Featured airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap flights from Lexington to Chicago (LEX-MDW)
Prices were available within the past 7 days and start at €143 for one-way flights and €333 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€333 Return, found 4 days ago
€333
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€399 Return, found 4 days ago
€399
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€426 Return, found 4 days ago
€426
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€434 Return, found 4 days ago
€434
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€455 Return, found 4 days ago
€455
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€463 Return, found 4 days ago
€463
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€491 Return, found 6 days ago
€491
Return
found 6 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€510 Return, found 4 days ago
€510
Return
found 4 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€520 Return, found 6 days ago
€520
Return
found 6 days ago
Sat, 15 Jun - Mon, 17 Jun
LEX
Lexington
MDW
Chicago
€546 Return, found 4 days ago
€546
Return
found 4 days ago
Origin airport | Blue Grass |
Destination airport | Midway Intl. |
Return price | €333 |
Distance | 492 km |
Perfect flights from Lexington to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Lexington to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Blue Grass to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from €143 and roundtrip prices from €333. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Midway Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
- Trending Routes
- Top Flights Destinations
- More Airlines
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Lexington
Top Routes to Chicago
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Panama City Beach
- Flights to San Diego
- Flights to Chicago
- Flights to Los Angeles
- Flights to Myrtle Beach
- Flights to Miami
- Flights to Destin
- Flights to Nashville
- Flights to Boston
- Flights to Key West
- Flights to Honolulu
- Flights to San Francisco
- Flights to New Orleans
- Flights to Fort Lauderdale
- Flights to Houston
- Flights to Atlanta
- Flights to Seattle
Hotels
Flights
Flights from New York (JFK) to Chicago (ORD)Flights from Shannon (SNN) to Chicago (ORD)Flights from Las Vegas (LAS) to Chicago (ORD)Flights from Florence (CVG) to Dublin (DUB)Flights from Newark (EWR) to Florence (CVG)Flights from Dublin (DUB) to Chicago (ORD)Flights from Naples (NAP) to Chicago (ORD)Flights from London (LHR) to Chicago (ORD)Flights from Dublin (DUB) to Florence (CVG)Flights from Chicago (ORD) to Florence (CVG)Flights from Philadelphia (PHL) to Chicago (ORD)Flights from Los Angeles (LAX) to Chicago (ORD)Flights from Orlando (MCO) to Chicago (ORD)Flights from Cork (ORK) to Chicago (ORD)Flights from Vancouver (YVR) to Chicago (ORD)Flights from New York (LGA) to Chicago (ORD)Flights from San Francisco (SFO) to Chicago (ORD)Flights from Toronto (YYZ) to Chicago (ORD)
Packages
*Available to Expedia members.