- Must visit
International Museum of the Horse
Interactive museum on the Thoroughbred industry with hands-on exhibits, galleries, and programs that explain Kentucky horse culture.
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The cheapest and fastest flights from Chicago, IL to Lexington, KY
Showing times, prices and bookable tickets for Nov 04
- Cheapest price on Nov 04
- $220
- Average ticket price on Nov 04
- $336
- Fastest journey on Nov 04
- 1 h 29 m
- Average journey duration on Nov 04
- 1 h 34 m
- Flights on Nov 04
- 4
- Distance
- 507 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Lexington, KY is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Lexington, KY will cost around $336 if you buy it on the day, but the cheapest tickets can be found for only $220.
Fast flights
On Wed, Nov 04, we found 4 flights from Chicago, IL to Lexington, KY, including 4 direct services.
On Wed, Nov 04 the direct flights cover the 507 km distance in an average of 1 h 34 m but if you time it right, some flights will get you there in just 1 h 29 m .
On Wed, Nov 04 the longest flights will take 1 h 37 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
6:23 PM 1h34 Chicago, IL 7:57 PM Lexington, KY $220 1 One-way 0 transfers
8:15 PM 1h35 Chicago, IL 9:50 PM Lexington, KY $334 1 One-way 0 transfers7:33 PM 1h37 Chicago, IL 9:10 PM Lexington, KY $389 1 One-way 0 transfers2:30 AM 1h29 Chicago, IL 3:59 AM Lexington, KY $400 1 One-way 0 transfers
2:30 AM 1h29 Chicago, IL 3:59 AM Lexington, KY $400 1 One-way 0 transfers6:23 PM 1h34 Chicago, IL 7:57 PM Lexington, KY $220 1 One-way 0 transfers8:15 PM 1h35 Chicago, IL 9:50 PM Lexington, KY $334 1 One-way 0 transfers7:33 PM 1h37 Chicago, IL 9:10 PM Lexington, KY $389 1 One-way 0 transfers
Journey information
Overview: Chicago, IL to Lexington, KY flight
USAUSA
Flights from Chicago, IL to Lexington, KY depart on average 36 times per day, taking around 4h 4m. Cheap flight tickets for this journey start at $304 but you can travel from only $49 by bus.
There are 6 flights per day. The earliest flight runs at 00:15, the last at 23:03. The fastest flight covers the 315 miles (507 km) distance in 1h 25m. April is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $49
Distance 315 miles (507 km) |
Average flight duration 4h 4m |
Cheapest ticket price $304 |
Flights per day 36 |
Direct flights 6 |
Fastest flight 1h 25m |
First flight 12:15 AM |
Last flight 11:03 PM |
Cheapest Month Apr |
Cheapest Day Sat |
High Season Jul - Sep |
Low Season Jan - Mar |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $49
Frequently asked questions about your Chicago, IL to Lexington, KY trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Lexington, KY.
Cheap plane tickets from Chicago, IL to Lexington, KY can start from as little as $304 when you book in advance. The average flight ticket price for Chicago, IL to Lexington, KY is $638 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The earliest flight from Chicago, IL to Lexington, KY leaves at 12:15 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Lexington, KY leaves at 11:03 PM.
Yes, there are 6 direct flights a day from Chicago, IL to Lexington, KY with United, skywest airlines. Schedules can vary on holidays or weekends with fewer direct flights.
Live departures
Chicago, IL to Lexington, KY flight times
The table below shows live departures for Chicago, IL to Lexington, KY flights for today, Tuesday, November 3. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 8:15 PM Chicago, IL | 1h35 | 9:50 PM Lexington, KY | 0 transfersDirect | |
| Wednesday, November 4 | |||||
| 2:30 AM Chicago, IL | 1h29 | 3:59 AM Lexington, KY | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Why should you book Chicago, IL to Lexington, KY flights with Omio?
American Airlines as well as United, skywest airlines, psa airlines and more offer flights services from Chicago, IL to Lexington, KY.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Lexington, KY.
Why book with Omio vs American Airlines?
- Compare with other providers: On Omio, you can not only buy tickets for American Airlines, but also compare tickets for the likes of United, skywest airlines or psa airlines to find the best option for your trip from Chicago, IL to Lexington, KY.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare American Airlines with all available travel options, which are bus and flight to ensure you get the best deal for traveling from Chicago, IL to Lexington, KY.
Why book with Omio over Trip, Edreams or Skyscanner?
- Compare with other providers: On Omio, you can also compare tickets for the likes of United, skywest airlines or psa airlines to find the best option for your trip from Chicago, IL to Lexington, KY.
- Multiple modes of transport: Omio allows you to compare travel options including bus and flight to find the ideal travel option from Chicago, IL to Lexington, KY.
Airlines: American Airlines, United, skywest airlines, psa airlines from Chicago, IL to Lexington, KYFind the best flights between Chicago, IL to Lexington, KY with Omio's travel partners American Airlines, United, skywest airlines, psa airlines from $49. We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average United Duration
1h 26m
Cheapest United Price
$305
United frequency
13 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
American Airlines
About
American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.
Luggage & cancellation policy
Average American Airlines Duration
3h 23m
Cheapest American Airlines Price
$315
American Airlines frequency
22 a day
Luggage included
1 carry-on bag (22 x 14 x 9 inches) and 1 personal item (18 x 14 x 8 inches) included in most fares
Additional luggage
Checked bags fees vary by route. First checked bag typically $30, second $40 on domestic flights
Cancellation Policy
Basic Economy tickets cannot be changed or refunded. Other fares allow changes with fee, refunds subject to fare rules.
Pregnant on board
Passengers can fly up to 36 weeks for single pregnancies, 32 weeks for multiple pregnancies. Medical certificate required within 7 days of departure if within 4 weeks of due date.
Unaccompagned minor
Children ages 5-14 can travel alone using American Airlines Unaccompanied Minor Service. Service fee is $150 each way.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
American Airlines provides wheelchair assistance and special services for passengers with disabilities. Assistance must be requested at least 48 hours before departure.
Pets
Small dogs and cats allowed in cabin for $125 fee. Must be in approved carrier under seat. Service animals allowed.
skywest airlines
About
SkyWest Airlines is a major North American regional airline headquartered in St. George, Utah. It operates flights for larger carriers such as Alaska Airlines (as Alaska SkyWest), American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express). SkyWest is the largest regional airline in North America by fleet size, passengers carried, and destinations served. The airline connects passengers to over 250 destinations across the United States, Canada, and Mexico, primarily linking smaller airports to major airline hubs. SkyWest's fleet consists of regional jets, including the Bombardier CRJ series and Embraer 175 aircraft.
Luggage & cancellation policy
Average skywest airlines Duration
1h 25m
Cheapest skywest airlines Price
$304
skywest airlines frequency
3 a day
Luggage included
One carry-on bag and one personal item are allowed for free.
Additional luggage
Additional luggage can be purchased, and fees apply for excess, oversized, or overweight baggage.
Cancellation Policy
If canceled within 24 hours of purchase, a full refund is possible, provided the departure is at least 7 days away; after 24 hours, fees range from $100 to $500.
Refund
If SkyWest Airlines cancels a flight, passengers are eligible for a full refund.
Pregnant on board
Being pregnant on board is allowed, but specific policies may depend on the partner airline.
Unaccompagned minor
Children aged 5-14 can travel alone using the unaccompanied minor service, which includes airport escort and supervision.
Amenities on board the airplane
Seat reservation
Toilets
Accessibility
SkyWest Airlines complies with all provisions of the Air Carrier Access Act and accommodates customers with special needs.
Bikes
Bicycles can be checked in but may incur additional fees and must be properly packed.
Pets
Small pets like cats and dogs are allowed in the cabin for a fee, with restrictions on pet and carrier size.
psa airlines
About
PSA Airlines is an American regional airline and a wholly-owned subsidiary of the American Airlines Group, operating exclusively on behalf of American Airlines under the American Eagle brand. Headquartered in Charlotte, North Carolina, PSA Airlines operates over 800 daily flights to nearly 100 destinations across the United States. The airline maintains an all-jet fleet consisting of Bombardier CRJ700 and CRJ900 regional aircraft. With a team of over 5,000 employees, PSA Airlines plays a significant role in connecting smaller cities to major hubs within American Airlines' network.
Luggage & cancellation policy
Average psa airlines Duration
3h 52m
Cheapest psa airlines Price
$689
psa airlines frequency
1 a day
Luggage included
One carry-on bag and one personal item are allowed.
Additional luggage
Additional luggage can be checked for a fee, with weight limits up to 32kg (70lbs) for a single piece.
Cancellation Policy
PSA Airlines' cancellation policy depends on the timeframe of cancellation and ticket flexibility, with some flexible ticket options offering easier cancellations.
Refund
Passengers are entitled to a refund if the airline cancels a flight and they choose not to travel.
Amenities on board the airplane
Food sold onboard
Non-alcoholic beverages are complimentary in Economy Class, while alcoholic drinks and snack boxes can be purchased.
Seat reservation
Seat selection for standard seating is typically included, but preferred or Main Cabin Extra seats may require an additional fee.
Accessibility
Wheelchair assistance is available and should be requested at least 24 hours prior to flight departure.
Bikes
Bicycles can be carried as checked baggage if handlebars are turned sideways, pedals are removed, tires are deflated, and the bike is packed in a case or durable cardboard box.
Companies, tickets, and onboard amenities between Chicago, IL and Lexington, KY
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
When taking a flight from Chicago, IL to Lexington, KY, you can count on American Airlines, United, skywest airlines, psa airlines for the best way to get you to Lexington, KY. You can also check all possible airlines who offer a service between Chicago, IL and Lexington, KY and compare the amenities they offer before buying a plane ticket.
For international flights we recommend to arrive 2.5 to 3 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
Complete guide to Lexington, KY
Things to do in Lexington, KY
Discover the best of Lexington, KY — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Lexington, KY trip today.
- Recommended
University of Kentucky Art Museum
University art museum with rotating exhibitions, modern and historical works, and thoughtful galleries near downtown Lexington.
- Recommended
Aviation Museum of Kentucky
Specialized museum preserving Kentucky military aviation history with aircraft displays, artifacts, and veteran-focused interpretation.
- Must visit
Distillery District
Revived mixed-use district with murals, shops, events, and public spaces that showcase Lexington's creative and social energy.
- Recommended
Jacobson Park
Large city park with walking trails, sports areas, gardens, and frequent public events in a central Lexington setting.
- Recommended
Cheapside Park
Downtown square framed by historic buildings, fountains, and event space, ideal for walking and orienting yourself in the city center.
- Gluten-free
Kentucky Barbecue Mutton
Chopped or sliced smoked mutton, usually from older sheep, with a peppery dip. A classic of Kentucky barbecue, especially in western parts of the state.
- Gluten-free
Country Ham With Red-Eye Gravy
Pan-fried country ham served with a red-eye gravy made from coffee and drippings. A longtime Kentucky breakfast staple with a salty, robust flavor.
- Vegetarian
- Gluten-free
Kentucky Spoonbread
A spoonbread-style corn pudding with a soft, soufflé-like texture. It is strongly associated with Kentucky home cooking and Southern restaurant menus.
Carson's Food & Drink
Lively Southern restaurant serving Kentucky classics, bourbon drinks, and regional ingredients in a polished but relaxed downtown space.
Josie's Restaurant
Beloved local breakfast and lunch spot known for hearty Southern comfort food and a busy, casual neighborhood atmosphere.
Red State BBQ
Historic barbecue restaurant known for burgoo, smoked meats, and Kentucky sides in a casual, old-school setting.
United States dollar ($)
Moderate for U.S. travel. Hotels and dining are usually cheaper than major cities, while car-based transport can add costs for visitors.
Average meal costs
- Budget
- $10-15 for fast food or a casual meal.
- Mid-range
- $20-35 per person for a restaurant meal.
- Fine dining
- $60+ per person for upscale dining.
- Coffee
- $3-6 for coffee or a cappuccino.
Tipping culture
Tip 18-20% in restaurants, more for excellent service. Taxis usually round up or add 10-15%. Cafes often have tip jars or card tip prompts.
Plan your visit to Lexington, KY
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Lexington, KY.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Lexington, KY, travelers should be cautious of petty theft and occasional vehicle break-ins, especially in crowded or tourist-heavy areas. It's important to avoid leaving valuables in plain sight and to use well-lit, populated parking areas. Travelers should also be aware of common scams such as overpriced taxi services or unofficial tour operators. Staying alert and using reputable transportation options can help ensure a safe visit.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
FAQs: Chicago, IL to Lexington, KY Flight
Find answers to the most common questions about traveling from Chicago, IL to Lexington, KY by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Lexington, KY, this guide helps you travel smarter and with confidence.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Lexington, KY including taking a bus and flight.
popular airports
Popular airports from Chicago, IL to Lexington, KY
Most Chicago, IL to Lexington, KY flights use the O'Hare International Airport to Blue Grass Airport airport pair. Use this guide to compare Chicago, IL and Lexington, KY airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Departure airports in Chicago
Arrival airports in Lexington
Which Chicago, IL airport do flights to Lexington, KY leave from?
Flights from Chicago, IL to Lexington, KY depart from O'Hare International Airport. The airport is 2 miles (4 km) from Chicago, IL city centre at 10000 W O'Hare Ave, Chicago, IL 60666, USA.
O'Hare International Airport (ORD)10000 W O'Hare Ave, Chicago, IL 60666, USA
City-centre transport
Getting to O'Hare International Airport from Chicago city centre
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
SubwayBlue Line · 1h 7m · $6 · every ~23 min
O'Hare International Airport airport facilities and services
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at O'Hare International Airport: Parking, Taxis, WC.
Bike and car services
Available at O'Hare International Airport: Car Rental.
Accessibility
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Which Lexington, KY airport do flights from Chicago, IL arrive at?
Flights from Chicago, IL to Lexington, KY arrive at Blue Grass Airport. Blue Grass Airport is 7 miles (12 km) from Lexington, KY city centre.
Blue Grass Airport (LEX)Blue Grass Airport (LEX), 4000 Terminal Dr, Lexington, KY 40510, USA
City-centre transport
Getting to Blue Grass Airport from Lexington city centre
Blue Grass Airport is 12 km from Lexington city centre. Public transport options include:
Bus3 · 1h 58m · $3 · every ~2 min
Blue Grass Airport airport facilities and services
Blue Grass Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Several dining options available in terminals.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are aTMs available near baggage claim and main terminal.
Tickets and information
Ticket office support is available at Blue Grass Airport.
Parking, taxis and toilets
Available at Blue Grass Airport: Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Blue Grass Airport: Fully accessible for individuals with disabilities.
Airports for flights from Chicago, IL to Lexington, KY
See which airports are used for flights between Chicago, IL and Lexington, KY, including airport details.
Flights from Chicago, IL to Lexington, KY generally leave from O'Hare International Airport and arrive in Blue Grass Airport.O'Hare International Airport is 2 miles (4 km) away from Chicago, IL city centre and Blue Grass Airport is 7 miles (12 km) from Lexington, KY city centre.
Most popular flights from Chicago, IL
More options for your journey from Chicago, IL to Lexington, KY
Here are some other resources that might have the information you need
Most popular flights to and from Lexington, KY and Chicago, IL
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