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$288+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — MDW
Dec 22 — Dec 291
Mon 12/22
Mon 12/29
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 November 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$258
(Delta)

Popular in

August

Cheapest in

December

Average price

$359
Provider with most accurate pricing for Duluth Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Duluth Intl-Chicago Midway flights.
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From Duluth Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 22, 2025.

This Delta deal was found by Cheapflights users on 11/21. 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 12/612:01 pmDLH - MDW
1 stop6h 17mDelta
Wed 12/107:02 pmMDW - DLH
1 stop4h 57mDelta
Deal found 11/21$348
This Delta deal was found by Cheapflights users on 11/21. 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 12/305:00 amDLH - MDW
1 stop6h 06mDelta
Fri 1/211:48 amMDW - DLH
1 stop3h 42mDelta
Deal found 11/21$448
This Delta deal was found by Cheapflights users on 11/20. 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 11/218:14 amDLH - MDW
2 stops10h 00mDelta
Sun 11/239:34 amMDW - DLH
2 stops6h 04mDelta
Deal found 11/20$604
This Delta deal was found by Cheapflights users on 11/22. 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 12/77:45 amDLH - MDW
1 stop5h 25mDelta
Thu 12/111:50 pmMDW - DLH
1 stop5h 45mDelta
Deal found 11/22$632
This Delta deal was found by Cheapflights users on 11/22. 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 11/298:14 amDLH - MDW
1 stop4h 53mDelta
Mon 12/19:41 amMDW - DLH
1 stop5h 57mDelta
Deal found 11/22$717
This Delta deal was found by Cheapflights users on 11/22. 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 11/298:14 amDLH - MDW
1 stop4h 53mDelta
Tue 12/27:02 pmMDW - DLH
1 stop4h 57mDelta
Deal found 11/22$817

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 November 22, 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

Fri 1/9

11:56 am-6:32 pm

1 stop6h 36m

Chicago Midway

Sun 1/11

7:16 pm-11:52 pm

1 stop4h 36m

$288

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 12/6

12:01 pm-6:18 pm

1 stop6h 17m

Chicago Midway

Wed 12/10

7:02 pm-11:59 pm

1 stop4h 57m

$348

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Wed 4/15

8:05 am-1:07 pm

1 stop5h 02m

Chicago Midway

Sat 4/18

2:00 pm-7:26 pm

1 stop5h 26m

$378

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Tue 3/17

12:00 pm-6:08 pm

1 stop6h 08m

Chicago Midway

Wed 3/18

9:20 am-3:24 pm

1 stop6h 04m

$436

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Tue 12/30

5:00 am-11:06 am

1 stop6h 06m

Chicago Midway

Fri 1/2

11:48 am-3:30 pm

1 stop3h 42m

$448

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Compare providers for flights from Duluth 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 Duluth to Midway in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Duluth-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Duluth-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Duluth-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Duluth-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Duluth-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 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 6h 08m. 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.

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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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