$55 Cheap Flights from Duluth (DLH) to Chicago (ORD)

View $55 flight on Mon, Oct 20, 2025Opens in a new window

Popular airlines from Duluth, MN (DLH-Duluth Intl.) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Duluth to Chicago (DLH-ORD)

Prices were available within the past 7 days and start at $55 for one-way flights and $110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun Country Airlines
Mon, Oct 20 - Mon, Oct 27
DLH
Duluth
ORD
Chicago
$110 Roundtrip, found 14 hours ago
$110
Roundtrip
found 14 hours ago
Select Sun Country Airlines flight, departing Mon, Oct 20 from Duluth to Chicago, returning Mon, Oct 27, priced at $110 found 14 hours ago
Sun Country Airlines
Thu, Nov 6 - Mon, Nov 10
DLH
Duluth
ORD
Chicago
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Sun Country Airlines flight, departing Thu, Nov 6 from Duluth to Chicago, returning Mon, Nov 10, priced at $123 just found
Sun Country Airlines
Fri, Oct 24 - Mon, Oct 27
DLH
Duluth
ORD
Chicago
$133 Roundtrip, found 4 hours ago
$133
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Fri, Oct 24 from Duluth to Chicago, returning Mon, Oct 27, priced at $133 found 4 hours ago
Sun Country Airlines
Thu, Oct 9 - Sun, Oct 12
DLH
Duluth
ORD
Chicago
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Thu, Oct 9 from Duluth to Chicago, returning Sun, Oct 12, priced at $149 found 6 days ago
Sun Country Airlines
Fri, Nov 7 - Sun, Nov 9
DLH
Duluth
ORD
Chicago
$156 Roundtrip, found 5 hours ago
$156
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Fri, Nov 7 from Duluth to Chicago, returning Sun, Nov 9, priced at $156 found 5 hours ago
Sun Country Airlines
Tue, Nov 25 - Fri, Nov 28
DLH
Duluth
ORD
Chicago
$165 Roundtrip, found 4 days ago
$165
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Tue, Nov 25 from Duluth to Chicago, returning Fri, Nov 28, priced at $165 found 4 days ago
Sun Country Airlines
Fri, Oct 10 - Mon, Oct 13
DLH
Duluth
ORD
Chicago
$166 Roundtrip, found 3 days ago
$166
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Fri, Oct 10 from Duluth to Chicago, returning Mon, Oct 13, priced at $166 found 3 days ago
Sun Country Airlines
Fri, Oct 31 - Sun, Nov 2
DLH
Duluth
ORD
Chicago
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Oct 31 from Duluth to Chicago, returning Sun, Nov 2, priced at $176 found 1 day ago
Delta
Tue, Dec 9 - Tue, Dec 16
DLH
Duluth
ORD
Chicago
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Dec 9 from Duluth to Chicago, returning Tue, Dec 16, priced at $178 found 3 days ago
United
Fri, Oct 17 - Sat, Oct 18
DLH
Duluth
ORD
Chicago
$179 Roundtrip, found 14 hours ago
$179
Roundtrip
found 14 hours ago
Select United flight, departing Fri, Oct 17 from Duluth to Chicago, returning Sat, Oct 18, priced at $179 found 14 hours ago

Find the cheapest month to fly from Duluth (DLH) to Chicago (ORD)

November is typically the cheapest month to fly

From $140 - $446 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $580
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $580
Flights from Duluth (DLH) to Chicago (ORD)
Origin airport
Duluth Intl.
Destination airport
O'Hare Intl.
Airlines serving
Delta, Sun Country Airlines, United
Roundtrip price
$110
Distance
396 mi
Average flight time
1 hour 54 mins

Duluth to Chicago Flights

The cheapest times to fly from Duluth to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Duluth to Chicago are during the month of October. You can find some of the cheapest flights from Duluth to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Duluth to Chicago

Sunday is one of the best days to book for cheap flights from Duluth to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Duluth to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Duluth to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $55 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Duluth to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Duluth to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $55 or cheap return flight from $110 from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
October is the least expensive month to fly from DLH to ORD. Traveling during an off-peak travel window is often the key to finding better deals on flights.
Which airlines fly direct from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
Jump on a nonstop flight with United Airlines and fly straight from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from DLH to ORD, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
When jetting out of Duluth Intl. Airport (DLH), you'll have a choice from an average of 2 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
More people fly between DLH and ORD at 3 PM than at any other point in the day. Prefer a quieter experience? Travel outside of rush hours and it's possible you'll save on your fare as well.
What day of the week has the most flights from DLH to ORD?
Friday offers the most flights from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD). Consider leaving on this day and you'll have a greater chance of finding a departure that works with your plans.
What is the earliest flight from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
Duluth Intl. Airport (DLH)'s earliest flight to O'Hare Intl. Airport (ORD) leaves at approximately 7:45AM UTC-6. With a travel duration of 2h 9m, you'll land at around 9:54AM UTC-6.
How long does it take to fly from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
It takes roughly 2 hours and 1 minute to fly the 400 mi from DLH to ORD.
What is the best time to fly from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) without delays, opt for a flight that takes off from Duluth Intl. Airport (DLH) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Duluth Intl. Airport (DLH)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Duluth Intl. Airport (DLH). Explore the options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD) last-minute?
Booking your ticket from DLH to ORD just before your trip is typically more expensive. However, if there's some wiggle room with your schedule, you could snag a cheap last-minute fare.
Is it cheaper to book a DLH to ORD flight and hotel package?
Securing a DLH to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our extensive range of accommodations and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Duluth Intl. Airport (DLH) to O'Hare Intl. Airport (ORD)?
Typically, it's possible to reschedule or cancel your DLH to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.