$177+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — MDW
May 17 — May 241
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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Best
Last-minute
One-way
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 April 17, 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 April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/79:51 am
LEX
- MDW
2 stops13h 11m
Multiple Airlines
Sun 5/109:16 am
MDW
- LEX
1 stop22h 26m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 4/309:31 am
LEX
- MDW
2 stops11h 00m
Multiple Airlines
Sun 5/39:16 am
MDW
- LEX
1 stop22h 26m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 4/13. 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 5/238:04 am
LEX
- MDW
1 stop5h 38m
Delta
Wed 5/2710:59 am
MDW
- LEX
1 stop5h 14m
Delta
Deal found 4/13![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/13. 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 5/78:04 am
LEX
- MDW
1 stop5h 38m
Delta
Mon 5/115:10 pm
MDW
- LEX
1 stop5h 49m
Delta
Deal found 4/13![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/16. 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.
Thu 4/3010:22 am
LEX
- MDW
1 stop7h 04m
Delta
Sun 5/36:00 am
MDW
- LEX
1 stop6h 34m
Delta
Deal found 4/16![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 4/14. 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 6/127:35 am
LEX
- MDW
1 stop6h 01m
Delta
Sat 6/204:25 pm
MDW
- LEX
1 stop6h 39m
Delta
Deal found 4/14![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 4/13. 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 5/163:32 pm
LEX
- MDW
1 stop6h 37m
Delta
Mon 5/185:10 pm
MDW
- LEX
1 stop5h 49m
Delta
Deal found 4/13![Delta logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 5/2311:48 am
LEX
- MDW
1 stop21h 36m
Multiple Airlines
Wed 5/2712:04 pm
MDW
- LEX
2 stops31h 29m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$359
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 April 17, 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 April 17, 2026.
This Delta deal was found by Cheapflights users on 4/16. 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.
Thu 5/78:04 am
LEX
- MDW
1 stop5h 38m
Delta
Sun 5/106:23 am
MDW
- LEX
1 stop4h 56m
Delta
Deal found 4/16![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/12. 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 5/218:04 am
LEX
- MDW
1 stop5h 38m
Delta
Wed 5/276:23 am
MDW
- LEX
1 stop4h 56m
Delta
Deal found 4/12![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/16. 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.
Sat 6/138:00 am
LEX
- MDW
1 stop5h 36m
Delta
Tue 6/166:05 am
MDW
- LEX
1 stop5h 14m
Delta
Deal found 4/16![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/16. 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 6/127:35 am
LEX
- MDW
1 stop6h 01m
Delta
Tue 6/166:05 am
MDW
- LEX
1 stop5h 14m
Delta
Deal found 4/16![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/14. 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 6/127:35 am
LEX
- MDW
1 stop6h 01m
Delta
Fri 6/195:11 pm
MDW
- LEX
1 stop5h 56m
Delta
Deal found 4/14![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/14. 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 5/86:11 pm
LEX
- MDW
1 stop4h 15m
Delta
Sun 5/106:23 am
MDW
- LEX
1 stop4h 56m
Delta
Deal found 4/14![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/14. 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 5/27:40 am
LEX
- MDW
1 stop6h 03m
Delta
Tue 5/56:00 am
MDW
- LEX
1 stop4h 46m
Delta
Deal found 4/14![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/14. 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 6/127:35 am
LEX
- MDW
1 stop6h 01m
Delta
Sat 6/204:25 pm
MDW
- LEX
1 stop6h 39m
Delta
Deal found 4/14![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 4/14. 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 6/138:00 am
LEX
- MDW
1 stop5h 36m
Delta
Sat 6/204:25 pm
MDW
- LEX
1 stop6h 39m
Delta
Deal found 4/14![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 4/16. 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 6/127:35 am
LEX
- MDW
1 stop6h 01m
Delta
Mon 6/156:05 am
MDW
- LEX
1 stop5h 14m
Delta
Deal found 4/16![Delta logo]()
$346
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated April 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 4/309:31 am
LEX
- MDW
2 stops11h 00m
Multiple Airlines
Sun 5/39:16 am
MDW
- LEX
1 stop22h 26m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 4/16. 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.
Thu 4/3010:22 am
LEX
- MDW
1 stop7h 04m
Delta
Sun 5/36:00 am
MDW
- LEX
1 stop6h 34m
Delta
Deal found 4/16![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/79:51 am
LEX
- MDW
2 stops13h 11m
Multiple Airlines
Sun 5/109:16 am
MDW
- LEX
1 stop22h 26m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 4/13. 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 5/78:04 am
LEX
- MDW
1 stop5h 38m
Delta
Mon 5/115:10 pm
MDW
- LEX
1 stop5h 49m
Delta
Deal found 4/13![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/13. 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 5/163:32 pm
LEX
- MDW
1 stop6h 37m
Delta
Mon 5/185:10 pm
MDW
- LEX
1 stop5h 49m
Delta
Deal found 4/13![Delta logo]()
$346
This Delta deal was found by Cheapflights users on 4/13. 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 5/238:04 am
LEX
- MDW
1 stop5h 38m
Delta
Wed 5/2710:59 am
MDW
- LEX
1 stop5h 14m
Delta
Deal found 4/13![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 5/2311:48 am
LEX
- MDW
1 stop21h 36m
Multiple Airlines
Wed 5/2712:04 pm
MDW
- LEX
2 stops31h 29m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$359
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 April 17, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/109:12 pm
LEX
- MDW
2 stops38h 57m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Wed 5/2012:22 pm
LEX
- MDW
2 stops26h 35m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/239:31 am
LEX
- MDW
2 stops13h 48m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/13:44 pm
LEX
- MDW
3 stops41h 42m
Allegiant Air
Deal found 4/15![Allegiant Air logo]()
$253
This Delta deal was found by Cheapflights users on 4/13. 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 5/108:04 am
LEX
- MDW
1 stop5h 38m
Delta
Deal found 4/13![Delta logo]()
$254
This Delta deal was found by Cheapflights users on 4/13. 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 7/105:56 pm
LEX
- MDW
1 stop5h 19m
Delta
Deal found 4/13![Delta logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/119:32 am
LEX
- MDW
3 stops37h 30m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 4/14. 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 5/115:55 am
LEX
- MDW
1 stop5h 05m
Delta
Deal found 4/14![Delta logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Fri 6/129:40 am
LEX
- MDW
2 stops10h 50m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$291
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:40 am
LEX
- MDW
1 stop6h 03m
Delta
Deal found 4/15![Delta logo]()
$334
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 April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $256 (Kiwi.com) |
One-way from | $177 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $307 |
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 2,558,603 searches. Data last updated April 17, 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 - MDW
LEXMDW
Lexington Blue Grass
Thu 5/7
8:04 am-12:42 pm
1 stop5h 38m
Chicago Midway
Sun 5/10
6:23 am-12:19 pm
1 stop4h 56m
$269
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Thu 5/21
8:04 am-12:42 pm
1 stop5h 38m
Chicago Midway
Wed 5/27
6:23 am-12:19 pm
1 stop4h 56m
$269
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Sat 6/13
8:00 am-12:36 pm
1 stop5h 36m
Chicago Midway
Tue 6/16
6:05 am-12:19 pm
1 stop5h 14m
$269
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Fri 6/12
7:35 am-12:36 pm
1 stop6h 01m
Chicago Midway
Tue 6/16
6:05 am-12:19 pm
1 stop5h 14m
$269
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Fri 6/12
7:35 am-12:36 pm
1 stop6h 01m
Chicago Midway
Fri 6/19
5:11 pm-12:07 am
1 stop5h 56m
$269
Quickest round-trip
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Fri 5/8
6:11 pm-9:26 pm
1 stop4h 15m
Chicago Midway
Sun 5/10
6:23 am-12:19 pm
1 stop4h 56m
$284
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Sat 5/2
7:40 am-12:43 pm
1 stop6h 03m
Chicago Midway
Tue 5/5
6:00 am-11:46 am
1 stop4h 46m
$284
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Fri 6/12
7:35 am-12:36 pm
1 stop6h 01m
Chicago Midway
Sat 6/20
4:25 pm-12:04 am
1 stop6h 39m
$302
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Sat 6/13
8:00 am-12:36 pm
1 stop5h 36m
Chicago Midway
Sat 6/20
4:25 pm-12:04 am
1 stop6h 39m
$346
LexingtonChicago
LEX - MDW
LEXMDW
Lexington Blue Grass
Fri 6/12
7:35 am-12:36 pm
1 stop6h 01m
Chicago Midway
Mon 6/15
6:05 am-12:19 pm
1 stop5h 14m
$346
Showing 1-10 of 18 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 April.
| 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
Hammond
Porter
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