$178+ Cheap flights from Redmond (RDM) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
RDM — MDW
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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Find cheap flights from Redmond 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 Redmond to Midway
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Best
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Cheapest flights from Redmond to MidwayExplore the most affordable flight options available from Redmond to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
Explore the most affordable flight options available from Redmond to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 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.
Wed 12/26:21 am -
2 stops8h 29m
Tue 12/89:37 am -
2 stops11h 23m
Deal found 10/21![Delta logo]()
$485
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.
Mon 11/237:27 pm -
2 stops12h 19m
Thu 11/2611:05 am -
2 stops9h 18m
Deal found 10/21![Delta logo]()
$577
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.
Mon 11/167:27 pm -
2 stops12h 19m
Wed 11/181:31 pm -
2 stops11h 26m
Deal found 10/23![Delta logo]()
$590
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.
Thu 12/106:21 am -
2 stops8h 29m
Fri 12/189:37 am -
2 stops11h 23m
Deal found 10/24![Delta logo]()
$617
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.
Fri 11/67:33 pm -
2 stops11h 59m
Tue 11/109:30 am -
2 stops11h 17m
Deal found 10/22![Delta logo]()
$631
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:05 am -
2 stops10h 55m
Wed 11/111:31 pm -
2 stops11h 26m
Deal found 10/21![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 11/96:20 am -
2 stops9h 44m
Fri 11/131:31 pm -
2 stops12h 25m
Deal found 10/25![Delta logo]()
$661
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:33 pm -
2 stops11h 17m
Wed 11/111:05 pm -
2 stops12h 51m
Deal found 10/21![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 10/25. 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.
Fri 12/256:06 am -
2 stops9h 18m
Fri 1/19:29 am -
2 stops14h 35m
Deal found 10/25![Delta logo]()
$692
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 11/237:27 pm -
2 stops11h 23m
Mon 11/301:31 pm -
2 stops12h 25m
Deal found 10/24![Delta logo]()
$876
Best flights from Redmond to MidwayDiscover carefully curated flight deals from Redmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Redmond to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 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.
Wed 12/26:21 am -
2 stops8h 29m
Tue 12/89:37 am -
2 stops11h 23m
Deal found 10/21![Delta logo]()
$485
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.
Wed 12/27:40 pm -
2 stops11h 57m
Wed 12/91:41 pm -
2 stops11h 20m
Deal found 10/22![Delta logo]()
$505
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 12/47:40 pm -
2 stops11h 57m
Mon 12/71:41 pm -
2 stops11h 20m
Deal found 10/21![Delta logo]()
$577
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.
Mon 11/237:27 pm -
2 stops12h 19m
Thu 11/2611:05 am -
2 stops9h 18m
Deal found 10/21![Delta logo]()
$577
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.
Thu 12/36:21 am -
2 stops8h 29m
Mon 12/79:37 am -
2 stops11h 23m
Deal found 10/24![Delta logo]()
$577
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.
Thu 12/106:21 am -
2 stops8h 29m
Fri 12/189:37 am -
2 stops11h 23m
Deal found 10/24![Delta logo]()
$617
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.
Fri 11/67:33 pm -
2 stops11h 59m
Tue 11/109:30 am -
2 stops11h 17m
Deal found 10/22![Delta logo]()
$631
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:05 am -
2 stops10h 55m
Wed 11/111:31 pm -
2 stops11h 26m
Deal found 10/21![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 11/96:20 am -
2 stops9h 44m
Fri 11/131:31 pm -
2 stops12h 25m
Deal found 10/25![Delta logo]()
$661
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:33 pm -
2 stops11h 17m
Wed 11/111:05 pm -
2 stops12h 51m
Deal found 10/21![Delta logo]()
$678
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 11/217:27 pm -
2 stops11h 23m
Sat 11/289:30 am -
2 stops11h 17m
Deal found 10/24![Delta logo]()
$878
Last-minute flights from Redmond to MidwayDiscover last-minute flight deals from Redmond to Midway. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Redmond to Midway. Data last updated October 26, 2026 and is based on user searches.
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.
Fri 11/67:33 pm -
2 stops11h 59m
Tue 11/109:30 am -
2 stops11h 17m
Deal found 10/22![Delta logo]()
$631
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:05 am -
2 stops10h 55m
Wed 11/111:31 pm -
2 stops11h 26m
Deal found 10/21![Delta logo]()
$632
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:33 pm -
2 stops11h 17m
Wed 11/111:05 pm -
2 stops12h 51m
Deal found 10/21![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 11/96:20 am -
2 stops9h 44m
Fri 11/131:31 pm -
2 stops12h 25m
Deal found 10/25![Delta logo]()
$661
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.
Mon 11/167:27 pm -
2 stops12h 19m
Wed 11/181:31 pm -
2 stops11h 26m
Deal found 10/23![Delta logo]()
$590
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 11/217:27 pm -
2 stops11h 23m
Sat 11/289:30 am -
2 stops11h 17m
Deal found 10/24![Delta logo]()
$878
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.
Mon 11/237:27 pm -
2 stops12h 19m
Thu 11/2611:05 am -
2 stops9h 18m
Deal found 10/21![Delta logo]()
$577
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 11/237:27 pm -
2 stops11h 23m
Mon 11/301:31 pm -
2 stops12h 25m
Deal found 10/24![Delta logo]()
$876
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.
Tue 11/245:15 am -
2 stops9h 24m
Sat 11/289:30 am -
2 stops11h 17m
Deal found 10/23![Delta logo]()
$1,129
One-way flights from Redmond to MidwaySearch for one-way flight options from Redmond to Midway. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Redmond to Midway. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
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.
Mon 11/1612:20 pm -
3 stops45h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$178
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.
Mon 11/912:20 pm -
2 stops45h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 10/25. 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.
Fri 12/256:06 am -
2 stops9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$289
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 11/76:10 am -
2 stops8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$291
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.
Sun 11/156:20 am -
2 stops9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$320
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 11/57:33 pm -
2 stops11h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$331
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.
Sun 11/85:05 am -
2 stops10h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 12/286:06 am -
2 stops9h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$371
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 11/297:27 pm -
2 stops11h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$431
Find flight deals from Redmond to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Redmond (RDM) 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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $485 (Delta) |
One-way from | $178 (Kiwi.com) |
Popular in | October |
Cheapest in | December |
Average price | $719 |
Cheapflights Fare Finder
Customize your flight search to find flights from Redmond 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 26, 2026.
Use the filters below to find and compare flights from Redmond to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Mon 11/16
12:20 pm-11:22 am
3 stops45h 02m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$178
Quickest round-trip
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Fri 12/25
6:06 am-5:24 pm
2 stops9h 18m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$289
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Sun 11/15
6:20 am-6:04 pm
2 stops9h 44m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$320
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Thu 11/5
7:33 pm-8:44 am
2 stops11h 11m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$331
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Sun 11/8
5:05 am-6:00 pm
2 stops10h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$341
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Mon 12/28
6:06 am-5:44 pm
2 stops9h 38m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$371
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Sun 11/29
7:27 pm-8:50 am
2 stops11h 23m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$431
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Wed 12/2
6:21 am-4:50 pm
2 stops8h 29m
Chicago Midway
Tue 12/8
9:37 am-7:00 pm
2 stops11h 23m
$485
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Wed 12/2
7:40 pm-9:37 am
2 stops11h 57m
Chicago Midway
Wed 12/9
1:41 pm-11:01 pm
2 stops11h 20m
$505
RedmondChicago
RDM Bend/Redmond - MDW Chicago Midway
RDMMDW
Bend/Redmond
Mon 12/28
12:20 pm-12:03 pm
3 stops45h 43m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$535
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Redmond 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 Redmond to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Redmond-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 Redmond-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Redmond-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Redmond-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 Redmond-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 Redmond to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Redmond with our price prediction graph.
RDM-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 Redmond 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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