Lexington, KY LEX to Chicago, IL CHI flight with Sky West Airlines

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Journey information

Overview: Lexington, KY to Chicago, IL flight

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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 $234 (€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
$234 (€190)
Flights per day
30
Direct flights
4
Fastest flight
1h 39m
First flight
00:02
Last flight
22:18
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 $52 (€42)

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

Showing times and prices for Mar 24

Cheapest price

$238

Average price

$308

Fastest journey

1 h 40 m

Average duration

1 h 48 m

Flights per day

2

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 $308 if you buy it on the day, but the cheapest tickets can be found for only $238.

Fast flights

Of the 2 flights that leave Lexington, KY for Chicago, IL onTue, Mar 24, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Tue, Mar 24 the direct flights cover the 507 km distance in an average of 1 h 48 m but if you time it right, some flights will get you there in just 1 h 40 m .

On Tue, Mar 24 the longest flights will take 1 h 55 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
01:04PM1h40
Lexington, KY
02:44PMChicago, IL
$2381One-way
0 transfers
United
07:00PM1h55
Lexington, KY
08:55PMChicago, IL
$3771One-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 $234.

Distance: 315 miles (507 km)

Compare flight with

Most popular
Flight
Bus

$354

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 today, Monday, March 23. You can also manually refresh the results below to see updated flight journeys.

Last updated at 2:42 AM
ProviderDepartsDurationArrivesTransfers
Tickets
envoy_airAA427610:52 AM Blue Grass Airport
1h43
12:35 PM O'Hare International Airport0 transfersDirect
american_airlinesAA1309 · AA125011:00 AM Blue Grass Airport
9h15
8:15 PM O'Hare International Airport1 transfer
american_airlinesAA1309 · AA296611:00 AM Blue Grass Airport
11h45
10:45 PM O'Hare International Airport1 transfer
american_airlinesAA1309 · AA327711:00 AM Blue Grass Airport
7h04
6:04 PM O'Hare International Airport1 transfer
american_airlinesAA1309 · AA129011:00 AM Blue Grass Airport
13h40
12:40 AM O'Hare International Airport1 transfer
american_airlinesAA1309 · AA148911:00 AM Blue Grass Airport
15h25
2:25 AM O'Hare International Airport1 transfer
unitedUA456711:00 AM Blue Grass Airport
1h44
12:44 PM O'Hare International Airport0 transfersDirect
unitedUA4741 · UA141112:50 PM Blue Grass Airport
13h39
2:29 AM O'Hare International Airport1 transfer
unitedUA4741 · UA37712:50 PM Blue Grass Airport
16h03
4:53 AM O'Hare International Airport1 transfer
unitedUA4741 · UA67512:50 PM Blue Grass Airport
12h10
1:00 AM O'Hare International Airport1 transfer
unitedUA4741 · UA225812:50 PM Blue Grass Airport
15h04
3:54 AM O'Hare International Airport1 transfer
unitedUA4741 · UA61712:50 PM Blue Grass Airport
9h10
10:00 PM O'Hare International Airport1 transfer
unitedUA4741 · UA286512:50 PM Blue Grass Airport
7h00
7:50 PM O'Hare International Airport1 transfer
unitedUA4741 · UA102312:50 PM Blue Grass Airport
10h55
11:45 PM O'Hare International Airport1 transfer
unitedUA44282:25 PM Blue Grass Airport
1h44
4:09 PM O'Hare International Airport0 transfersDirect
envoy_airAA36892:27 PM Blue Grass Airport
1h35
4:02 PM O'Hare International Airport0 transfersDirect
psa_airlinesAA5572+american_airlinesAA24383:21 PM Blue Grass Airport
7h36
10:57 PM O'Hare International Airport1 transfer
psa_airlinesAA5572+american_airlinesAA12183:21 PM Blue Grass Airport
5h00
8:21 PM O'Hare International Airport1 transfer
psa_airlinesAA5572+american_airlinesAA25333:21 PM Blue Grass Airport
6h00
9:21 PM O'Hare International Airport1 transfer
psa_airlinesAA5572+american_airlinesAA11993:21 PM Blue Grass Airport
9h19
12:40 AM O'Hare International Airport1 transfer
psa_airlinesAA5572+american_airlinesAA31783:21 PM Blue Grass Airport
13h45
5:06 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6076+american_airlinesAA11995:14 PM Blue Grass Airport
7h26
12:40 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6076+american_airlinesAA31785:14 PM Blue Grass Airport
11h52
5:06 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6076+american_airlinesAA24385:14 PM Blue Grass Airport
5h43
10:57 PM O'Hare International Airport1 transfer
unitedUA44045:56 PM Blue Grass Airport
1h44
7:40 PM O'Hare International Airport0 transfersDirect
american_airlinesAA847 · AA17796:03 PM Blue Grass Airport
7h37
1:40 AM O'Hare International Airport1 transfer
american_airlinesAA847 · AA15736:03 PM Blue Grass Airport
10h33
4:36 AM O'Hare International Airport1 transfer
american_airlinesAA847 · AA29516:03 PM Blue Grass Airport
9h21
3:24 AM O'Hare International Airport1 transfer
american_airlinesAA847 · AA12906:03 PM Blue Grass Airport
6h37
12:40 AM O'Hare International Airport1 transfer
american_airlinesAA847 · AA14896:03 PM Blue Grass Airport
8h22
2:25 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6122+american_airlinesAA31787:00 PM Blue Grass Airport
10h06
5:06 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6122+american_airlinesAA11997:00 PM Blue Grass Airport
5h40
12:40 AM O'Hare International Airport1 transfer
envoy_airAA42689:07 PM Blue Grass Airport
1h40
10:47 PM O'Hare International Airport0 transfersDirect
unitedUA58719:39 PM Blue Grass Airport
1h46
11:25 PM O'Hare International Airport0 transfersDirect
psa_airlinesAA5670+american_airlinesAA31789:50 PM Blue Grass Airport
7h16
5:06 AM O'Hare International Airport1 transfer
american_airlinesAA1285+envoy_airAA392711:10 PM Blue Grass Airport
14h28
1:38 PM O'Hare International Airport1 transfer

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.

Tue
Mar 24
Wed
Mar 25
Thu
Mar 26
Fri
Mar 27
Sat
Mar 28
Sun
Mar 29
Mon
Mar 30

Airlines: Sky West Airlines from Lexington, KY to Chicago, ILFind the best flights between Lexington, KY to Chicago, IL with Omio's travel partners Sky West Airlines from $52 (€42). We can find you the best deals, schedules and tickets when comparing and booking the best trip.

Sky West 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
Sky West 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 $234 (€190) when you book in advance. The average flight ticket price for Lexington, KY to Chicago, IL is $354 (€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 Sky West 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 Sky West 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.
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 season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
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.

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

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Most popular flights to and from Chicago, IL and Lexington, KY

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