DLH - CHI

$179 Find Cheap Flights from Duluth to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Duluth to Chicago departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Duluth to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Duluth to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Duluth to Chicago (DLH-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Duluth to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Duluth to Chicago

Thu, Oct 23 - Sat, Oct 25
United Airlines Logo
9:45 am - 11:40 amDLH-ORD
1h 55mnonstop
United Airlines Logo
8:58 am - 10:43 amORD-DLH
1h 45mnonstop
$179United Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
5:10 am - 8:53 amDLH-MDW
3h 43m1 stop
Delta Logo
7:15 pm - 10:43 pmMDW-DLH
3h 28m1 stop
$198Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
5:10 am - 8:25 amDLH-ORD
3h 15m1 stop
Delta Logo
5:15 pm - 10:43 pmORD-DLH
5h 28m1 stop
$198Delta
Find Deal
Tue, Oct 21 - Tue, Oct 28
United Airlines Logo
9:45 am - 11:40 amDLH-ORD
1h 55mnonstop
United Airlines Logo
8:50 am - 10:37 amORD-DLH
1h 47mnonstop
$205United Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
5:10 am - 8:53 amDLH-MDW
3h 43m1 stop
Delta Logo
7:15 pm - 10:43 pmMDW-DLH
3h 28m1 stop
$228Delta
Find Deal
Sat, Oct 11 - Sun, Oct 12
Delta Logo
12:02 pm - 4:50 pmDLH-ORD
4h 48m1 stop
Delta Logo
6:08 am - 11:22 amORD-DLH
5h 14m1 stop
$228Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
5:10 am - 8:25 amDLH-ORD
3h 15m1 stop
Delta Logo
2:25 pm - 10:43 pmORD-DLH
8h 18m2 stops
$234Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
United Airlines Logo
9:45 am - 11:40 amDLH-ORD
1h 55mnonstop
United Airlines Logo
4:50 pm - 6:37 pmORD-DLH
1h 47mnonstop
$247United Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
9:45 am - 11:38 amDLH-ORD
1h 53mnonstop
United Airlines Logo
8:58 am - 10:45 amORD-DLH
1h 47mnonstop
$249United Airlines
Find Deal
Thu, Sep 18 - Mon, Sep 22
United Airlines Logo
11:20 am - 1:15 pmDLH-ORD
1h 55mnonstop
United Airlines Logo
8:12 pm - 10:05 pmORD-DLH
1h 53mnonstop
$257United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Duluth to Chicago flights

Get data-powered insights and trends into flights from Duluth to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Duluth to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Duluth to Chicago costs $258 on the route between Duluth (DLH) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Duluth to Chicago?

The average price of all round-trip flights from Duluth to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Duluth to Chicago, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Friday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Duluth to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Duluth to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Duluth to Chicago is September, where tickets cost $253 (return) on average. On the other hand, the most expensive months are July and April, where the average cost of round-trip tickets is $414 and $401 respectively.

Can I save money by flying with a layover from Duluth to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $319 on average.

Good to know

Low seasonJuly
Cheapest flight$179
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Duluth to Chicago O'Hare Airport

When to book flights from Duluth to Chicago

Are your dates flexible? Find out the best times to travel from Duluth to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Duluth to Chicago

  • What is the cheapest flight from Duluth to Chicago?

    In the last 3 days, the lowest price for a flight from Duluth to Chicago was $209 for a one-way ticket and $179 for a round-trip.

  • Do I need a passport to fly between Duluth and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Duluth to Chicago?

    When flying out of Duluth you will be using Duluth Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Duluth to Chicago?

    American Airlines, and Delta offer inflight Wi-Fi service on the Duluth to Chicago flight route.

  • Which aircraft models fly most regularly from Duluth to Chicago?

    The Canadair (Bombardier) Regional Jet CRJ-550 is the aircraft model that flies most regularly on the Duluth to Chicago flight route.

  • Which airline alliances offer flights from Duluth to Chicago?

    Star Alliance is the only airline alliance operating flights between Duluth and Chicago.

  • On which days can I fly direct from Duluth to Chicago?

    There are nonstop flights from Duluth to Chicago on a daily basis.

  • Which is the best airline for flights from Duluth to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Duluth to Chicago are Delta and United Airlines. With an average price for the route of $263 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $317 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Duluth to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Duluth to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Duluth to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Duluth is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Duluth to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Duluth with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Duluth to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Duluth up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Duluth to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $294 or less one-way and $421 or less round-trip.

Prefer to fly direct from Duluth to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Duluth Intl to Chicago.
Find which airlines fly direct from Duluth Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Duluth Intl to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Duluth Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top airlines flying from Duluth to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Duluth to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Duluth to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7979 reviews
8.5Crew
7.3Food
7.9Entertainment
8.2Boarding
7.9Comfort
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

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

Information on your arrival and departure airports

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