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$228+ Cheap flights from Duluth (DLH) 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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — MDW
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$263
(Delta)

Popular in

August

Cheapest in

December

Average price

$321
From Duluth Intl to Chicago Midway
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Highest demand for flights based on searches. 23% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
sáb. 1/311:48 amMDW - DLH
1 stop3h 55mDelta
Deal found 9/14$228
This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
jue. 1/19:29 amMDW - DLH
2 stops25h 46mDelta
Deal found 9/14$257
This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 11/812:02 pmDLH - MDW
1 stop5h 41mDelta
lun. 11/107:02 pmMDW - DLH
1 stop4h 48mDelta
Deal found 9/14$263
This Delta deal was found by Cheapflights users on 9/16. 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.
vie. 9/265:10 amDLH - MDW
1 stop3h 43mDelta
lun. 9/297:15 pmMDW - DLH
1 stop3h 28mDelta
Deal found 9/16$293
This Delta deal was found by Cheapflights users on 9/14. 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.
dom. 12/2111:55 amDLH - MDW
1 stop5h 24mDelta
sáb. 1/311:48 amMDW - DLH
1 stop3h 55mDelta
Deal found 9/14$298
This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
vie. 1/211:48 amMDW - DLH
1 stop3h 42mDelta
Deal found 9/14$303
This Delta deal was found by Cheapflights users on 9/14. 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.
dom. 12/2111:55 amDLH - MDW
1 stop5h 24mDelta
jue. 1/19:29 amMDW - DLH
2 stops25h 46mDelta
Deal found 9/14$327
This Delta deal was found by Cheapflights users on 9/16. 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.
jue. 12/1112:01 pmDLH - MDW
1 stop6h 17mDelta
dom. 12/147:02 pmMDW - DLH
1 stop4h 57mDelta
Deal found 9/16$348
This Delta deal was found by Cheapflights users on 9/17. 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.
jue. 10/25:10 amDLH - MDW
1 stop3h 43mDelta
sáb. 10/41:43 pmMDW - DLH
1 stop5h 30mDelta
Deal found 9/17$353
This Delta deal was found by Cheapflights users on 9/15. 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.
mar. 9/307:50 amDLH - MDW
1 stop5h 13mDelta
sáb. 10/41:43 pmMDW - DLH
1 stop5h 30mDelta
Deal found 9/15$358

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 septiembre 17, 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

sáb. 11/8

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

lun. 11/10

7:02 pm-11:50 pm

1 stop4h 48m

$263

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

jue. 12/11

12:01 pm-6:18 pm

1 stop6h 17m

Chicago Midway

dom. 12/14

7:02 pm-11:59 pm

1 stop4h 57m

$348

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

jue. 10/2

5:10 am-8:53 am

1 stop3h 43m

Chicago Midway

sáb. 10/4

1:43 pm-7:13 pm

1 stop5h 30m

$353

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

mar. 9/30

7:50 am-1:03 pm

1 stop5h 13m

Chicago Midway

sáb. 10/4

1:43 pm-7:13 pm

1 stop5h 30m

$358

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

mar. 10/21

5:18 am-8:55 am

1 stop3h 37m

Chicago Midway

mar. 10/21

7:10 pm-11:42 pm

1 stop4h 32m

$373

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

dom. 11/9

8:14 am-1:07 pm

1 stop4h 53m

Chicago Midway

mié. 11/26

1:47 pm-7:30 pm

1 stop5h 43m

$378

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

sáb. 11/8

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

dom. 11/9

1:47 pm-7:30 pm

1 stop5h 43m

$413

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

vie. 11/7

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

dom. 11/9

7:02 pm-11:50 pm

1 stop4h 48m

$418

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

vie. 9/26

10:50 am-5:35 pm

1 stop6h 45m

Chicago Midway

lun. 9/29

7:15 pm-10:43 pm

1 stop3h 28m

$438

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

vie. 10/3

10:50 am-5:35 pm

1 stop6h 45m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 11 results
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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.

  • How long is the flight from Duluth to Chicago Midway Airport?

    Delta can get you from Duluth to Chicago Midway Airport in just under 5h 41m. Your travel time can differ by up to . The distance between Duluth and Chicago Midway Airport is about 412 mi.

  • 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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