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$179+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(United Airlines)

Popular in

August

Cheapest in

December

Average price

$294

Good round-trip deal

$314 or less

Good one-way deal

$233 or less
Provider with most accurate pricing for Duluth Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Duluth Intl-Chicago (CHI) flights.
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From Duluth Intl to Chicago (CHI)
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Highest demand for flights based on searches. 24% potential increase in price ($116 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 October 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 October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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 12/52:57 pmDLH - ORD
Nonstop1h 59mUnited Airlines
Mon 12/88:13 pmORD - DLH
Nonstop1h 46mUnited Airlines
Deal found 10/28$179
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/257:55 amDLH - ORD
Nonstop1h 59mUnited Airlines
Tue 12/212:45 pmORD - DLH
Nonstop1h 37mUnited Airlines
Deal found 10/28$183
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:03 pmDLH - ORD
Nonstop2h 02mUnited Airlines
Fri 12/2612:45 pmORD - DLH
Nonstop1h 43mUnited Airlines
Deal found 10/30$192
This Delta deal was found by Cheapflights users on 10/28. 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 12/65:00 amDLH - MDW
1 stop4h 19mDelta
Wed 12/107:02 pmMDW - DLH
1 stop4h 57mDelta
Deal found 10/28$198
This Delta deal was found by Cheapflights users on 10/28. 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 12/65:00 amDLH - ORD
1 stop6h 43mDelta
Wed 12/106:00 amORD - DLH
1 stop5h 20mDelta
Deal found 10/28$198
This Delta deal was found by Cheapflights users on 10/28. 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 - ORD
2 stops8h 34mDelta
Tue 12/96:00 amORD - DLH
1 stop5h 20mDelta
Deal found 10/28$204
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:55 amDLH - ORD
Nonstop1h 59mUnited Airlines
Tue 11/1812:54 pmORD - DLH
Nonstop1h 37mUnited Airlines
Deal found 10/30$209
This Delta deal was found by Cheapflights users on 10/30. 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 12/65:00 amDLH - MDW
2 stops7h 34mDelta
Mon 12/87:02 pmMDW - DLH
1 stop4h 57mDelta
Deal found 10/30$219
This Delta deal was found by Cheapflights users on 10/28. 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 12/45:00 amDLH - ORD
1 stop3h 40mDelta
Mon 12/86:00 amORD - DLH
1 stop5h 20mDelta
Deal found 10/28$223
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/52:57 pmDLH - ORD
Nonstop1h 59mUnited Airlines
Wed 12/108:13 pmORD - DLH
Nonstop1h 46mUnited Airlines
Deal found 10/28$224
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/197:50 amDLH - ORD
Nonstop2h 03mUnited Airlines
Mon 12/229:05 pmORD - DLH
Nonstop1h 50mUnited Airlines
Deal found 10/28$239
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:06 pmDLH - ORD
Nonstop1h 59mUnited Airlines
Mon 11/248:13 pmORD - DLH
Nonstop1h 46mUnited Airlines
Deal found 10/29$242

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 October 30, 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

Tue 12/23

3:03 pm-5:05 pm

Nonstop2h 02m

Chicago O'Hare Intl

Fri 12/26

12:45 pm-2:28 pm

Nonstop1h 43m

$192

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Mon 12/22

3:03 pm-5:05 pm

Nonstop2h 02m

Chicago O'Hare Intl

Fri 12/26

12:45 pm-2:28 pm

Nonstop1h 43m

$192

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 12/6

5:00 am-9:19 am

1 stop4h 19m

Chicago Midway

Wed 12/10

7:02 pm-11:59 pm

1 stop4h 57m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 12/5

5:00 am-8:40 am

1 stop3h 40m

Chicago O'Hare Intl

Mon 12/8

8:40 pm-11:59 pm

1 stop3h 19m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 12/6

4:24 pm-9:40 pm

1 stop5h 16m

Chicago O'Hare Intl

Tue 12/9

6:00 am-11:20 am

1 stop5h 20m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 12/6

4:24 pm-9:40 pm

1 stop5h 16m

Chicago O'Hare Intl

Mon 12/8

6:00 am-11:20 am

1 stop5h 20m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 12/5

5:00 am-8:40 am

1 stop3h 40m

Chicago O'Hare Intl

Wed 12/10

6:00 am-11:20 am

1 stop5h 20m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 12/6

5:00 am-11:43 am

1 stop6h 43m

Chicago O'Hare Intl

Wed 12/10

6:00 am-11:20 am

1 stop5h 20m

$198

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 11/14

7:55 am-9:54 am

Nonstop1h 59m

Chicago O'Hare Intl

Tue 11/18

12:54 pm-2:31 pm

Nonstop1h 37m

$209

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 12/6

5:00 am-12:34 pm

2 stops7h 34m

Chicago Midway

Mon 12/8

7:02 pm-11:59 pm

1 stop4h 57m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 24 results
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Compare providers for flights from Duluth to Chicago

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 Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Duluth-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Duluth-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Duluth-Chicago 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 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 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, October is the cheapest month in which you can book a flight from Duluth to Chicago (average of $167). Flying from Duluth to Chicago in August is currently the most expensive (average of $319). 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 October 30, 2025.

When flying from Duluth to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 October 30, 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
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 4 outbound flights to Chicago per day.

  • How long is the flight from Duluth to Chicago?

    Departing from Duluth to Chicago will take you 2h 02m. 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 (88%), SkyWest Airlines (77%) or United Airlines (77%) 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 $203. While the most popular route (Duluth Intl - Chicago O'Hare Intl) can be booked for $179 on average, our data indicates $664 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, October is the cheapest month in which you can book a flight from Duluth to Chicago (average of $167). Flying from Duluth to Chicago in August is currently the most expensive (average of $319). 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
Porter
Benton Harbor

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$207Average$331FlexibilityNo cancel feeOn-time69%

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