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Cheap flights from Duluth to Chicago from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Duluth to Chicago departing on 9/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Duluth to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:24 pm - 8:18 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 54mnonstop
United Airlines Logo
9:20 pm - 11:10 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 50mnonstop
$249United Airlines
Thu, Sep 10 - Sat, Sep 12
United Airlines Logo
6:23 pm - 8:19 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 56mnonstop
United Airlines Logo
9:30 pm - 11:22 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 52mnonstop
$249United Airlines
Fri, Sep 4 - Mon, Sep 7
United Airlines Logo
6:23 pm - 8:19 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 56mnonstop
United Airlines Logo
9:30 pm - 11:22 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 52mnonstop
$249United Airlines
Thu, Sep 3 - Sun, Sep 6
United Airlines Logo
6:23 pm - 8:19 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 56mnonstop
United Airlines Logo
3:43 pm - 5:34 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 51mnonstop
$249United Airlines
Fri, Sep 4 - Sat, Sep 5
United Airlines Logo
6:23 pm - 8:19 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 56mnonstop
United Airlines Logo
9:20 pm - 11:10 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 50mnonstop
$249United Airlines
Tue, Sep 1 - Tue, Sep 8
United Airlines Logo
6:32 pm - 8:28 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
1h 56mnonstop
United Airlines Logo
8:45 am - 10:40 amORD  Chicago O'Hare Intl-DLH Duluth Intl
1h 55mnonstop
$249United Airlines
Sat, Sep 19 - Wed, Sep 23
Delta Logo
12:34 pm - 4:41 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
4h 07m1 stop Minneapolis St Paul
Delta Logo
6:30 am - 11:49 amORD  Chicago O'Hare Intl-DLH Duluth Intl
5h 19m1 stop Minneapolis St Paul
$268Delta
Wed, Nov 11 - Sat, Nov 14
Delta Logo
5:14 am - 8:53 amDLH  Duluth Intl-ORD Chicago O'Hare Intl
3h 39m1 stop Minneapolis St Paul
Delta Logo
12:40 pm - 7:10 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
6h 30m1 stop Minneapolis St Paul
$268Delta
Sun, Oct 11 - Wed, Dec 16
Delta Logo
11:41 am - 5:41 pmDLH  Duluth Intl-ORD Chicago O'Hare Intl
6h 00m1 stop Minneapolis St Paul
Delta Logo
6:24 pm - 10:35 pmORD  Chicago O'Hare Intl-DLH Duluth Intl
4h 11m1 stop Minneapolis St Paul
$268Delta
Tue, Sep 1 - Tue, Sep 8
Delta Logo
5:15 am - 8:30 amDLH  Duluth Intl-ORD Chicago O'Hare Intl
3h 15m1 stop Minneapolis St Paul
Delta Logo
6:10 am - 11:03 amORD  Chicago O'Hare Intl-DLH Duluth Intl
4h 53m1 stop Minneapolis St Paul
$268Delta
Tue, Sep 8 - Sun, Sep 20

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United Airlines flights from Duluth to Chicago

Our best United Airlines deals on Duluth to Chicago flight tickets
United Airlines
Sep 4
DLH6:23 pmDuluth Intl
1h 56m
ORD8:19 pmChicago O'Hare Intl
Sep 7
ORD9:30 pmChicago O'Hare Intl
1h 52m
DLH11:22 pmDuluth Intl
$249
United Airlines
Sep 8
DLH6:24 pmDuluth Intl
1h 54m
ORD8:18 pmChicago O'Hare Intl
Sep 20
ORD8:45 amChicago O'Hare Intl
1h 55m
DLH10:40 amDuluth Intl
$264
United Airlines
Aug 15
DLH6:23 pmDuluth Intl
1h 56m
ORD8:19 pmChicago O'Hare Intl
Aug 17
ORD9:30 pmChicago O'Hare Intl
1h 52m
DLH11:22 pmDuluth Intl
$279

Delta flights from Duluth to Chicago

Our best Delta deals on Duluth to Chicago flight tickets
Delta
Sep 1
DLH11:41 amDuluth Intl
6h 00m
1 stop
ORD5:41 pmChicago O'Hare Intl
Sep 8
ORD6:24 pmChicago O'Hare Intl
4h 11m
1 stop
DLH10:35 pmDuluth Intl
$268
Delta
Nov 11
DLH5:04 amDuluth Intl
8h 55m
2 stops
ORD1:59 pmChicago O'Hare Intl
Nov 14
ORD5:32 pmChicago O'Hare Intl
5h 19m
1 stop
DLH10:51 pmDuluth Intl
$274
Delta
Oct 2
DLH4:11 pmDuluth Intl
5h 22m
1 stop
ORD9:33 pmChicago O'Hare Intl
Oct 3
ORD6:24 pmChicago O'Hare Intl
4h 11m
1 stop
DLH10:35 pmDuluth Intl
$283

momondo 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, momondo users made 832,500 searches. Data last updated August 6, 2026.
Use the filters below to find and compare flights from Duluth to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Thu 9/10

6:24 pm-8:18 pm

Nonstop1h 54m

Chicago O'Hare Intl

Sat 9/12

9:20 pm-11:10 pm

Nonstop1h 50m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Fri 9/4

6:23 pm-8:19 pm

Nonstop1h 56m

Chicago O'Hare Intl

Mon 9/7

9:30 pm-11:22 pm

Nonstop1h 52m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Thu 9/3

6:23 pm-8:19 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sun 9/6

9:30 pm-11:22 pm

Nonstop1h 52m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Fri 9/4

6:23 pm-8:19 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sat 9/5

3:43 pm-5:34 pm

Nonstop1h 51m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Tue 9/1

6:23 pm-8:19 pm

Nonstop1h 56m

Chicago O'Hare Intl

Tue 9/8

9:20 pm-11:10 pm

Nonstop1h 50m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Sat 9/19

6:32 pm-8:28 pm

Nonstop1h 56m

Chicago O'Hare Intl

Wed 9/23

8:45 am-10:40 am

Nonstop1h 55m

$249

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Wed 11/11

12:34 pm-4:41 pm

1 stop4h 07m

Chicago O'Hare Intl

Sat 11/14

6:30 am-11:49 am

1 stop5h 19m

$268

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Sun 10/11

5:14 am-8:53 am

1 stop3h 39m

Chicago O'Hare Intl

Wed 12/16

12:40 pm-7:10 pm

1 stop6h 30m

$268

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Tue 9/1

11:41 am-5:41 pm

1 stop6h 00m

Chicago O'Hare Intl

Tue 9/8

6:24 pm-10:35 pm

1 stop4h 11m

$268

DuluthChicago

DLH Duluth Intl - ORD Chicago O'Hare Intl

DLHORD

Duluth Intl

Tue 9/8

5:15 am-8:30 am

1 stop3h 15m

Chicago O'Hare Intl

Sun 9/20

6:10 am-11:03 am

1 stop4h 53m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Duluth to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Duluth and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $476 to $650.
The lowest price recently found on this route was $249.

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Duluth, with most prices found around $228. If you’re not able to fly to Chicago in April, then December is your next best option. Flight prices from Duluth to Chicago during December average around $299.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $431. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Duluth to Chicago for around $805.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Duluth to Chicago during this time can be as low as $462. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $546.

What is the cheapest Duluth Intl to Chicago flight route?

Fly from Duluth Intl to Chicago O'Hare Intl for the best Duluth Intl - Chicago flight prices

What cabin class options are available on Duluth to Chicago flights?

There are 4 cabin classes available to choose from on Duluth to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Duluth to Chicago flights?

No. A direct flight is the cheapest option for a flight between Duluth to Chicago.

When to book flights from Duluth to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Duluth to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Duluth to Chicago (DLH to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Duluth to Chicago

Best Price Found

$363

Fastest flight time

1h 54m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Duluth in the past 72 hours is $363. The best round-trip flight deal from Duluth to Chicago found on momondo in the last 72 hours is $385.
The fastest flight from Duluth to Chicago takes 1h 54m
Direct flights go from Duluth to Chicago every day.
There are 3 airports in Chicago. From Duluth there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Duluth to Chicago

  • How far is Duluth Intl to Chicago by plane?

    Duluth Intl and Chicago are 404.5 mi apart from one another. Typically, this will take 1h 54m by plane in normal conditions.

  • When did momondo last update prices for flights from Duluth Intl Airport to Chicago?

    Prices for flights from Duluth Intl Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Duluth Intl Airport to Chicago?

  • How old do you have to be to fly from Duluth Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Duluth Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Duluth to Chicago?

  • What is the most popular airline from Duluth to Chicago?

Best airlines flying from Duluth to Chicago

Compare and see reviews for airlines that fly from Duluth to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $205Free CancellationRating
7.4
10,073 reviews
Search United Airlines flights

  • United Airlines Flights From Duluth to Chicago

    United Airlines flight deals from Duluth to Chicago start from $205 round-trip. Over the 23 United Airlines flights for this route in a normal week, average airfare is usually $328 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Duluth to Chicago?

Finding the right flight to Chicago from Duluth is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Duluth to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Duluth on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Duluth to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Duluth.

I’m not ready to book a flight from Duluth to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Duluth are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport