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Data updated: 2026-10-28 13:14:21

Lexington (LEX) to Chicago (ORD) Flights

Compare flights from Lexington to Chicago, explore popular airlines, airports, and travel tips.
Get the latest collected flight schedules, prices, and route information all in one place.
LEX········· ·········ORD
Blue Grass AirportChicago O'Hare International Airport
Distance
323 miles
Flight time
1h 46m
Time difference
ORD is 1h behind
Departure date
Return date

Flights from Lexington to Chicago

All times are shown in local time. Prices are for one-way, per adult, including taxes and fees.

Transfers
Airlines
Airline allianceAirlines
Departure / arrival
Departure time (local time)Arrival time (local time)
Airport
Departure airports
Arrival airports
Collected nonstop flight records from LEX to ORD on 2026-10-31
05:29LEXEDT UTC−41h 39m
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Nonstop
06:08ORDCDT UTC−5$395.00One-way
Flight details
05:30LEXEDT UTC−41h 45m
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Nonstop
06:15ORDCDT UTC−5$395.00One-way
Flight details
07:10LEXEDT UTC−41h 46m
····· ✈ ·····
Nonstop
07:56ORDCDT UTC−5$395.00One-way
Flight details
09:00LEXEDT UTC−41h 40m
····· ✈ ·····
Nonstop
09:40ORDCDT UTC−5$395.00One-way
Flight details
11:05LEXEDT UTC−41h 49m
····· ✈ ·····
Nonstop
11:54ORDCDT UTC−5$395.00One-way
Flight details
11:14LEXEDT UTC−41h 45m
····· ✈ ·····
Nonstop
11:59ORDCDT UTC−5$395.00One-way
Flight details
13:50LEXEDT UTC−41h 51m
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Nonstop
14:41ORDCDT UTC−5$395.00One-way
Flight details
18:15LEXEDT UTC−41h 50m
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Nonstop
19:05ORDCDT UTC−5$395.00One-way
Flight details
18:58LEXEDT UTC−42h 1m
····· ✈ ·····
Nonstop
19:59ORDCDT UTC−5$395.00One-way
Flight details

Flight route map

Lexington (LEX) to Chicago (ORD) Non-stop flight routes illustrated on a map.

Flights from Lexington (LEX), Kentucky, to Chicago (ORD), Illinois, are shown on the map. Based on recorded flight history, the distance is approximately 323 miles.

Departure
Blue Grass Airport · Kentucky, United States · 38° 02' 06" N 84° 36' 24" W
Flight route
323 miles · 1h 46m
Direction
328.41° (NNW)
Geographic midpoint
The geographic midpoint is at latitude 40.01851, longitude -86.20811, approximately 161.76 miles from both airports.
Great-circle distance
323.5 miles
Driving route
366 miles · 7 hr 22 min
Time difference
ORD is 1h behind
Destination
Chicago O'Hare International Airport · Illinois, United States · 41° 58' 43" N 87° 54' 17" W
Distance and time are approximate; flight schedules and local times may change.

Route information

Distance
323 miles
Average flight time
1h 46m
Time difference
ORD is 1h behind
Route direction
The initial bearing on the course from Lexington to Chicago is 328.41°, and the compass direction is NNW.

Airport information

Blue Grass Airport

Blue Grass Airport
Lexington, Kentucky, United States
38° 02' 06" N, 84° 36' 24" W
Elevation: 979 ft (298 m)
Time zone: EDT UTC−4
View airport details

What's the weather like in Lexington and Chicago?

Temperature unit:

LEX · Lexington

69°FSunnyFeels like 65°F
Humidity
42%
Wind
6 mph
Precipitation
0 mm

ORD · Chicago

53°FSunnyFeels like 51°F
Humidity
85%
Wind
4 mph
Precipitation
0 mm
Wed, Oct 2875°F | 52°FMainly clear
Thu, Oct 2967°F | 51°FOvercast
Fri, Oct 3060°F | 53°FLight drizzle
Sat, Oct 3163°F | 53°FDense drizzle
Sun, Nov 160°F | 56°FModerate drizzle

Popular airlines from Lexington to Chicago

Popular airports near Lexington

Popular airports near Chicago

Everything you need to know for your flight from Lexington to Chicago

Which departure days are usually cheaper?

If you have flexibility with your travel dates, Tuesday and Wednesday departures are consistently your best bet for finding the lowest airfares. Across global flight routes, flying midweek can easily save you 10% to 20% compared to weekend departures, mainly because you avoid both Monday business trips and Friday weekend getaways. On the flip side, Fridays and Sundays tend to be the most expensive days of the week as leisure travelers head out and return. Another insider tip: opting for early morning flights (before 7:00 AM) or overnight red-eyes often unlocks additional savings while helping you breeze through airport security lines.

How far in advance do fares usually reach their lowest point?

There is no fixed booking window that guarantees the lowest fare for United States to United States (US-US). Once your plans are clearer, compare prices for your intended dates and nearby alternatives, using the same cabin, baggage and change conditions. Choose a fare that fits your budget and flexibility; waiting can result in either lower prices or fewer suitable options.

Which travel month has the lowest reference fare, and by how much?

In average round-trip fares grouped by travel month over the past 12 months, Feb is lowest at USD 233. Compared with the selected date's calendar month average of USD 252, the difference is USD 19. This is not a quote for a specific date or nonstop flight.

Should I book now or wait for a lower fare?

If you can change departure dates, the price calendar shows a reference fare of USD 160 on 2026-11-21, USD 235 below the selected date. Prices for different departure dates cannot predict whether the same flight will get cheaper later; check the latest price and availability before booking.

How much could changing the departure date by a few days save?

Among available departure dates within three days of the selected date, the same-currency reference nonstop fare of USD 395 on 2026-10-31 is tied for the lowest. Fares on different dates may not be for the same cabin or fare product; check the latest price and availability before booking.