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$218+ Cheap flights from Duluth (DLH) 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — MDW
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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Cheap flight deals from Duluth to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Duluth (DLH) 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 16, 2025.

Round-trip from

$269
(Delta)

One-way from

$218
(Delta)

Popular in

July

Cheapest in

September

Average price

$324
From Duluth Intl to Chicago Midway
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One-way flight from Duluth Intl to Chicago Midway
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Highest demand for flights based on searches. 9% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Duluth to Midway

Cheapest flights from Duluth to Midway
Explore the most affordable flight options available from Duluth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

This Delta deal was found by Cheapflights users on 8/14. 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 9/25:10 amDLH - MDW
2 stops7h 18mDelta
Sat 9/67:17 pmMDW - DLH
1 stop3h 29mDelta
Deal found 8/14$269
This Delta deal was found by Cheapflights users on 8/14. 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 10/27:50 amDLH - MDW
1 stop5h 13mDelta
Sat 10/41:43 pmMDW - DLH
1 stop5h 30mDelta
Deal found 8/14$447
This Delta deal was found by Cheapflights users on 8/15. 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 8/297:50 amDLH - MDW
1 stop5h 13mDelta
Mon 9/17:17 pmMDW - DLH
1 stop3h 29mDelta
Deal found 8/15$448
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2010:55 amDLH - MDW
1 stop6h 42mDelta
Sat 8/239:15 amMDW - DLH
1 stop6h 24mDelta
Deal found 8/14$478
This Delta deal was found by Cheapflights users on 8/14. 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 11/77:50 amDLH - MDW
1 stop5h 18mDelta
Sun 11/99:20 amMDW - DLH
1 stop6h 01mDelta
Deal found 8/14$508
This Delta deal was found by Cheapflights users on 8/15. 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 10/35:10 amDLH - MDW
1 stop3h 43mDelta
Fri 10/109:20 amMDW - DLH
1 stop6h 10mDelta
Deal found 8/15$542

Cheapflights Fare Finder

 
Customize your flight search to find flights from Duluth 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 16, 2025.
Use the filters below to find and compare flights from Duluth to Chicago Midway Airport that are best for you.

Fly from

Duluth

Fly to

Midway

Route

Depart

Return

Price

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Tue 9/2

5:10 am-12:28 pm

2 stops7h 18m

Chicago Midway

Sat 9/6

7:17 pm-10:46 pm

1 stop3h 29m

$269

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Thu 10/2

7:50 am-1:03 pm

1 stop5h 13m

Chicago Midway

Sat 10/4

1:43 pm-7:13 pm

1 stop5h 30m

$447

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Fri 8/29

7:50 am-1:03 pm

1 stop5h 13m

Chicago Midway

Mon 9/1

7:17 pm-10:46 pm

1 stop3h 29m

$448

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Fri 11/7

7:50 am-1:08 pm

1 stop5h 18m

Chicago Midway

Sun 11/9

9:20 am-3:21 pm

1 stop6h 01m

$508

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Fri 9/5

7:50 am-6:37 pm

2 stops10h 47m

Chicago Midway

Sun 9/7

7:17 pm-10:46 pm

1 stop3h 29m

$519

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Fri 10/3

5:10 am-8:53 am

1 stop3h 43m

Chicago Midway

Fri 10/10

9:20 am-3:30 pm

1 stop6h 10m

$542

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sun 10/26

5:18 am-8:55 am

1 stop3h 37m

$218

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Tue 9/16

5:10 am-8:53 am

1 stop3h 43m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Best time to book a flight from Duluth to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Duluth with our price prediction graph.
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 Duluth to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Duluth to Chicago Midway?

    For a flight from Duluth to Chicago Midway, you will be flying from Duluth Intl. Duluth Intl (DLH) is just 5.8 mi from the center of the city. Duluth Intl is the only Duluth airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Duluth Intl on a regular basis.

  • Can I find deals for flights from Duluth to Midway that include hotel bookings?

    Yes. In addition to deals on Duluth to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Duluth to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Duluth to Midway.

  • Can I find deals for business class flights from Duluth to Midway?

    Yes. Cheapflights offers flight deals from Duluth to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Duluth to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Duluth to Chicago Midway Airport (average of $160). Flying from Duluth to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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