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$189+ Cheap flights from Duluth (DLH) to Chicago (CHI)

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Duluth to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Duluth (DLH) to Chicago (CHI). 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 15, 2025.

Round-trip from

$189
(United Airlines)

Popular in

August

Cheapest in

December

Average price

$321

Good round-trip deal

$343 or less

Good one-way deal

$253 or less
From Duluth Intl to Chicago (CHI)
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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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Price to beat on a round-trip flight from Duluth Intl to Chicago (CHI).
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Price to beat on a one-way flight from Duluth Intl to Chicago (CHI).
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Find flight deals from Duluth to Chicago

Cheapest flights from Duluth to Chicago
Explore the most affordable flight options available from Duluth to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/308:00 amDLH - ORD
Nonstop1h 55mUnited Airlines
Sat 10/48:58 amORD - DLH
Nonstop1h 45mUnited Airlines
Deal found 9/15$189
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.
Sat 10/186:30 amDLH - MDW
1 stop6h 38mDelta
Tue 10/217:10 pmMDW - DLH
1 stop4h 32mDelta
Deal found 9/14$198
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1511:20 amDLH - ORD
Nonstop1h 55mUnited Airlines
Sat 10/188:58 amORD - DLH
Nonstop1h 45mUnited Airlines
Deal found 9/12$198
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.
Sat 10/1812:02 pmDLH - ORD
1 stop4h 48mDelta
Tue 10/2111:02 amORD - DLH
1 stop4h 28mDelta
Deal found 9/14$203
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:07 pmDLH - ORD
Nonstop1h 55mUnited Airlines
Sun 10/198:58 amORD - DLH
Nonstop1h 47mUnited Airlines
Deal found 9/14$207
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.
Sat 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
Sat 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.
Sat 10/1812:02 pmDLH - ORD
1 stop4h 48mDelta
Wed 10/226:08 amORD - DLH
1 stop5h 14mDelta
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.
Sat 11/86:30 amDLH - ORD
2 stops6h 10mDelta
Sun 11/96:00 amORD - DLH
1 stop5h 21mDelta
Deal found 9/14$234
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.
Sat 10/186:30 amDLH - MDW
1 stop4h 00mDelta
Sat 10/183:00 pmMDW - DLH
1 stop24h 30mDelta
Deal found 9/14$237
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:07 pmDLH - ORD
Nonstop1h 55mUnited Airlines
Sat 10/188:58 amORD - DLH
Nonstop1h 45mUnited Airlines
Deal found 9/14$239
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2111:14 amDLH - ORD
Nonstop1h 59mUnited Airlines
Mon 11/248:50 amORD - DLH
Nonstop1h 47mUnited Airlines
Deal found 9/14$244
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.
Sat 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
Thu 1/19:29 amMDW - DLH
2 stops25h 46mDelta
Deal found 9/14$257

Cheapflights Fare Finder

 
Customize your flight search to find flights from Duluth to Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Duluth to Chicago that are best for you.

Fly from

Duluth

Fly to

Chicago

Route

Depart

Return

Price

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Wed 10/15

11:20 am-1:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sat 10/18

8:58 am-10:43 am

Nonstop1h 45m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 10/18

12:02 pm-4:50 pm

1 stop4h 48m

Chicago O'Hare Intl

Wed 10/22

6:08 am-11:22 am

1 stop5h 14m

$228

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 11/8

6:30 am-11:28 am

1 stop4h 58m

Chicago O'Hare Intl

Sun 11/9

6:00 am-11:21 am

1 stop5h 21m

$228

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 10/18

6:30 am-10:30 am

1 stop4h 00m

Chicago Midway

Sat 10/18

3:00 pm-3:30 pm

1 stop24h 30m

$237

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 11/21

11:14 am-1:13 pm

Nonstop1h 59m

Chicago O'Hare Intl

Mon 11/24

8:50 am-10:37 am

Nonstop1h 47m

$244

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 11/8

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

Mon 11/10

7:02 pm-11:50 pm

1 stop4h 48m

$263

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 11/8

7:50 am-11:28 am

1 stop3h 38m

Chicago O'Hare Intl

Mon 11/10

8:35 pm-11:50 pm

1 stop3h 15m

$263

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Thu 12/11

12:01 pm-4:54 pm

1 stop4h 53m

Chicago O'Hare Intl

Sun 12/14

6:00 am-11:20 am

1 stop5h 20m

$268

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Wed 10/15

9:45 am-11:40 am

Nonstop1h 55m

Chicago O'Hare Intl

Tue 10/21

8:15 pm-10:08 pm

Nonstop1h 53m

$269

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 10/18

9:45 am-11:40 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 10/22

8:58 am-10:45 am

Nonstop1h 47m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 32 results
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Best time to book a flight from Duluth to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Duluth to Chicago

What is the cheapest month to book a flight from Duluth to Chicago?

Currently, August is the cheapest month in which you can book a flight from Duluth to Chicago (average of $245). Flying from Duluth to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from DLH to CHI?

Find hourly flight availability from Duluth to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Duluth to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 6% versus a flight in the morning.

Weekly flight availability from Duluth to Chicago

Explore weekly flight availability from Duluth to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from DLH to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 15, 2025.
See what other customers who have flown with Delta and United Airlines from Duluth to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Duluth to Chicago. 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?

    Duluth Intl (DLH), located 5.8 mi from the city center, is the airport you fly out of when you book flights from Duluth to Chicago. 1 airline have flights from Duluth Intl to Chicago on a regular basis. Booking flights from Duluth Intl to Chicago should not be difficult; the airport handles an average of 8 outbound flights to Chicago per day.

  • How long is the flight from Duluth to Chicago?

    Departing from Duluth to Chicago will take you 1h 55m. The distance from Duluth to Chicago is about 397 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Duluth to Chicago round-trip?

    Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $207. Users have found that United Airlines is 42% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Duluth to Chicago?

    Consider Copa Airlines (82%), SkyWest Airlines (65%) or United Airlines (65%) when booking your flight. These represent the most reliable airlines when flying from Duluth to Chicago.

  • What are the cheapest flights from Duluth to Chicago?

    Looking at all options, your cheapest flight can be booked for $222. While the most popular route (Duluth Intl - Chicago O'Hare Intl) can be booked for $189 on average, our data indicates $412 when flying from Duluth to Chicago.

  • Can I find deals for flights from Duluth to Chicago that include hotel bookings?

    Yes. In addition to deals on Duluth to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Duluth to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Duluth to Chicago.

  • Can I find deals for business class flights from Duluth to Chicago?

    Yes. Cheapflights offers flight deals from Duluth to Chicago 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?

    Currently, August is the cheapest month in which you can book a flight from Duluth to Chicago (average of $245). Flying from Duluth to Chicago in March is currently the most expensive (average of $321). 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?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Duluth to Chicago

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Top airline flying from Duluth to Chicago

Discover the top airline that operate flights from Duluth to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$207Average$329FlexibilityNo cancel feeOn-time69%

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