$132+ Cheap flights from Midway (MDW) to Lexington (LEX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LEX
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Lexington with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Lexington
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Cheapest flights from Midway to LexingtonExplore the most affordable flight options available from Midway to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Midway to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:28 am -
1 stop4h 44m
Sat 12/510:57 am -
1 stop5h 07m
Deal found 11/9![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:05 pm -
1 stop5h 00m
Mon 11/307:05 am -
1 stop4h 19m
Deal found 11/7![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:05 pm -
1 stop5h 00m
Fri 11/2710:57 am -
1 stop5h 18m
Deal found 11/7![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:27 am -
1 stop6h 36m
Sun 1/176:00 am -
1 stop5h 00m
Deal found 11/5![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
1 stop4h 49m
Tue 11/247:35 am -
1 stop6h 16m
Deal found 11/5![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:13 pm -
1 stop5h 36m
Mon 11/305:59 pm -
1 stop5h 55m
Deal found 11/5![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:13 pm -
1 stop5h 45m
Sun 11/157:35 am -
1 stop6h 16m
Deal found 11/5![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop4h 38m
Sat 1/26:10 am -
1 stop3h 39m
Deal found 11/6![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/313:30 pm -
1 stop6h 20m
Sun 1/36:10 am -
1 stop3h 39m
Deal found 11/8![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop4h 47m
Thu 12/1010:40 am -
2 stops7h 10m
Deal found 11/5![Delta logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:08 am -
2 stops27h 25m
Wed 11/185:18 pm -
1 stop24h 49m
Deal found 11/8![Multiple Airlines logo]()
$480
Best flights from Midway to LexingtonDiscover carefully curated flight deals from Midway to Lexington that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Midway to Lexington that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:13 pm -
1 stop5h 36m
Mon 11/305:59 pm -
1 stop5h 55m
Deal found 11/5![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/59:33 am -
1 stop6h 15m
Sat 3/610:50 am -
1 stop6h 46m
Deal found 11/6![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:28 am -
1 stop6h 42m
Sat 12/510:40 am -
1 stop3h 21m
Deal found 11/7![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:12 pm -
1 stop5h 52m
Thu 12/106:00 am -
1 stop5h 28m
Deal found 11/5![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:05 pm -
1 stop5h 00m
Fri 11/2710:57 am -
1 stop5h 18m
Deal found 11/7![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop4h 49m
Fri 11/277:35 am -
1 stop4h 50m
Deal found 11/8![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:13 pm -
1 stop5h 45m
Mon 11/3012:50 pm -
1 stop4h 28m
Deal found 11/6![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:13 pm -
1 stop5h 45m
Fri 11/277:35 am -
1 stop4h 50m
Deal found 11/8![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop4h 38m
Sat 1/26:10 am -
1 stop3h 39m
Deal found 11/6![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:37 am -
2 stops8h 35m
Mon 12/145:59 pm -
1 stop5h 55m
Deal found 11/9![Delta logo]()
$473
Last-minute flights from Midway to LexingtonDiscover last-minute flight deals from Midway to Lexington. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Lexington. Data last updated November 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:27 am -
1 stop6h 36m
Sun 1/176:00 am -
1 stop5h 00m
Deal found 11/5![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:13 pm -
1 stop5h 45m
Sun 11/157:35 am -
1 stop6h 16m
Deal found 11/5![Delta logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:08 am -
2 stops27h 25m
Wed 11/185:18 pm -
1 stop24h 49m
Deal found 11/8![Multiple Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
1 stop4h 49m
Tue 11/247:35 am -
1 stop6h 16m
Deal found 11/5![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:05 pm -
1 stop5h 00m
Fri 11/2710:57 am -
1 stop5h 18m
Deal found 11/7![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:05 pm -
1 stop5h 00m
Mon 11/307:05 am -
1 stop4h 19m
Deal found 11/7![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:13 pm -
1 stop5h 36m
Mon 11/305:59 pm -
1 stop5h 55m
Deal found 11/5![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:28 am -
1 stop4h 44m
Sat 12/510:57 am -
1 stop5h 07m
Deal found 11/9![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop4h 47m
Thu 12/1010:40 am -
2 stops7h 10m
Deal found 11/5![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop4h 38m
Sat 1/26:10 am -
1 stop3h 39m
Deal found 11/6![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/313:30 pm -
1 stop6h 20m
Sun 1/36:10 am -
1 stop3h 39m
Deal found 11/8![Delta logo]()
$464
One-way flights from Midway to LexingtonSearch for one-way flight options from Midway to Lexington. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Midway to Lexington. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:40 am -
2 stops28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:10 pm -
1 stop23h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Allegiant Air logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/181:11 pm -
2 stops24h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:10 pm -
1 stop23h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Allegiant Air logo]()
$285
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:12 pm -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:37 am -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:11 pm -
3 stops45h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$302
Find flight deals from Midway to Lexington
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Lexington (LEX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $349 (Delta) |
One-way from | $132 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $364 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Lexington that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 10, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Lexington that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Wed 12/9
10:40 am-4:05 pm
2 stops28h 25m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Fri 12/18
1:11 pm-2:43 pm
2 stops24h 32m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$221
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Thu 12/3
6:10 pm-6:40 pm
1 stop23h 30m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$285
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Wed 12/9
5:12 pm-12:04 am
1 stop5h 52m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
Quickest round-trip
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Fri 12/11
6:00 am-11:47 am
1 stop4h 47m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Thu 12/3
9:37 am-7:12 pm
2 stops8h 35m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$299
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Thu 12/10
1:41 pm-12:04 am
2 stops9h 23m
Lexington Blue Grass
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$299
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Thu 11/26
4:13 pm-10:49 pm
1 stop5h 36m
Lexington Blue Grass
Mon 11/30
5:59 pm-10:54 pm
1 stop5h 55m
$349
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Fri 3/5
9:33 am-4:48 pm
1 stop6h 15m
Lexington Blue Grass
Sat 3/6
10:50 am-4:36 pm
1 stop6h 46m
$349
ChicagoLexington
MDW Chicago Midway - LEX Lexington Blue Grass
MDWLEX
Chicago Midway
Wed 12/2
11:28 am-7:10 pm
1 stop6h 42m
Lexington Blue Grass
Sat 12/5
10:40 am-1:01 pm
1 stop3h 21m
$349
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Midway to Lexington
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Lexington in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Lexington flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Lexington flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Lexington flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Lexington flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Lexington flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Lexington
Have a flexible travel schedule? Discover the best time to fly to Lexington from Midway with our price prediction graph.
MDW-LEX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Midway to Lexington. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Lexington?
Book flights to Lexington if you plan to visit one of these locationsSomerset
Richmond
Danville
Frankfort
Georgetown
Berea
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