$273+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — MDW
Oct 20 — Oct 271
Round-trip
1 adult, Economy
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Find cheap flights from Duluth 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 Duluth to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Duluth to MidwayExplore 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 September 20, 2026.
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 September 20, 2026.
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.
Thu 10/15:15 am -
1 stop3h 33m
Sat 10/32:00 pm -
1 stop5h 25m
Deal found 9/15![Delta logo]()
$338
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.
Wed 12/25:00 am -
1 stop3h 55m
Sat 12/510:24 am -
1 stop5h 41m
Deal found 9/16![Delta logo]()
$418
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.
Wed 11/2512:06 pm -
1 stop4h 33m
Mon 11/305:29 pm -
1 stop5h 22m
Deal found 9/15![Delta logo]()
$443
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.
Wed 9/3011:43 am -
1 stop6h 36m
Sun 10/49:59 am -
1 stop5h 30m
Deal found 9/15![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 9/18. 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 10/35:15 am -
2 stops7h 24m
Wed 10/71:27 pm -
2 stops5h 45m
Deal found 9/18![Delta logo]()
$519
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.
Thu 10/15:15 am -
1 stop3h 33m
Mon 10/57:13 pm -
1 stop3h 22m
Deal found 9/15![Delta logo]()
$538
Best flights from Duluth to MidwayDiscover carefully curated flight deals from Duluth to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
Discover carefully curated flight deals from Duluth to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 20, 2026.
This Delta deal was found by Cheapflights users on 9/19. 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 3/45:10 am -
1 stop3h 39m
Sat 3/65:35 pm -
1 stop5h 13m
Deal found 9/19![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/18. 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 10/311:43 am -
1 stop6h 16m
Wed 10/71:27 pm -
2 stops5h 45m
Deal found 9/18![Delta logo]()
$344
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.
Wed 12/25:00 am -
1 stop3h 55m
Sat 12/59:37 am -
2 stops6h 28m
Deal found 9/16![Delta logo]()
$504
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.
Tue 10/1312:35 pm -
1 stop4h 12m
Thu 10/1512:27 pm -
1 stop6h 45m
Deal found 9/15![Delta logo]()
$577
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.
Fri 10/211:43 am -
1 stop6h 36m
Sun 10/47:13 pm -
1 stop3h 22m
Deal found 9/17![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 9/19. 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 12/155:00 am -
1 stop6h 59m
Fri 12/1812:39 pm -
1 stop6h 43m
Deal found 9/19![Delta logo]()
$626
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.
Wed 10/2112:35 pm -
1 stop4h 12m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 9/16![Delta logo]()
$648
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.
Thu 10/225:14 am -
1 stop3h 30m
Sun 10/255:31 pm -
1 stop5h 26m
Deal found 9/16![Delta logo]()
$683
Last-minute flights from Duluth to MidwayDiscover last-minute flight deals from Duluth to Midway. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Duluth to Midway. Data last updated September 20, 2026 and is based on user searches.
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.
Fri 9/2511:43 am -
1 stop6h 36m
Sun 9/279:59 am -
1 stop5h 30m
Deal found 9/17![Delta logo]()
$848
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.
Mon 9/2811:43 am -
1 stop6h 36m
Wed 9/309:59 am -
1 stop5h 30m
Deal found 9/16![Delta logo]()
$852
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.
Tue 9/295:15 am -
2 stops7h 24m
Wed 9/309:59 am -
1 stop5h 30m
Deal found 9/16![Delta logo]()
$858
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.
Wed 9/3011:43 am -
1 stop6h 36m
Sun 10/49:59 am -
1 stop5h 30m
Deal found 9/15![Delta logo]()
$508
One-way flights from Duluth to MidwaySearch for one-way flight options from Duluth to Midway. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
Search for one-way flight options from Duluth to Midway. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
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.
Mon 12/145:00 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 9/18. 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 9/265:15 am -
1 stop3h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$438
Find 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 September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $308 (Delta) |
One-way from | $273 (Delta) |
Popular in | September |
Cheapest in | April |
Average price | $851 |
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 7,457,451 searches. Data last updated September 20, 2026.
Use the filters below to find and compare flights from Duluth to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Mon 12/14
5:00 am-11:59 am
1 stop6h 59m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Thu 3/4
5:10 am-8:49 am
1 stop3h 39m
Chicago Midway
Sat 3/6
5:35 pm-10:48 pm
1 stop5h 13m
$308
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sat 10/3
11:43 am-5:59 pm
1 stop6h 16m
Chicago Midway
Wed 10/7
1:27 pm-7:12 pm
2 stops5h 45m
$344
Quickest round-trip
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sat 9/26
5:15 am-8:48 am
1 stop3h 33m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$438
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Wed 12/2
5:00 am-8:55 am
1 stop3h 55m
Chicago Midway
Sat 12/5
9:37 am-4:05 pm
2 stops6h 28m
$504
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Tue 10/13
12:35 pm-4:47 pm
1 stop4h 12m
Chicago Midway
Thu 10/15
12:27 pm-7:12 pm
1 stop6h 45m
$577
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Fri 10/2
11:43 am-6:19 pm
1 stop6h 36m
Chicago Midway
Sun 10/4
7:13 pm-10:35 pm
1 stop3h 22m
$583
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Tue 12/15
5:00 am-11:59 am
1 stop6h 59m
Chicago Midway
Fri 12/18
12:39 pm-7:22 pm
1 stop6h 43m
$626
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Wed 10/21
12:35 pm-4:47 pm
1 stop4h 12m
Chicago Midway
Mon 10/26
5:31 pm-10:57 pm
1 stop5h 26m
$648
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Thu 10/22
5:14 am-8:44 am
1 stop3h 30m
Chicago Midway
Sun 10/25
5:31 pm-10:57 pm
1 stop5h 26m
$683
Sorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Duluth-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 Duluth-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 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 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.
DLH-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 Duluth 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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