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Cheap Flights from Duluth (DLH) to Chicago (CHIA)

Compare Duluth International to Chicago flight deals

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Flight deals from Duluth International to Chicago

Looking for a cheap last-minute deal or the best return flight from Duluth International Airport to Chicago? If you want to travel next month, return fares start from $352. Find the lowest prices on one-way and return tickets right here.
Chicago.$332 per passenger.Departing Sat, 7 Nov, returning Sat, 14 Nov.Return flight with United.Outbound direct flight with United departs from Duluth International on Sat, 7 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 14 Nov, arriving in Duluth International.Price includes taxes and charges.From $332, select.
Chicago.$332 per passenger.Departing Tue, 5 Jan, returning Tue, 19 Jan.Return flight with United.Outbound direct flight with United departs from Duluth International on Tue, 5 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 19 Jan, arriving in Duluth International.Price includes taxes and charges.From $332, select.
Chicago.$332 per passenger.Departing Tue, 27 Oct, returning Wed, 4 Nov.Return flight with United.Outbound direct flight with United departs from Duluth International on Tue, 27 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 4 Nov, arriving in Duluth International.Price includes taxes and charges.From $332, select.
Chicago.$333 per passenger.Departing Sat, 17 Oct, returning Sat, 24 Oct.Return flight with United.Outbound direct flight with United departs from Duluth International on Sat, 17 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 24 Oct, arriving in Duluth International.Price includes taxes and charges.From $333, select.
Chicago.$333 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with United.Outbound direct flight with United departs from Duluth International on Mon, 28 Sep, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Duluth International.Price includes taxes and charges.From $333, select.
Chicago.$352 per passenger.Departing Sat, 11 Jul, returning Mon, 13 Jul.Return flight with United.Outbound direct flight with United departs from Duluth International on Sat, 11 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 13 Jul, arriving in Duluth International.Price includes taxes and charges.From $352, select.
Chicago.$360 per passenger.Departing Thu, 24 Sep, returning Mon, 28 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Duluth International on Thu, 24 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Duluth International.Price includes taxes and charges.From $360, select.
Chicago.$380 per passenger.Departing Tue, 29 Dec, returning Tue, 12 Jan.Return flight with United.Outbound direct flight with United departs from Duluth International on Tue, 29 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 12 Jan, arriving in Duluth International.Price includes taxes and charges.From $380, select.
Chicago.$396 per passenger.Departing Thu, 24 Sep, returning Mon, 28 Sep.Return flight with United.Outbound direct flight with United departs from Duluth International on Thu, 24 Sep, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Duluth International.Price includes taxes and charges.From $396, select.
Chicago.$397 per passenger.Departing Thu, 18 Jun, returning Sun, 21 Jun.Return flight with United.Outbound direct flight with United departs from Duluth International on Thu, 18 Jun, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 21 Jun, arriving in Duluth International.Price includes taxes and charges.From $397, select.
Chicago.$433 per passenger.Departing Fri, 31 Jul, returning Sun, 2 Aug.Return flight with United.Outbound direct flight with United departs from Duluth International on Fri, 31 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 2 Aug, arriving in Duluth International.Price includes taxes and charges.From $433, select.
Chicago.$445 per passenger.Departing Fri, 23 Apr, returning Sun, 25 Apr.Return flight with United.Outbound direct flight with United departs from Duluth International on Fri, 23 Apr, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 25 Apr, arriving in Duluth International.Price includes taxes and charges.From $445, select.
Chicago.$475 per passenger.Departing Sat, 1 Aug, returning Sun, 2 Aug.Return flight with United.Outbound direct flight with United departs from Duluth International on Sat, 1 Aug, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 2 Aug, arriving in Duluth International.Price includes taxes and charges.From $475, select.
Chicago.$577 per passenger.Departing Wed, 2 Dec, returning Mon, 21 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Duluth International on Wed, 2 Dec, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 21 Dec, arriving in Duluth International.Price includes taxes and charges.From $577, select.
Chicago.$1,219 per passenger.Departing Sun, 21 Jun, returning Sun, 5 Jul.Return flight with United.Outbound direct flight with United departs from Duluth International on Sun, 21 Jun, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 5 Jul, arriving in Duluth International.Price includes taxes and charges.From $1,219, select.

Find the cheapest month to fly from Duluth International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Duluth International to Chicago flights are currently cheapest in November.
Jun
from $397
Jul
from $352
Aug
from $475
Sep
from $360
Oct
from $333
Nov
from $332
Dec
from $577
Jan
from $332
Feb
Find prices
Mar
Find prices
Apr
from $445
May
Find prices

Direct flights from Duluth International to Chicago

Alternative Duluth International to Chicago routes

Looking for the cheapest, fastest or easiest route from Duluth International to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from $359
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $332
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Search flights

Duluth to Chicago: Flight information

The things to know before you go.
Cheapest flight found$332
Cheapest month to flyOctober
Average flight time1 hr, 55 mins
Most popular airlineUnited
Average flights per week101

Finding cheap flights from Duluth International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Duluth International to Chicago is $332. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 55 minutes is the average flight time from Duluth International to Chicago.
United, SkyWest Airlines and Air New Zealand fly direct from Duluth International to Chicago.
As of June 2026, there are 101 flights per week flying from Duluth International to Chicago.
The cheapest month to fly from Duluth International to Chicago is usually October.
If you're flying from Duluth International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $332.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Duluth International Airport to Chicago on Tuesday, 27 October 2026.
Yes – the average flight time is 1 hour and 55 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Flying from Duluth International Airport (DLH) to Chicago: what you need to know

  • The average length of a direct flight from Duluth International Airport to Chicago is 1 hour 40 minutes.

  • Duluth (the location of Duluth International Airport) and Chicago follow the same timezone — UTC-6.

  • Duluth International Airport (DLH) to Chicago O'Hare International Airport (ORD) is the most traveled route, with 21 flights a week to choose from. If you prefer starting your day later, the last flight from DLH to ORD is with United Airlines at 15:14. Opt for the first departure operated by United Airlines at 07:53 if you want to get on your way earlier.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to board your DLH to Chicago flight.

  • Flying during a peak time like September? Public holidays and other popular periods can lead to longer lines and delays at security. Play it safe and get there up to four hours before international flights and two hours before domestic departures.

  • You can book a direct Duluth International Airport to Chicago ticket. Start your journey at DLH and arrive at Chicago O'Hare International Airport (ORD).

  • United Airlines is a popular carrier that offers direct flights from Duluth International Airport to Chicago.

  • DLH is about 8 kilometres from central Duluth. If you're catching a taxi, driving or ride-sharing from the centre, it'll take 20 minutes or so to get there, depending on the traffic. If you're using public transport, expect the journey time to be around 40 minutes.

  • Want a relaxed start to your holiday? Stay near DLH. Whether you're boarding an early flight from Duluth International Airport to Chicago or just don't want to be rushed, these hotels put convenience first:

  • When it comes to Duluth International Airport's on-time performance, 77% of flights arrive within the expected time frame.

  • The address for DLH is 4701 Grinden Drive.

How to find the cheapest flights from Duluth International Airport (DLH) to Chicago

  • The best price we've found for a one-way Duluth International Airport to Chicago flight is $332. The cheapest price for a return flight is $332. Keep in mind fares may change due to demand at the time of booking.

  • To pick up cheap flights from DLH to Chicago, book as early as possible. Airlines typically offer lower fares when tickets are first released.

  • The 'Whole month' search tool will show you the cheapest tickets from Duluth International Airport to Chicago across the month. It's a good way to find a bargain if your dates are flexible.

  • There's no need to check every day to see if fares have dropped when you create a Price Alert. We'll let you know the moment there's an even better deal on cheap flights from DLH to Chicago.

  • Find an affordable flight from Duluth International Airport to Chicago with the help of our filters. Select your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It'll take you around 30 minutes to get to the centre driving.

  • Travelling on public transport will take you around 45 minutes.

  • The last thing you need is a long journey to your hotel if you're getting in late on a flight from Duluth International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Booking your vehicle from Chicago O'Hare International Airport around four weeks in advance of your flight from DLH to Chicago can help you get the best possible rate.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is around 16 kilometres from Chicago Midway International Airport (MDW). After your flight from Duluth International Airport to Chicago has touched down and you've made your way through the terminal, the drive should take about 25 minutes.

  • If you choose to travel on public transport, you'll get to the city centre in 30 minutes or so.

  • Following your DLH to Chicago flight, settle in at a hotel close to MDW. These are some comfortable accommodation options that'll help you slip into relaxation mode:

  • Secure your first choice, not your last resort. Booking your ride from MDW four weeks in advance often means lower prices and a wider range of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 145 kilometres from central Chicago. It takes about 1 hour 40 minutes to get to the city centre in a taxi or ride-share once you've stepped off your flight from Duluth International Airport to Chicago.

  • The journey takes about 2 hours when travelling on public transport.

  • If you don't want to travel into the centre, find a hotel near RFD. Get comfortable at one of these options after your DLH to Chicago flight:

  • Booking at least a few weeks ahead of your flight from Duluth International Airport to Chicago is a good move. As well as better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from Duluth International Airport to Chicago. To skip the crowds, plan your trip to Chicago in January.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your Duluth International Airport to Chicago plane ticket then if that's the weather you find most pleasant.

  • If you like cooler conditions, look for a cheap ticket from DLH to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

  • Once you've booked your flight from Duluth International Airport to Chicago, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to discover in this city it can be hard to figure out where to start. Art Institute of Chicago, Millennium Park and Willis Tower are major attractions which should feature on any well-planned Chicago itinerary.

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be explored after you've experienced Chicago. Around 451 kilometres away to the southeast, its top attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • Around 257 kilometres southeast of Chicago, Indianapolis is another favourite stop in the United States. Experience the best of this destination with a visit to Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Plan the rest of your trip from Duluth to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.