Wed, May 21, priced at $110 found 2 days ago
Wed, Jul 9 - Wed, Jul 16
MDW
Chicago
FLL
Fort Lauderdale
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Jul 9 from Chicago to Fort Lauderdale, returning Wed, Jul 16, priced at $171 found 3 days ago
Wed, Jul 23 - Thu, Jul 24
ORD
Chicago
FLL
Fort Lauderdale
$171 Roundtrip, just found
$171
Roundtrip
just found
Select United flight, departing Wed, Jul 23 from Chicago to Fort Lauderdale, returning Thu, Jul 24, priced at $171 just found
Tue, May 20 - Wed, May 21
MDW
Chicago
MIA
Miami
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, May 20 from Chicago to Miami, returning Wed, May 21, priced at $188 found 3 days ago

Aventura economy flight packages

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

The Penguin Hotel

8/10 Very Good! (1,143 reviews)

May 29 - Jun 6

8 night stay

Chicago (CHI) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
The property was right on south beach with ocean view.

Reviewed on Feb 25, 2025

President Hotel
3.5-star property

President Hotel

8.2/10 Very Good! (1,331 reviews)

May 29 - Jun 6

8 night stay

Chicago (CHI) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Great location. Hotel kept our luggage when we arrived to South Beach before check in. Really didn’t like how slippery the tiles around the pool area were. Very dangerous.

Reviewed on Apr 6, 2025

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Aventura packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Ocean Villas of Deerfield
2.5-star property

Ocean Villas of Deerfield

9.2/10 Wonderful! (1,059 reviews)

Jun 14 - Jun 16

2 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
one of the best places to stay

Reviewed on Oct 31, 2024

B Ocean Resort Fort Lauderdale Beach
4.0-star property

B Ocean Resort Fort Lauderdale Beach

7.6/10 Good! (2,624 reviews)

Jun 14 - Jun 16

2 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Clean, good location, 2 pools

Reviewed on Mar 18, 2025

Pelican Grand Beach Resort - A Noble House Resort
4.0-star property

Pelican Grand Beach Resort - A Noble House Resort

8.6/10 Excellent! (1,010 reviews)

Jun 14 - Jun 16

2 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Beach waterfront was great. So was the view from our 9th floor suite. Room was quiet and immaculate! Staff was friendly and very courteous. My only complaint was the 25 very young kids playing Marco Polo in the pool, all day long!!! Felt like a Marriott. Will use the beach next time we visit.

Reviewed on Apr 12, 2025

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Aventura first class flight packages

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

President Villa

8.2/10 Very Good! (1,002 reviews)

Jun 13 - Jun 15

2 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Although we didn't take advantage of it enough the hotel served breakfast every morning. Front desk staff awesome and very accommodating. A few times we had minor issues in our room and front desk staff would have maintenance up to our room in a matter of minutes. Minor drawback. A lot of hotel staff seemed not to know how to speak english well but front desk would let maintenance know the exact problem we were having and when they would arrive to our room we didnt need to talk that much because front desk already gave them the run down. I think hotel is in the best section of south beach. Beach 1 block away and walgreens across the street.

Reviewed on Apr 11, 2025

EAST Miami Residences
5.0-star property

EAST Miami Residences

9/10 Wonderful! (52 reviews)

Jun 13 - Jun 15

2 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Parmer's Resort
2.5-star property

Parmer's Resort

8.8/10 Excellent! (1,001 reviews)

Jun 8 - Jun 13

5 night stay

Chicago (ORD) to Miami (MIA)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Very quiet. Great place to go to wind down. Great kayaks- lots of interesting canals to go down. Awesome fire pit! Oh, great continental breakfast and yummy cookies in the afternoon. Overall, outstanding place!!

Reviewed on Mar 6, 2025

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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
1199 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Copa Airlines, Air New Zealand, United Airlines, Gol, Alaska Airlines, Royal Air Maroc, Avianca, Royal Jordanian, Finnair, Spirit Airlines, British Airways
Earliest Flight Arrival
1:09PM UTC
Latest Flight Arrival
3:29AM UTC

Chicago to Aventura

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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.