- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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Journey information
Overview: Lexington, KY to Chicago, IL flight
USAUSA
Flights from Lexington, KY to Chicago, IL depart on average 31 times per day, taking around 1h 53m. Cheap flight tickets for this journey start at $229 but you can travel from only $74 by bus.
There are 5 flights per day. The earliest flight runs at 00:02, the last at 23:03. The fastest flight covers the 315 miles (507 km) distance in 1h 43m. December 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 $74
Distance 315 miles (507 km) |
Average flight duration 1h 53m |
Cheapest ticket price $229 |
Flights per day 31 |
Direct flights 5 |
Fastest flight 1h 43m |
First flight 12:02 AM |
Last flight 11:03 PM |
Cheapest Month Dec |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Apr - Jun |
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 $74
The cheapest and fastest flights from Lexington, KY to Chicago, IL
Showing times and prices for Aug 07
Cheapest price
$229
Average price
$229
Fastest journey
1 h 43 m
Average duration
1 h 43 m
Flights per day
1
Distance
507 km
Cheap tickets
The best way to find a cheap flight ticket from Lexington, KY to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Lexington, KY to Chicago, IL will cost around $229 if you buy it on the day, but the cheapest tickets can be found for only $229.
Fast flights
Of the 1 flights that leave Lexington, KY for Chicago, IL onFri, Aug 07, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Aug 07 the direct flights cover the 507 km distance in an average of 1 h 43 m but if you time it right, some flights will get you there in just 1 h 43 m .
On Fri, Aug 07 the longest flights will take 1 h 43 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.
10:40 AM1h43Lexington, KY12:23 PMChicago, IL$2291One-way0 transfers
- 10:40 AM1h43Lexington, KY12:23 PMChicago, IL$2291One-way0 transfers
Travel Information
Compare bus and flight for Lexington, KY to Chicago, IL
Omio recommends booking the flight as it is the most popular option from Lexington, KY to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $74. For those with little time consider booking a flight which can get you there in 1h 53m. The ticket price range depends on the travel mode: a bus costs an average of $74, and a flight costs an average of $229.
Distance: 315 miles (507 km)
Compare flight with
Most popular Flight | Bus | Driving |
|---|---|---|
$344 Average price | $126 Average price Cheapest | $35 Average price (fuel + tolls) |
4h 53m Average total duration Fastest 1h 53m Onboard + 3h 0m Additional time* | 15h 55m Average total duration 15h 25m Onboard + 30m Additional time* | 5h 46m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Lexington, KY to Chicago, IL is a bus with an average price of $126.
This is compared to other travel options from Lexington, KY to Chicago, IL:
A bus is $217 less than a flight for this route with tickets for a flight from Lexington, KY to Chicago, IL costing on average $344.
The fastest way to travel from Lexington, KY to Chicago, IL is by flight with an average journey time of 1h 53m.
Other travel options to Chicago, IL take longer:
Bus takes on average 15h 25m.
It's helpful to compare your options as there are 2 ways to travel between Lexington, KY and Chicago, IL including taking a bus and flight.
We recommend using the flight as it is the most popular way to get from Lexington, KY to Chicago, IL among Omio's users.
Live departures
Lexington, KY to Chicago, IL flight times
The table below shows live departures for Lexington, KY to Chicago, IL flights for today, Thursday, August 6. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
 | 10:45 PM Lexington, KY | 1h46 | 12:31 AM Chicago, IL | 0 transfersDirect | |
| Friday, August 7 | |||||
| 10:40 AM Lexington, KY | 1h43 | 12:23 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Lexington, KY to Chicago, IL by bus or flight
Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Airlines: skywest airlines from Lexington, KY to Chicago, ILFind the best flights between Lexington, KY to Chicago, IL with Omio's travel partners skywest airlines from $74. We can find you the best deals, schedules and tickets when comparing and booking the best trip.
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
skywest airlines frequency
2 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.
Motorbike
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
Chicago-Style Hot Dog
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian Beef Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Lexington, KY to Chicago, IL Flight
Find answers to the most common questions about traveling from Lexington, KY to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.
Cheap plane tickets from Lexington, KY to Chicago, IL can start from as little as $229 when you book in advance. The average flight ticket price for Lexington, KY to Chicago, IL is $344 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Lexington, KY to Chicago, IL is 1h 43m to travel the 315 miles (507 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Lexington, KY to Chicago, IL leaves at 12:02 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Lexington, KY to Chicago, IL leaves at 11:03 PM.
Yes, there are 5 direct flights a day from Lexington, KY to Chicago, IL with skywest airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Lexington, KY to Chicago, IL, you can count on skywest airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Lexington, KY and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from Lexington, KY to Chicago, IL generally leave from Blue Grass Airport and arrive in O'Hare International Airport.Blue Grass Airport is 7 miles (12 km) away from Lexington, KY city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from Lexington, KY to Chicago, IL is December.
It's helpful to compare your options as there are 2 ways to travel between Lexington, KY and Chicago, IL including taking a bus and flight.
Since neither Lexington, KY nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Lexington, KY and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
Some of the most interesting sights to explore in Chicago, IL are:
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best holidays to experience in Chicago, IL include:
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the flight as it is the most popular way to get from Lexington, KY to Chicago, IL among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 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.
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 Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
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.
popular airports
Popular airports from Lexington, KY to Chicago, IL
Most Lexington, KY to Chicago, IL flights use the Blue Grass Airport to O'Hare International Airport airport pair. Use this guide to compare Lexington, KY and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Departure airports in Lexington
Arrival airports in Chicago
Which Lexington, KY airport do flights to Chicago, IL leave from?
Flights from Lexington, KY to Chicago, IL depart from Blue Grass Airport. The airport is 7 miles (12 km) from Lexington, KY city centre at Blue Grass Airport (LEX), 4000 Terminal Dr, Lexington, KY 40510, USA.
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 · $2 · 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.
Which Chicago, IL airport do flights from Lexington, KY arrive at?
Flights from Lexington, KY to Chicago, IL arrive at O'Hare International Airport. O'Hare International Airport is 2 miles (4 km) from Chicago, IL city centre.
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..
More options for your journey from Lexington, KY to Chicago, IL
Here are some other resources that might have the information you need
Most popular flights to and from Chicago, IL and Lexington, KY
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