Lexington, KY LEX to Chicago, IL CHI flight with skywest airlines

Sat, Apr 04
+ Add return
skywest airlines
Ryanair
Malta Air
easyJet
Vueling
2,000+ travel companies
skywest airlines
Ryanair
Malta Air
easyJet
Vueling
2,000+ travel companies
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

Journey information

Overview: Lexington, KY to Chicago, IL flight

USAUSA
USAUSA
Icon of flight

Flights from Lexington, KY to Chicago, IL depart on average 30 times per day, taking around 1h 53m. Cheap flight tickets for this journey start at $233 (€190) but you can travel from only $52 (€42) by bus.

There are 4 flights per day. The earliest flight runs at 00:02, the last at 22:18. The fastest flight covers the 315 miles (507 km) distance in 1h 39m. 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 $52 (€42)
Distance
315 miles (507 km)
Average flight duration
1h 53m
Cheapest ticket price
$233 (€190)
Flights per day
30
Direct flights
4
Fastest flight
1h 39m
Cheapest month
December
First flight
12:02 AM
Last flight
10:18 PM
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 $52 (€42)

The cheapest and fastest flights from Lexington, KY to Chicago, IL

Showing times and prices for Apr 11

Cheapest price

$237

Average price

$316

Fastest journey

1 h 39 m

Average duration

1 h 47 m

Flights per day

3

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 $316 if you buy it on the day, but the cheapest tickets can be found for only $237.

Fast flights

Of the 3 flights that leave Lexington, KY for Chicago, IL onSat, Apr 11, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Sat, Apr 11 the direct flights cover the 507 km distance in an average of 1 h 47 m but if you time it right, some flights will get you there in just 1 h 39 m .

On Sat, Apr 11 the longest flights will take 1 h 57 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.

  • American Airlines
    12:06 AM1h44
    Lexington, KY
    1:50 AMChicago, IL
    $2371One-way
    0 transfers
  • American Airlines
    11:00 AM1h39
    Lexington, KY
    12:39 PMChicago, IL
    $3211One-way
    0 transfers
  • United
    1:35 PM1h57
    Lexington, KY
    3:32 PMChicago, IL
    $3911One-way
    0 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 $52. 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 $52, and a flight costs an average of $233.

Distance: 315 miles (507 km)

Compare flight with

Most popular
Flight
Bus

$353

Average price

$111

Average price

Cheapest

4h 53m

Average total duration

Fastest

1h 53m

Onboard

+

3h 0m

Additional time*

13h 34m

Average total duration

13h 4m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Live departures

Lexington, KY to Chicago, IL flight times

The table below shows live departures for Lexington, KY to Chicago, IL flights for tomorrow, Saturday, April 4. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
american_airlines12:06 AM Lexington, KY
1h44
1:50 AM Chicago, IL0 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.

Sun
Apr 05
Mon
Apr 06
Tue
Apr 07
Wed
Apr 08
Thu
Apr 09
Fri
Apr 10
Sat
Apr 11

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 $52 (€42). 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

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.

FAQs
Cheap plane tickets from Lexington, KY to Chicago, IL can start from as little as $233 (€190) when you book in advance. The average flight ticket price for Lexington, KY to Chicago, IL is $353 (€288) ; 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 39m 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 10:18 PM.
Yes, there are 4 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.
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

Lexington
Chicago
The major airport for departures in Lexington is Blue Grass Airport. Find all the information you need to know about services, amenities and connections at Blue Grass Airport for your trip from Lexington to Chicago.
Blue Grass Airport (LEX)
information

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

The Omio App Makes Travel Planning Easy

We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

ios-badge
android-badge
Hand With Phone