Flights from Midway Intl. Airport to Key West Intl. Airport | AARP Travel Center

Skip to main content

Stays
Flights
Cars
Vacation Packages
Things to do
Cruises

Support
My Trips
Members can access discounts and special features
- Sign in
- Create a free account

Flights from Midway Intl. Airport to Key West Intl. Airport
Flights to Key West
Florida
United States of America
North America
Flights
Expedia-AARP.com

Packages
Flights

Roundtrip
One-way
Multi-city

Travelers

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Economy Premium economy Business class First class

Leaving from

Going to

Departing

Returning

Add a place to stay

Add a car

Popular Flights from Midway Intl. Airport

Chicago to Jacksonville (MDW - JAX)
Chicago to Newark Liberty Intl. Airport (MDW - EWR)
Chicago to Cebu (MDW - CEB)
Chicago to Miami (MDW - MIA)
Chicago to Fort Lauderdale (MDW - FLL)
Chicago to San Antonio (MDW - SAT)
Chicago to Boston (MDW - BOS)
Chicago to Manila (MDW - MNL)
Chicago to Chiang Mai (MDW - CNX)
Chicago to Sacramento (MDW - SMF)
Chicago to New York (MDW - JFK)
Chicago to Seattle (MDW - SEA)
Chicago to Springfield (MDW - SGF)
Chicago to Vancouver (MDW - YVR)
Chicago to Philadelphia (MDW - PHL)
Chicago to Fort Myers (MDW - RSW)
Chicago to Orlando (MDW - MCO)
Chicago to Las Vegas (MDW - LAS)

Top Flight Routes to Key West Intl.

BJI to EYW
MSY to EYW
DCA to EYW
TPA to EYW
SAT to EYW
RSW to EYW

Popular Destinations

Flights to Key West
Flights to Florida Keys
Flights to Summerland Key
Flights to Big Pine Key
Flights to Caribbean Islands
Flights to Stock Island
Flights to Cudjoe Key
Flights to South Florida
Flights to Sugarloaf Key
Flights to Little Torch Key

Plan Your Trip

Flights to Key West

Key West Hotels

Key West Car Rentals

Key West Vacations

Policies

Privacy Policy
Terms of use
Cookie Statement
Website Feedback
Your privacy choices

† More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid

English Copyright 1995 - 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. AARP and its affiliates do not provide retail goods or services or discounts on such goods or services. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP Travel Center directly for full details. Expedia pays a royalty fee to AARP for the use of AARP's intellectual property. These fees are used for the general purposes of AARP.

30737ee2-2781-4bf6-9519-c160f70331285e96115a-29d3-47ef-84a2-935eac43d0fe