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Cheap flights from Duluth to Chicago from $129

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.
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0 bags

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Find the cheapest flights from Duluth to Chicago (DLH-CHI)

Cheap round-trip flights

United Airlines Logo
11:20 am - 1:15 pmDLH-ORD
1h 55mnonstop
United Airlines Logo
8:15 pm - 10:08 pmORD-DLH
1h 53mnonstop
$179United Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
United Airlines Logo
9:45 am - 11:40 amDLH-ORD
1h 55mnonstop
United Airlines Logo
8:15 pm - 10:08 pmORD-DLH
1h 53mnonstop
$184United Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
United Airlines Logo
9:45 am - 11:40 amDLH-ORD
1h 55mnonstop
United Airlines Logo
12:45 pm - 2:32 pmORD-DLH
1h 47mnonstop
$201United Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Delta Logo
8:05 am - 6:46 pmDLH-ORD
10h 41m2 stops
Delta Logo
6:00 am - 11:07 amORD-DLH
5h 07m1 stop
$204Delta
Find Deal
Thu, Feb 12 - Sun, Feb 15
United Airlines Logo
3:06 pm - 5:05 pmDLH-ORD
1h 59mnonstop
United Airlines Logo
8:13 pm - 9:59 pmORD-DLH
1h 46mnonstop
$207United Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
United Airlines Logo
3:07 pm - 5:02 pmDLH-ORD
1h 55mnonstop
United Airlines Logo
12:45 pm - 2:32 pmORD-DLH
1h 47mnonstop
$209United Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Delta Logo
7:50 am - 9:19 pmDLH-ORD
13h 29m1 stop
Delta Logo
6:08 am - 11:22 amORD-DLH
5h 14m1 stop
$224Delta
Find Deal
Sat, Oct 11 - Sun, Oct 12
Delta Logo
12:00 pm - 6:08 pmDLH-MDW
6h 08m1 stop
Delta Logo
9:20 am - 3:24 pmMDW-DLH
6h 04m1 stop
$238Delta
Find Deal
Wed, Mar 4 - Sat, Mar 7
United Airlines Logo
11:20 am - 1:15 pmDLH-ORD
1h 55mnonstop
United Airlines Logo
4:50 pm - 6:37 pmORD-DLH
1h 47mnonstop
$239United Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
United Airlines Logo
11:20 am - 1:15 pmDLH-ORD
1h 55mnonstop
United Airlines Logo
8:15 pm - 10:08 pmORD-DLH
1h 53mnonstop
$241United Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6

United Airlines flights from Duluth to Chicago

Our best United Airlines deals on Duluth to Chicago flight tickets
United Airlines
Oct 2
DLH11:20 amDuluth Intl
1h 55m
ORD1:15 pmChicago O'Hare Intl
Oct 6
ORD8:15 pmChicago O'Hare Intl
1h 53m
DLH10:08 pmDuluth Intl
$179
Find similar
United Airlines
Sep 26
DLH9:45 amDuluth Intl
1h 55m
ORD11:40 amChicago O'Hare Intl
Sep 28
ORD8:15 pmChicago O'Hare Intl
1h 53m
DLH10:08 pmDuluth Intl
$184
Find similar
United Airlines
Oct 17
DLH9:45 amDuluth Intl
1h 55m
ORD11:40 amChicago O'Hare Intl
Oct 19
ORD12:45 pmChicago O'Hare Intl
1h 47m
DLH2:32 pmDuluth Intl
$201
Find similar

Delta flights from Duluth to Chicago

Our best Delta deals on Duluth to Chicago flight tickets
Delta
Feb 12
DLH8:05 amDuluth Intl
10h 41m
2 stops
ORD6:46 pmChicago O'Hare Intl
Feb 15
ORD6:00 amChicago O'Hare Intl
5h 07m
1 stop
DLH11:07 amDuluth Intl
$204
Find similar
Delta
Oct 11
DLH7:50 amDuluth Intl
13h 29m
1 stop
ORD9:19 pmChicago O'Hare Intl
Oct 12
ORD6:08 amChicago O'Hare Intl
5h 14m
1 stop
DLH11:22 amDuluth Intl
$224
Find similar
Delta
Mar 4
DLH12:00 pmDuluth Intl
6h 08m
1 stop
MDW6:08 pmChicago Midway
Mar 7
MDW9:20 amChicago Midway
6h 04m
1 stop
DLH3:24 pmDuluth Intl
$238
Find similar

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 September 10, 2025.
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

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Thu 10/2

11:20 am-1:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

Mon 10/6

8:15 pm-10:08 pm

Nonstop1h 53m

$179

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 9/26

9:45 am-11:40 am

Nonstop1h 55m

Chicago O'Hare Intl

Sun 9/28

8:15 pm-10:08 pm

Nonstop1h 53m

$184

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 10/17

9:45 am-11:40 am

Nonstop1h 55m

Chicago O'Hare Intl

Sun 10/19

12:45 pm-2:32 pm

Nonstop1h 47m

$201

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Thu 2/12

8:05 am-6:46 pm

2 stops10h 41m

Chicago O'Hare Intl

Sun 2/15

6:00 am-11:07 am

1 stop5h 07m

$204

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 11/21

3:06 pm-5:05 pm

Nonstop1h 59m

Chicago O'Hare Intl

Mon 11/24

8:13 pm-9:59 pm

Nonstop1h 46m

$207

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 10/17

3:07 pm-5:02 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 10/19

12:45 pm-2:32 pm

Nonstop1h 47m

$209

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Sat 10/11

7:50 am-9:19 pm

1 stop13h 29m

Chicago O'Hare Intl

Sun 10/12

6:08 am-11:22 am

1 stop5h 14m

$224

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Wed 3/4

12:00 pm-6:08 pm

1 stop6h 08m

Chicago Midway

Sat 3/7

9:20 am-3:24 pm

1 stop6h 04m

$238

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Thu 10/2

11:20 am-1:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 10/5

4:50 pm-6:37 pm

Nonstop1h 47m

$239

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Thu 10/2

11:20 am-1:15 pm

Nonstop1h 55m

Chicago O'Hare Intl

Mon 10/6

8:15 pm-10:08 pm

Nonstop1h 53m

$241

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 cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Duluth, with most prices found around $253. If you’re not able to fly to Chicago in September, then December is your next best option. Flight prices from Duluth to Chicago during December average around $262.

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 Friday when prices can be found for as low as $476. 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 $723.

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 $507. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $543.

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 Intl to Chicago flights?

There are 4 cabin classes available to choose from on Duluth Intl 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?

You could potentially save up to 55% on your flight if you consider stops on a Duluth to Chicago flight.

How have Duluth to Chicago flight prices changed over time?

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

$259

Fastest flight time

1h 44m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Duluth in the past 72 hours is $259. The best round-trip flight deal from Duluth to Chicago found on momondo in the last 72 hours is $355.
The fastest flight from Duluth to Chicago takes 1h 44m
Direct flights go from Duluth to Chicago on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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  • 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 44m 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 $204Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

  • United Airlines Flights From Duluth to Chicago

    United Airlines flight deals from Duluth to Chicago start from $204 round-trip. Over the 28 United Airlines flights for this route in a normal week, average airfare is usually $325 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
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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