$181+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — MDW
Sep 6 — Sep 131
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 7, 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 7, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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 8/4![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/4. 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
Tue 9/86:05 am -
1 stop4h 39m
Deal found 8/4![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/197:00 am -
1 stop4h 36m
Sat 9/264:30 pm -
1 stop5h 12m
Deal found 8/5![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 8/3. 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
Sat 9/126:05 am -
1 stop5h 13m
Deal found 8/3![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/37:35 am -
1 stop6h 04m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/4. 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 8/4![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 8/3. 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 9/255:57 pm -
1 stop5h 47m
Sun 9/276:05 am -
1 stop4h 28m
Deal found 8/3![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/6. 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 9/46:00 am -
1 stop6h 51m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 8/4. 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 8/75:56 pm -
1 stop5h 40m
Fri 8/215:10 pm -
1 stop5h 49m
Deal found 8/4![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/107:00 am -
1 stop4h 36m
Mon 9/146:05 am -
1 stop4h 39m
Deal found 8/6![Delta logo]()
$399
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 7, 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 7, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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
Tue 9/86:05 am -
1 stop4h 39m
Deal found 8/4![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/3. 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 8/3![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/6. 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 1/87:30 am -
1 stop6h 03m
Sun 1/101:00 pm -
1 stop3h 09m
Deal found 8/6![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/4. 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 11/135:59 pm -
1 stop5h 57m
Sat 11/1411:28 am -
1 stop4h 39m
Deal found 8/4![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 8/224:30 pm -
1 stop7h 06m
Wed 8/266:05 am -
1 stop5h 06m
Deal found 8/5![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 8/3. 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
Sat 9/126:05 am -
1 stop5h 13m
Deal found 8/3![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/37:35 am -
1 stop6h 04m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/3. 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 8/3![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/6. 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 9/46:00 am -
1 stop6h 51m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$374
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated August 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/4. 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 8/75:56 pm -
1 stop5h 40m
Fri 8/215:10 pm -
1 stop5h 49m
Deal found 8/4![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 8/4. 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 8/4![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/37:35 am -
1 stop6h 04m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/6. 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 9/46:00 am -
1 stop6h 51m
Sun 9/66:05 am -
1 stop5h 06m
Deal found 8/6![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 8/4. 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
Tue 9/86:05 am -
1 stop4h 39m
Deal found 8/4![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 9/107:00 am -
1 stop4h 36m
Mon 9/146:05 am -
1 stop4h 39m
Deal found 8/6![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 8/3. 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
Sat 9/126:05 am -
1 stop5h 13m
Deal found 8/3![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 8/4. 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 8/4![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/197:00 am -
1 stop4h 36m
Sat 9/264:30 pm -
1 stop5h 12m
Deal found 8/5![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 8/3. 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 9/255:57 pm -
1 stop5h 47m
Sun 9/276:05 am -
1 stop4h 28m
Deal found 8/3![Delta logo]()
$369
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 7, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/215:36 pm -
1 stop16h 42m
Deal found 8/3![Allegiant Air logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/4![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 10/19:11 pm -
2 stops21h 40m
Deal found 8/5![Multiple Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 8/4. 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 9/235:57 pm -
1 stop5h 47m
Deal found 8/4![Delta logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/59:50 am -
3 stops32h 56m
Deal found 8/3![Multiple Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 8/4. 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 12/265:55 pm -
1 stop5h 15m
Deal found 8/4![Delta logo]()
$370
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 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $181 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $284 |
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 August 7, 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 9/5
5:00 pm-10:36 pm
1 stop6h 36m
Chicago Midway
Tue 9/8
6:05 am-11:44 am
1 stop4h 39m
$279
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
$279
Quickest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 1/8
7:30 am-12:33 pm
1 stop6h 03m
Chicago Midway
Sun 1/10
1:00 pm-5:09 pm
1 stop3h 09m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 11/13
5:59 pm-10:56 pm
1 stop5h 57m
Chicago Midway
Sat 11/14
11:28 am-5:07 pm
1 stop4h 39m
$279
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 8/22
4:30 pm-10:36 pm
1 stop7h 06m
Chicago Midway
Wed 8/26
6:05 am-12:11 pm
1 stop5h 06m
$294
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
Sat 9/12
6:05 am-12:18 pm
1 stop5h 13m
$324
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 9/3
7:35 am-12:39 pm
1 stop6h 04m
Chicago Midway
Sun 9/6
6:05 am-12:11 pm
1 stop5h 06m
$339
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
$339
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 9/4
6:00 am-11:51 am
1 stop6h 51m
Chicago Midway
Sun 9/6
6:05 am-12:11 pm
1 stop5h 06m
$374
Cheapest one-way
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Wed 10/21
5:36 pm-9:18 am
1 stop16h 42m
$181
Showing 1-10 of 14 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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