$178+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — MDW
Sep 26 — Oct 31
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
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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 August 27, 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 27, 2026.
This Delta deal was found by Cheapflights users on 8/22. 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 9/2212:40 pm -
1 stop4h 35m
Tue 9/296:05 am -
1 stop4h 39m
Deal found 8/22![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/22. 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 8/22![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 8/24. 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 11/711:04 am -
1 stop5h 13m
Mon 11/96:00 am -
1 stop4h 49m
Deal found 8/24![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/25. 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 9/126:00 am -
1 stop5h 36m
Sat 9/196:05 am -
1 stop5h 11m
Deal found 8/25![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/25. 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 9/55:00 pm -
1 stop6h 36m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/25![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 8/26. 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 10/105:59 pm -
1 stop5h 34m
Sat 10/176:04 am -
1 stop5h 04m
Deal found 8/26![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 8/22. 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 8/276:00 am -
1 stop4h 59m
Sun 8/306:05 am -
1 stop5h 06m
Deal found 8/22![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/27. 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 10/117:35 am -
1 stop6h 12m
Sun 10/186:04 am -
1 stop4h 54m
Deal found 8/27![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/25. 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 8/265:56 pm -
1 stop5h 40m
Sun 8/306:05 am -
1 stop5h 06m
Deal found 8/25![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 8/23. 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 8/245:56 pm -
1 stop5h 40m
Sun 9/276:05 am -
1 stop4h 28m
Deal found 8/23![Delta logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 10/1012:15 pm -
1 stop23h 33m
Thu 10/156:40 pm -
2 stops39h 42m
Deal found 8/25![Multiple Airlines logo]()
$460
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 27, 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 27, 2026.
This Delta deal was found by Cheapflights users on 8/23. 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 11/76:00 am -
1 stop5h 37m
Mon 11/96:00 am -
1 stop4h 49m
Deal found 8/23![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/24. 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 10/237:35 am -
1 stop6h 12m
Tue 10/2710:59 am -
1 stop5h 15m
Deal found 8/24![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/23. 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 10/34:30 pm -
1 stop7h 14m
Tue 10/66:04 am -
1 stop4h 54m
Deal found 8/23![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/23. 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 8/23![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 8/25. 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 11/57:35 am -
1 stop6h 12m
Tue 11/106:00 am -
1 stop4h 49m
Deal found 8/25![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/25. 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 9/55:00 pm -
1 stop6h 36m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/25![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 8/27. 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 10/117:35 am -
1 stop6h 12m
Sun 10/186:04 am -
1 stop4h 54m
Deal found 8/27![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/24. 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 9/216:00 am -
1 stop4h 49m
Mon 9/286:05 am -
1 stop4h 39m
Deal found 8/24![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 8/26. 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 9/236:00 am -
1 stop4h 49m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 8/26![Delta logo]()
$537
This Delta deal was found by Cheapflights users on 8/26. 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 9/226:00 am -
1 stop4h 49m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 8/26![Delta logo]()
$537
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated August 27, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/22. 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 8/276:00 am -
1 stop4h 59m
Sun 8/306:05 am -
1 stop5h 06m
Deal found 8/22![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/26. 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 8/276:00 am -
1 stop4h 59m
Sat 8/296:11 am -
1 stop5h 00m
Deal found 8/26![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 8/25. 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 9/55:00 pm -
1 stop6h 36m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/25![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 8/22. 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 8/22![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 8/25. 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 9/126:00 am -
1 stop5h 36m
Sat 9/196:05 am -
1 stop5h 11m
Deal found 8/25![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/26. 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 9/194:30 pm -
1 stop7h 14m
Wed 9/306:05 am -
1 stop4h 39m
Deal found 8/26![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/24. 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 9/216:00 am -
1 stop4h 49m
Mon 9/286:05 am -
1 stop4h 39m
Deal found 8/24![Delta logo]()
$514
This KAYAK deal was found by Cheapflights users on 8/26. 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.
Mon 9/2112:40 pm -
1 stop4h 35m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 8/26![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 8/22. 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 9/2212:40 pm -
1 stop4h 35m
Tue 9/296:05 am -
1 stop4h 39m
Deal found 8/22![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/26. 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 9/226:00 am -
1 stop4h 49m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 8/26![Delta logo]()
$537
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 27, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/206:40 pm -
2 stops24h 11m
Deal found 8/27![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 10/89:11 pm -
2 stops27h 32m
Deal found 8/24![Multiple Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 8/23. 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 9/207:35 am -
1 stop6h 04m
Deal found 8/23![Delta logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/274:31 pm -
2 stops32h 13m
Deal found 8/24![Multiple Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 8/22. 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 9/116:05 pm -
1 stop5h 39m
Deal found 8/22![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/103:50 pm -
3 stops27h 01m
Deal found 8/26![Multiple Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 8/26. 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 9/107:00 am -
1 stop4h 36m
Deal found 8/26![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 8/26. 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 9/84:30 pm -
1 stop7h 14m
Deal found 8/26![Delta logo]()
$385
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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Delta) |
One-way from | $178 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $347 |
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 27, 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
Sat 11/7
6:00 am-10:37 am
1 stop5h 37m
Chicago Midway
Mon 11/9
6:00 am-11:49 am
1 stop4h 49m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 10/23
7:35 am-12:47 pm
1 stop6h 12m
Chicago Midway
Tue 10/27
10:59 am-5:14 pm
1 stop5h 15m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 10/3
4:30 pm-10:44 pm
1 stop7h 14m
Chicago Midway
Tue 10/6
6:04 am-11:58 am
1 stop4h 54m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 9/11
10:39 am-4:17 pm
1 stop6h 38m
Chicago Midway
Mon 9/14
6:05 am-11:44 am
1 stop4h 39m
$294
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 11/5
7:35 am-12:47 pm
1 stop6h 12m
Chicago Midway
Tue 11/10
6:00 am-11:49 am
1 stop4h 49m
$299
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 9/5
5:00 pm-10:36 pm
1 stop6h 36m
Chicago Midway
Sun 9/6
6:05 am-12:11 pm
1 stop5h 06m
$345
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 10/11
7:35 am-12:47 pm
1 stop6h 12m
Chicago Midway
Sun 10/18
6:04 am-11:58 am
1 stop4h 54m
$424
Quickest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Mon 9/21
6:00 am-9:49 am
1 stop4h 49m
Chicago Midway
Mon 9/28
6:05 am-11:44 am
1 stop4h 39m
$514
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Wed 9/23
6:00 am-9:49 am
1 stop4h 49m
Chicago Midway
Thu 9/24
6:05 am-11:44 am
1 stop4h 39m
$537
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Tue 9/22
6:00 am-9:49 am
1 stop4h 49m
Chicago Midway
Thu 9/24
6:05 am-11:44 am
1 stop4h 39m
$537
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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