Selected fares from Chicago to Florida Keys
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Flights from Chicago
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
Save more with Florida Keys Flight + Hotel packages
Seminole Hard Rock Hotel and Casino
4.5 out of 5.0Sat, Aug 5 - Sat, Aug 12
All Airports - Miami Intl.
$857
per person
Four Seasons Hotel Miami
5.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$790
per person
InterContinental Miami
4.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$482
per person
COMO Metropolitan Miami Beach
4.5 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$865
per person
Metropole Suites South Beach, a South Beach Group Hotel
4.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$545
per person
JW Marriott Marquis Miami
5.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$585
per person
Courtyard by Marriott Miami Dadeland
3.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$405
per person
JW Marriott Miami
5.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$556
per person
Brickell 1st by Vacation District
4.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$802
per person
Marriott Miami Dadeland
4.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$431
per person
W Fort Lauderdale
4.0 out of 5.0Tue, Aug 8 - Tue, Aug 15
All Airports - Miami Intl.
$810
per person
Newport Beachside Resort
3.0 out of 5.0Mon, Aug 14 - Sat, Aug 19
All Airports - Miami Intl.
$630
per person
More to explore for Chicago to Florida Keys
Explore Florida Keys with Orbitz's Travel Guides to find the best flights, cars, vacation packages and more!
Flights from Cities near Chicago
Flights to Cities near Florida Keys
Other Flights from Chicago
- Chicago to Las Vegas
- Chicago to Los Angeles
- Chicago to New York
- Chicago to Orlando
- Chicago to Denver
- Chicago to Boston
- Chicago to Cancun
- Chicago to London
- Chicago to Fort Lauderdale
- Chicago to Mexico City
- Chicago to Phoenix
- Chicago to Paris
- Chicago to Dallas
- Chicago to Tampa
- Chicago to Houston
- Chicago to Guadalajara
- Chicago to Toronto
- Chicago to Montreal
- Chicago to Miami
- Chicago to San Francisco
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.
