Beginning of main content

Lowest round trip fares by airline from Chicago and Miami

Cheapest prices ($19 One Way, $37 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Miami

Rodeway Inn South Miami Coral Gables
2.0 out of 5.0
2.9 out of 5 (7 reviews)

Located in South Miami, this hotel is 1.5 mi (2.4 km) from University of Miami and 2.2 mi (3.5 km) from Dadeland Mall. Miracle Mile and Vizcaya Museum and Gardens ...

Really needs a lot of updates to their rooms staff was nice
James Hotel
2.0 out of 5.0
3.3 out of 5 (3 reviews)

Located in South Beach, this hotel is within a 5-minute walk of Espanola Way and Washington Avenue, Collins Avenue Shopping Area, and Lincoln Road Mall. Miami ...

Convenience of our stay. Staff was very nice. We had an awesome time and we will return one day again.
Newport Beachside Hotel & Resort
4.0 out of 5.0
3.5 out of 5 (294 reviews)

Located in Sunny Isles Beach, this beachfront resort is in the entertainment district and within a 15-minute walk of Newport Fishing Pier and Oleta River State ...

room furniture wasn’t newly furnished, paint on walls on balcony was chipped & had crayon drawing on it

Flights Review

Dec 30, 2019

I love flying with United.

Apr 22, 2018

We missed flight and AA got us there on the next one without any fuss

Mar 20, 2018

The flight hit a lot of turbulence

Mar 10, 2018

Great Friendly Staff. Refreshing!

Fly From Chicago to Miami

Number of Daily Flights11
Earliest Flight Departure DateJul 19
Latest Flight Departure DateJul 19
Popular AirlinesAmerican Airlines

Cheap flights from Chicago to Miami

Cheap flights from Chicago to Miami

A flight from Chicago to Miami International Airport (MIA) takes you from the Windy City to a tropical destination in southeastern Florida. Lined with palm trees and surrounded by aqua colored water of Biscayne Bay, Miami is a true paradise. The resorts of Miami Beach contrast the hustle and bustle of the financial district in the Brickell neighborhood. The Miami Seaquarium is one of few places in North America where you'll see a killer whale jump and splash inside a saltwater swimming pool.

Key Facts

Interstate 95 is a major highway that connects Miami to the rest of the Atlantic Coast of Florida. After you pick up a rental car at MIA, you can use local roads such as Interstate 395 to visit the American Airlines Arena and Marlins Park. If you're a fan of contemporary art, tour the exhibitions and galleries at the Wolfsonian-FIU or Art Basel. Discover the unique Art Deco architecture of South Beach, which is lined with boutique hotels and upscale resorts overlooking the Atlantic Ocean.

Hints and Tips

The flight from O'Hare International Airport (ORD) to MIA takes just over three hours. You can quickly ride the MIA Mover to reach the terminals, parking garages and car rental centers. The Metromover is also an automated people mover that serves downtown Miami.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.