$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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — MDW
Nov 3 — Nov 101
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 October 4, 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 October 4, 2026.
This Delta deal was found by Cheapflights users on 9/29. 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 12/58:00 am -
1 stop3h 59m
Mon 12/75:30 pm -
1 stop5h 28m
Deal found 9/29![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/30. 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 11/2412:06 pm -
1 stop4h 33m
Sat 11/2812:30 pm -
1 stop6h 39m
Deal found 9/30![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/29. 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 10/275:14 am -
2 stops7h 33m
Tue 11/39:29 am -
2 stops6h 12m
Deal found 9/29![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 9/29. 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 11/255:04 am -
1 stop3h 46m
Sun 11/2910:34 am -
1 stop5h 11m
Deal found 9/29![Delta logo]()
$528
This Delta deal was found by Cheapflights users on 9/29. 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 10/275:14 am -
1 stop3h 30m
Thu 10/2912:27 pm -
1 stop6h 45m
Deal found 9/29![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 9/29. 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 10/165:14 am -
1 stop3h 30m
Mon 10/1912:27 pm -
1 stop6h 45m
Deal found 9/29![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 9/29. 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 10/2312:35 pm -
1 stop4h 12m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 9/29![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 10/2. 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 12/1712:18 pm -
1 stop4h 32m
Sun 12/209:30 am -
2 stops7h 08m
Deal found 10/2![Delta logo]()
$659
This Delta deal was found by Cheapflights users on 10/3. 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 11/75:14 am -
1 stop6h 33m
Mon 11/912:30 pm -
1 stop6h 39m
Deal found 10/3![Delta logo]()
$683
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 October 4, 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 October 4, 2026.
This Delta deal was found by Cheapflights users on 10/3. 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 11/245:04 am -
1 stop3h 46m
Sat 11/2812:30 pm -
1 stop6h 39m
Deal found 10/3![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/29. 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 10/275:14 am -
2 stops7h 33m
Tue 11/39:29 am -
2 stops6h 12m
Deal found 9/29![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 10/3. 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 11/227:00 am -
1 stop4h 50m
Mon 11/2312:30 pm -
1 stop6h 39m
Deal found 10/3![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 9/29. 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 10/2312:35 pm -
1 stop4h 12m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 9/29![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 10/2. 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 12/1712:18 pm -
1 stop4h 32m
Sun 12/209:30 am -
2 stops7h 08m
Deal found 10/2![Delta logo]()
$659
This Delta deal was found by Cheapflights users on 10/3. 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 11/75:14 am -
1 stop6h 33m
Mon 11/912:30 pm -
1 stop6h 39m
Deal found 10/3![Delta logo]()
$683
This Delta deal was found by Cheapflights users on 10/2. 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
Sun 11/2910:34 am -
1 stop5h 11m
Deal found 10/2![Delta logo]()
$748
This Delta deal was found by Cheapflights users on 10/1. 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
Sun 10/185:31 pm -
1 stop5h 26m
Deal found 10/1![Delta logo]()
$778
This Delta deal was found by Cheapflights users on 9/29. 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 10/77:00 am -
1 stop4h 47m
Thu 10/812:27 pm -
1 stop3h 14m
Deal found 9/29![Delta logo]()
$826
Last-minute flights from Duluth to MidwayDiscover last-minute flight deals from Duluth to Midway. Data last updated October 4, 2026 and is based on user searches.
Discover last-minute flight deals from Duluth to Midway. Data last updated October 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/30. 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 10/155:14 am -
1 stop3h 30m
Mon 10/1912:27 pm -
1 stop6h 45m
Deal found 9/30![Delta logo]()
$698
This Delta deal was found by Cheapflights users on 9/29. 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 10/165:14 am -
1 stop3h 30m
Mon 10/1912:27 pm -
1 stop6h 45m
Deal found 9/29![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 9/29. 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 10/2312:35 pm -
1 stop4h 12m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 9/29![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 9/29. 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 10/275:14 am -
1 stop3h 30m
Tue 11/312:27 pm -
1 stop6h 45m
Deal found 9/29![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/29. 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 10/275:14 am -
1 stop3h 30m
Thu 10/2912:27 pm -
1 stop6h 45m
Deal found 9/29![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 10/3. 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 11/75:14 am -
1 stop6h 33m
Mon 11/912:30 pm -
1 stop6h 39m
Deal found 10/3![Delta logo]()
$683
This Delta deal was found by Cheapflights users on 9/30. 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 11/2412:06 pm -
1 stop4h 33m
Sat 11/2812:30 pm -
1 stop6h 39m
Deal found 9/30![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 9/29. 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 11/255:04 am -
1 stop3h 46m
Sun 11/2910:34 am -
1 stop5h 11m
Deal found 9/29![Delta logo]()
$528
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 October 4, 2026.
Search for one-way flight options from Duluth to Midway. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
This Delta deal was found by Cheapflights users on 9/29. 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 11/115:04 am -
1 stop6h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 10/3. 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 11/65:14 am -
1 stop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 9/30. 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 10/107:00 am -
1 stop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 9/29. 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 10/95:14 am -
1 stop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$433
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 October 4, 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 | February |
Cheapest in | April |
Average price | $348 |
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 October 4, 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
Tue 11/24
5:04 am-8:50 am
1 stop3h 46m
Chicago Midway
Sat 11/28
12:30 pm-7:09 pm
1 stop6h 39m
$308
Quickest round-trip
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Fri 11/6
5:14 am-8:44 am
1 stop3h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$378
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sat 10/10
7:00 am-11:47 am
1 stop4h 47m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$393
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Tue 10/27
5:14 am-12:47 pm
2 stops7h 33m
Chicago Midway
Tue 11/3
9:29 am-3:41 pm
2 stops6h 12m
$429
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Fri 10/9
5:14 am-8:44 am
1 stop3h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$433
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sun 11/22
7:00 am-11:50 am
1 stop4h 50m
Chicago Midway
Mon 11/23
12:30 pm-7:09 pm
1 stop6h 39m
$546
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Fri 10/23
12:35 pm-4:47 pm
1 stop4h 12m
Chicago Midway
Mon 10/26
5:31 pm-10:57 pm
1 stop5h 26m
$608
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Thu 12/17
12:18 pm-4:50 pm
1 stop4h 32m
Chicago Midway
Sun 12/20
9:30 am-4:38 pm
2 stops7h 08m
$659
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sat 11/7
5:14 am-11:47 am
1 stop6h 33m
Chicago Midway
Mon 11/9
12:30 pm-7:09 pm
1 stop6h 39m
$683
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Wed 11/25
12:06 pm-4:39 pm
1 stop4h 33m
Chicago Midway
Sun 11/29
10:34 am-3:45 pm
1 stop5h 11m
$748
Showing 1-10 of 13 resultsSorted 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 October.
| 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Other flights from Duluth
Popular flights