$165+ Cheap flights from Lexington (LEX) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — MDW
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Lexington to Midway 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 Lexington to Midway
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Cheapest flights from Lexington to MidwayExplore the most affordable flight options available from Lexington to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
Explore the most affordable flight options available from Lexington to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
This Delta deal was found by Cheapflights users on 8/17. 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 12/86:00 am -
1 stop5h 33m
Tue 1/121:00 pm -
1 stop3h 09m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/19. 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 9/1010:53 am -
1 stop5h 31m
Mon 9/145:10 pm -
1 stop5h 49m
Deal found 8/19![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 8/17. 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 9/110:10 am -
1 stop6h 34m
Sat 9/54:39 pm -
1 stop5h 07m
Deal found 8/17![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 8/20. 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 9/1110:39 am -
1 stop6h 38m
Mon 9/146:05 am -
1 stop4h 39m
Deal found 8/20![Delta logo]()
$324
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:56 pm -
1 stop5h 40m
Sun 8/306:05 am -
1 stop5h 06m
Deal found 8/19![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/18. 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.
Sat 8/224:30 pm -
1 stop7h 06m
Wed 8/266:05 am -
1 stop5h 06m
Deal found 8/18![Delta logo]()
$382
This Delta deal was found by Cheapflights users on 8/16. 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 8/217:35 am -
1 stop6h 04m
Sun 8/236:05 am -
1 stop5h 06m
Deal found 8/16![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/19. 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.
Sat 8/226:00 am -
1 stop5h 10m
Mon 8/246:05 am -
1 stop5h 06m
Deal found 8/19![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/19. 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 11/255:59 pm -
1 stop5h 57m
Mon 11/306:00 am -
1 stop4h 52m
Deal found 8/19![Delta logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/305:36 pm -
1 stop17h 12m
Mon 10/512:56 pm -
2 stops20h 34m
Deal found 8/15![Allegiant Air logo]()
$463
Best flights from Lexington to MidwayDiscover carefully curated flight deals from Lexington to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from Lexington to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 2/23:45 pm -
1 stop7h 25m
Mon 2/86:00 am -
1 stop5h 37m
Deal found 8/19![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/18. 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.
Sun 1/315:55 pm -
1 stop5h 15m
Wed 2/101:00 pm -
1 stop3h 09m
Deal found 8/18![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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.
Sun 12/1312:47 pm -
1 stop4h 27m
Sun 1/176:00 am -
1 stop5h 37m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/18. 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.
Sun 1/315:55 pm -
1 stop5h 15m
Sun 2/71:00 pm -
1 stop3h 09m
Deal found 8/18![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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.
Sat 12/127:05 am -
1 stop4h 28m
Fri 1/151:00 pm -
1 stop3h 09m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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.
Sat 12/1210:57 am -
1 stop5h 22m
Thu 1/141:00 pm -
1 stop3h 09m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/18. 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 2/37:30 am -
1 stop6h 03m
Tue 2/95:25 pm -
1 stop5h 31m
Deal found 8/18![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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.
Sat 12/1210:57 am -
1 stop5h 22m
Tue 1/121:00 pm -
1 stop3h 09m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/18. 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 2/17:30 am -
1 stop6h 03m
Sat 2/61:00 pm -
1 stop3h 09m
Deal found 8/18![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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 12/812:47 pm -
1 stop4h 27m
Wed 1/131:00 pm -
1 stop3h 09m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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 12/107:05 am -
1 stop4h 28m
Sun 1/176:00 am -
1 stop5h 37m
Deal found 8/17![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/19. 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 9/114:30 pm -
1 stop7h 14m
Mon 9/145:10 pm -
1 stop5h 49m
Deal found 8/19![Delta logo]()
$294
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated August 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/16. 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 8/217:35 am -
1 stop6h 04m
Sun 8/236:05 am -
1 stop5h 06m
Deal found 8/16![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/17. 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.
Sat 8/224:30 pm -
1 stop7h 06m
Wed 8/266:05 am -
1 stop5h 06m
Deal found 8/17![Delta logo]()
$382
This Delta deal was found by Cheapflights users on 8/19. 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.
Sat 8/226:00 am -
1 stop5h 10m
Mon 8/246:05 am -
1 stop5h 06m
Deal found 8/19![Delta logo]()
$434
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:56 pm -
1 stop5h 40m
Sun 8/306:05 am -
1 stop5h 06m
Deal found 8/19![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/17. 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 9/110:10 am -
1 stop6h 34m
Sat 9/54:39 pm -
1 stop5h 07m
Deal found 8/17![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 8/18. 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 9/1010:53 am -
1 stop5h 31m
Mon 9/146:05 am -
1 stop4h 39m
Deal found 8/18![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/20. 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 9/1110:39 am -
1 stop6h 38m
Mon 9/146:05 am -
1 stop4h 39m
Deal found 8/20![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 8/19. 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 9/165:57 pm -
1 stop5h 47m
Mon 9/215:10 pm -
1 stop5h 49m
Deal found 8/19![Delta logo]()
$494
One-way flights from Lexington to MidwaySearch for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/246:40 pm -
2 stops24h 11m
Deal found 8/16![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/159:11 pm -
2 stops27h 32m
Deal found 8/17![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 10/118:59 pm -
3 stops40h 18m
Deal found 8/18![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 10/1712:12 pm -
2 stops12h 31m
Deal found 8/18![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sat 11/217:43 pm -
1 stop22h 24m
Deal found 8/19![Allegiant Air logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sun 11/17:22 pm -
3 stops40h 36m
Deal found 8/16![Multiple Airlines logo]()
$239
Find flight deals from Lexington to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Lexington (LEX) to Midway (MDW). 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 August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Delta) |
One-way from | $165 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $339 |
Cheapflights Fare Finder
Customize your flight search to find flights from Lexington to Midway 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 August 20, 2026.
Use the filters below to find and compare flights from Lexington to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Tue 2/2
3:45 pm-10:10 pm
1 stop7h 25m
Chicago Midway
Mon 2/8
6:00 am-12:37 pm
1 stop5h 37m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 1/31
5:55 pm-10:10 pm
1 stop5h 15m
Chicago Midway
Wed 2/10
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 12/13
12:47 pm-4:14 pm
1 stop4h 27m
Chicago Midway
Sun 1/17
6:00 am-12:37 pm
1 stop5h 37m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 1/31
5:55 pm-10:10 pm
1 stop5h 15m
Chicago Midway
Sun 2/7
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 12/12
7:05 am-10:33 am
1 stop4h 28m
Chicago Midway
Fri 1/15
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 12/12
10:57 am-3:19 pm
1 stop5h 22m
Chicago Midway
Thu 1/14
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Wed 2/3
7:30 am-12:33 pm
1 stop6h 03m
Chicago Midway
Tue 2/9
5:25 pm-11:56 pm
1 stop5h 31m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 12/12
10:57 am-3:19 pm
1 stop5h 22m
Chicago Midway
Tue 1/12
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Mon 2/1
7:30 am-12:33 pm
1 stop6h 03m
Chicago Midway
Sat 2/6
1:00 pm-5:09 pm
1 stop3h 09m
$279
Quickest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Tue 12/8
12:47 pm-4:14 pm
1 stop4h 27m
Chicago Midway
Wed 1/13
1:00 pm-5:09 pm
1 stop3h 09m
$279
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Lexington to Midway
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 Lexington to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Lexington-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Lexington-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Lexington-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Lexington-Chicago Midway Airport 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 Lexington-Chicago Midway Airport 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 Lexington to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Lexington with our price prediction graph.
LEX-MDW
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 Lexington to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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