$209+ 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
Oct 2 — Oct 91
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 September 2, 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 September 2, 2026.
This Delta deal was found by Cheapflights users on 8/31. 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 9/225:57 pm -
1 stop5h 47m
Sun 9/276:05 am -
1 stop4h 28m
Deal found 8/31![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 9/2. 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 9/2312:40 pm -
1 stop4h 35m
Mon 9/286:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 9/2. 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 10/237:45 am -
1 stop6h 02m
Tue 10/276:04 am -
1 stop4h 54m
Deal found 9/2![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 9/1. 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 9/185:57 pm -
1 stop5h 47m
Sat 9/194:30 pm -
1 stop5h 12m
Deal found 9/1![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 8/30. 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
Tue 9/155:11 pm -
1 stop5h 48m
Deal found 8/30![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 8/29. 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 10/237:45 am -
1 stop6h 02m
Wed 10/2812:49 pm -
1 stop5h 24m
Deal found 8/29![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 9/1. 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 9/1![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 9/1. 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 10/167:45 am -
1 stop6h 02m
Sun 10/186:04 am -
1 stop4h 54m
Deal found 9/1![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 9/2. 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
Wed 9/96:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 9/2. 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 9/610:54 am -
1 stop5h 50m
Wed 9/96:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 9/2. 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 9/36:00 am -
1 stop4h 59m
Sat 9/56:05 am -
1 stop5h 06m
Deal found 9/2![Delta logo]()
$454
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 September 2, 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 September 2, 2026.
This Delta deal was found by Cheapflights users on 8/29. 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 8/29![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/30. 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 1/246:00 am -
1 stop4h 52m
Sun 2/281:00 pm -
1 stop3h 09m
Deal found 8/30![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/29. 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 10/157:45 am -
1 stop6h 02m
Mon 10/196:04 am -
1 stop4h 54m
Deal found 8/29![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 9/2. 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 10/237:45 am -
1 stop6h 02m
Tue 10/276:04 am -
1 stop4h 54m
Deal found 9/2![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 8/31. 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 9/1210:55 am -
1 stop5h 29m
Sat 9/194:30 pm -
1 stop5h 12m
Deal found 8/31![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/1. 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 10/1510:28 am -
1 stop3h 19m
Sat 10/176:04 am -
1 stop5h 04m
Deal found 9/1![Delta logo]()
$499
This Delta deal was found by Cheapflights users on 8/30. 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 9/267:35 am -
1 stop6h 04m
Mon 9/286:05 am -
1 stop4h 39m
Deal found 8/30![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 9/1. 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 10/117:45 am -
1 stop6h 02m
Wed 10/146:04 am -
1 stop4h 54m
Deal found 9/1![Delta logo]()
$537
This KAYAK deal was found by Cheapflights users on 8/31. 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.
Sun 9/206:00 am -
1 stop4h 49m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 8/31![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 8/29. 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 2/133:45 pm -
1 stop7h 25m
Sun 3/211:00 pm -
1 stop3h 09m
Deal found 8/29![Delta logo]()
$544
This KAYAK deal was found by Cheapflights users on 9/1. 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 9/216:00 am -
1 stop6h 54m
Thu 9/246:05 am -
1 stop4h 39m
Deal found 9/1![Delta logo]()
$544
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated September 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/1. 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 9/36:00 am -
1 stop4h 59m
Sat 9/56:05 am -
1 stop5h 06m
Deal found 9/1![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 9/2. 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
Wed 9/96:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 9/2. 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 9/610:54 am -
1 stop5h 50m
Wed 9/96:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 8/30. 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
Tue 9/155:11 pm -
1 stop5h 48m
Deal found 8/30![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/1. 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 9/1![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 9/1. 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 9/185:57 pm -
1 stop5h 47m
Sat 9/194:30 pm -
1 stop5h 12m
Deal found 9/1![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 8/31. 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 9/225:57 pm -
1 stop5h 47m
Sun 9/276:05 am -
1 stop4h 28m
Deal found 8/31![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 9/2. 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 9/2312:40 pm -
1 stop4h 35m
Mon 9/286:05 am -
1 stop4h 39m
Deal found 9/2![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 9/1. 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 10/167:45 am -
1 stop6h 02m
Sun 10/186:04 am -
1 stop4h 54m
Deal found 9/1![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 9/2. 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 10/237:45 am -
1 stop6h 02m
Tue 10/276:04 am -
1 stop4h 54m
Deal found 9/2![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 8/29. 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 10/237:45 am -
1 stop6h 02m
Wed 10/2812:49 pm -
1 stop5h 24m
Deal found 8/29![Delta logo]()
$379
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 September 2, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 stops30h 04m
Deal found 8/30![Multiple Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 8/31. 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 9/2912:40 pm -
1 stop4h 35m
Deal found 8/31![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 stops42h 36m
Deal found 9/1![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:21 am -
2 stops27h 38m
Deal found 8/29![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 -
2 stops29h 25m
Deal found 8/29![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Tue 9/2910:49 am -
3 stops47h 59m
Deal found 8/30![Allegiant Air logo]()
$318
This KAYAK deal was found by Cheapflights users on 9/2. 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.
Thu 9/107:00 am -
1 stop4h 36m
Deal found 9/2![Delta logo]()
$332
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 September 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Delta) |
One-way from | $209 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $259 |
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 September 2, 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 9/22
12:40 pm-4:15 pm
1 stop4h 35m
Chicago Midway
Tue 9/29
6:05 am-11:44 am
1 stop4h 39m
$299
Quickest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 1/24
6:00 am-9:52 am
1 stop4h 52m
Chicago Midway
Sun 2/28
1:00 pm-5:09 pm
1 stop3h 09m
$314
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 10/15
7:45 am-12:47 pm
1 stop6h 02m
Chicago Midway
Mon 10/19
6:04 am-11:58 am
1 stop4h 54m
$334
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 10/23
7:45 am-12:47 pm
1 stop6h 02m
Chicago Midway
Tue 10/27
6:04 am-11:58 am
1 stop4h 54m
$334
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 9/12
10:55 am-3:24 pm
1 stop5h 29m
Chicago Midway
Sat 9/19
4:30 pm-10:42 pm
1 stop5h 12m
$359
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 10/15
10:28 am-12:47 pm
1 stop3h 19m
Chicago Midway
Sat 10/17
6:04 am-12:08 pm
1 stop5h 04m
$499
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 9/26
7:35 am-12:39 pm
1 stop6h 04m
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
Sun 10/11
7:45 am-12:47 pm
1 stop6h 02m
Chicago Midway
Wed 10/14
6:04 am-11:58 am
1 stop4h 54m
$537
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 9/20
6:00 am-9:49 am
1 stop4h 49m
Chicago Midway
Thu 9/24
6:05 am-11:44 am
1 stop4h 39m
$544
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 2/13
3:45 pm-10:10 pm
1 stop7h 25m
Chicago Midway
Sun 3/21
1:00 pm-5:09 pm
1 stop3h 09m
$544
Showing 1-10 of 20 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 September.
| 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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