$133+ Cheap flights from Lexington (LEX) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — MDW
Nov 24 — Dec 11
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 October 25, 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 October 25, 2026.
This Delta deal was found by Cheapflights users on 10/24. 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 11/216:00 pm -
1 stop5h 54m
Tue 12/15:12 pm -
1 stop5h 52m
Deal found 10/24![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/24. 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 11/95:59 pm -
1 stop5h 55m
Sat 11/1411:27 am -
1 stop6h 36m
Deal found 10/24![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/23. 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 11/287:35 am -
1 stop6h 16m
Tue 12/11:02 pm -
1 stop5h 08m
Deal found 10/23![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 10/21. 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 10/21![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:10 am -
1 stop3h 40m
Mon 1/41:00 pm -
1 stop3h 09m
Deal found 10/20![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:40 am -
1 stop3h 21m
Tue 12/85:12 pm -
1 stop5h 52m
Deal found 10/20![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 10/21. 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 10/245:59 pm -
1 stop5h 34m
Wed 11/46:04 am -
1 stop5h 04m
Deal found 10/21![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop5h 28m
Wed 12/911:28 am -
1 stop4h 44m
Deal found 10/20![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:28 am -
1 stop3h 19m
Mon 11/211:38 am -
1 stop6h 35m
Deal found 10/20![Delta logo]()
$429
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 October 25, 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 October 25, 2026.
This Delta deal was found by Cheapflights users on 10/21. 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 2/257:30 am -
1 stop6h 03m
Sun 2/281:00 pm -
1 stop3h 09m
Deal found 10/21![Delta logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:48 am -
2 stops15h 59m
Sun 11/1510:42 am -
1 stop23h 04m
Deal found 10/22![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 10/24. 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 11/216:00 pm -
1 stop5h 54m
Sat 11/286:00 am -
1 stop4h 49m
Deal found 10/24![Delta logo]()
$519
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3110:30 am -
2 stops8h 14m
Mon 1/41:00 pm -
1 stop3h 09m
Deal found 10/20![Delta logo]()
$531
This Delta deal was found by Cheapflights users on 10/21. 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 3/55:55 pm -
1 stop5h 15m
Wed 3/171:00 pm -
2 stops7h 21m
Deal found 10/21![Delta logo]()
$531
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:59 pm -
1 stop5h 55m
Sun 11/159:30 am -
2 stops8h 40m
Deal found 10/20![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:45 am -
1 stop6h 02m
Sun 11/81:27 pm -
2 stops9h 31m
Deal found 10/21![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 10/22. 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 11/197:05 am -
1 stop4h 19m
Wed 11/256:00 am -
1 stop4h 49m
Deal found 10/22![Delta logo]()
$584
This Delta deal was found by Cheapflights users on 10/22. 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.
Sat 11/76:00 am -
2 stops7h 47m
Wed 11/116:00 am -
1 stop4h 49m
Deal found 10/22![Delta logo]()
$586
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:59 pm -
1 stop5h 55m
Wed 12/21:02 pm -
1 stop5h 08m
Deal found 10/21![Delta logo]()
$597
Last-minute flights from Lexington to MidwayDiscover last-minute flight deals from Lexington to Midway. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Lexington to Midway. Data last updated October 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/21. 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 10/245:59 pm -
1 stop5h 34m
Wed 11/46:04 am -
1 stop5h 04m
Deal found 10/21![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 10/22. 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 10/2910:33 am -
1 stop3h 14m
Sun 11/16:04 am -
1 stop5h 04m
Deal found 10/22![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:28 am -
1 stop3h 19m
Mon 11/211:38 am -
1 stop6h 35m
Deal found 10/20![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 10/21. 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 10/21![Delta logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/87:24 pm -
2 stops29h 23m
Thu 11/1210:12 am -
1 stop22h 44m
Deal found 10/24![Multiple Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 10/24. 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 11/95:59 pm -
1 stop5h 55m
Sat 11/1411:27 am -
1 stop6h 36m
Deal found 10/24![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/24. 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 11/216:00 pm -
1 stop5h 54m
Tue 12/15:12 pm -
1 stop5h 52m
Deal found 10/24![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/24. 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 11/216:00 pm -
1 stop5h 54m
Sat 11/286:00 am -
1 stop4h 49m
Deal found 10/24![Delta logo]()
$519
This Delta deal was found by Cheapflights users on 10/23. 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 11/287:35 am -
1 stop6h 16m
Tue 12/11:02 pm -
1 stop5h 08m
Deal found 10/23![Delta 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 October 25, 2026.
Search for one-way flight options from Lexington to Midway. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Tue 11/1711:23 am -
2 stops31h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:07 pm -
1 stop21h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Allegiant Air logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Wed 11/185:18 pm -
1 stop24h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Allegiant Air logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sat 11/217:43 pm -
1 stop22h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Allegiant Air logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/157:24 pm -
3 stops40h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/193:29 pm -
1 stop29h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Mon 11/161:23 pm -
3 stops35h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 10/24. 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.
Sun 11/157:35 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 10/23. 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.
Thu 11/264:55 pm -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 10/24. 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 11/207:35 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 10/24. 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.
Wed 11/186:00 am -
2 stops7h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$335
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $339 (Delta) |
One-way from | $133 (Kiwi.com) |
Popular in | October |
Cheapest in | February |
Average price | $493 |
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 October 25, 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
Wed 12/23
7:07 pm-4:03 pm
1 stop21h 56m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$160
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 11/26
4:55 pm-10:54 pm
1 stop6h 59m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$299
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Fri 11/20
7:35 am-12:51 pm
1 stop6h 16m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$329
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Wed 11/18
6:00 am-12:51 pm
2 stops7h 51m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$335
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sat 11/21
10:38 am-4:39 pm
2 stops7h 01m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$335
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 11/1
8:45 am-12:36 pm
2 stops28h 51m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$376
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Sun 11/1
9:41 pm-5:47 pm
3 stops45h 06m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$393
Quickest round-trip
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Wed 11/4
11:04 am-3:17 pm
1 stop5h 13m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$415
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Thu 2/25
7:30 am-12:33 pm
1 stop6h 03m
Chicago Midway
Sun 2/28
1:00 pm-5:09 pm
1 stop3h 09m
$419
LexingtonChicago
LEX Lexington Blue Grass - MDW Chicago Midway
LEXMDW
Lexington Blue Grass
Mon 11/16
6:00 am-6:04 pm
2 stops13h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$474
Showing 1-10 of 19 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 October.
| 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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