$247+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — CHI
Nov 14 — Nov 211
Round-trip
1 adult, Economy
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Find cheap flights from Duluth to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Duluth to ChicagoExplore 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 15, 2026.
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 15, 2026.
This United Airlines deal was found by Cheapflights users on 10/10. 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 10/2911:16 am -
Nonstop1h 56m
Sun 11/18:42 am -
Nonstop1h 59m
Deal found 10/10![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 10/12. 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 11/195:04 am -
1 stop4h 00m
Sun 11/226:23 am -
1 stop5h 03m
Deal found 10/12![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 10/12. 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 11/53:06 pm -
Nonstop1h 59m
Sun 11/89:30 pm -
Nonstop1h 44m
Deal found 10/12![United Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/611:16 am -
Nonstop1h 59m
Sun 11/89:30 pm -
Nonstop1h 44m
Deal found 10/14![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 10/10. 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 10/295:14 am -
1 stop3h 30m
Sun 11/110:12 am -
1 stop5h 29m
Deal found 10/10![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 10/12. 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 10/295:14 am -
1 stop3h 39m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/12![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 10/14. 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 12/35:54 am -
Nonstop2h 06m
Sun 12/64:20 pm -
Nonstop1h 50m
Deal found 10/14![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 12/1112:18 pm -
1 stop4h 32m
Mon 12/141:41 pm -
2 stops5h 41m
Deal found 10/14![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 10/13. 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.
Fri 12/44:45 pm -
1 stop4h 50m
Tue 12/82:41 pm -
2 stops8h 17m
Deal found 10/13![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 10/12. 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.
Fri 10/305:14 am -
1 stop6h 26m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/12![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/1211:16 am -
Nonstop1h 59m
Thu 11/198:42 am -
Nonstop1h 59m
Deal found 10/14![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 10/15. 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.
Fri 10/2312:35 pm -
1 stop4h 12m
Mon 10/2612:27 pm -
1 stop6h 45m
Deal found 10/15![Delta logo]()
$418
Best flights from Duluth to ChicagoDiscover carefully curated flight deals from Duluth to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
Discover carefully curated flight deals from Duluth to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
This United Airlines deal was found by Cheapflights users on 10/10. 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 11/611:16 am -
Nonstop1h 59m
Mon 11/98:42 am -
Nonstop1h 59m
Deal found 10/10![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 10/10. 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 2/118:05 am -
1 stop3h 46m
Sat 2/275:35 pm -
1 stop5h 13m
Deal found 10/10![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 10/10. 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.
Fri 2/58:05 am -
2 stops10h 35m
Sun 2/79:30 am -
1 stop6h 14m
Deal found 10/10![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 10/10. 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 10/295:14 am -
1 stop3h 30m
Sun 11/110:12 am -
1 stop5h 29m
Deal found 10/10![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 10/11. 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 11/196:23 am -
Nonstop2h 06m
Sun 11/228:42 am -
Nonstop1h 59m
Deal found 10/11![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/13. 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.
Fri 12/44:45 pm -
1 stop4h 50m
Tue 12/812:34 pm -
1 stop6h 48m
Deal found 10/13![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 2/125:10 am -
1 stop3h 33m
Sun 2/146:00 am -
1 stop5h 15m
Deal found 10/14![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 10/13. 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 11/195:04 am -
1 stop4h 00m
Sun 11/226:23 am -
1 stop5h 03m
Deal found 10/13![Delta logo]()
$328
This United Airlines deal was found by Cheapflights users on 10/10. 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 10/303:06 pm -
Nonstop1h 59m
Sun 11/18:42 am -
Nonstop1h 59m
Deal found 10/10![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 12/1112:18 pm -
1 stop4h 32m
Mon 12/141:41 pm -
2 stops5h 41m
Deal found 10/14![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 10/12. 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 10/3112:35 pm -
1 stop4h 06m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/12![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sun 11/223:06 pm -
Nonstop1h 59m
Tue 11/2412:40 pm -
Nonstop1h 50m
Deal found 10/11![United Airlines logo]()
$527
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 2/1212:00 pm -
1 stop4h 50m
Sun 2/145:35 pm -
1 stop5h 13m
Deal found 10/14![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/10. 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.
Fri 10/3012:35 pm -
1 stop4h 05m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/10![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 10/14. 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 12/312:18 pm -
1 stop4h 32m
Sun 12/65:30 pm -
1 stop5h 28m
Deal found 10/14![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 10/10. 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 1/238:05 am -
2 stops8h 32m
Sun 1/241:35 pm -
2 stops9h 13m
Deal found 10/10![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 10/14. 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.
Sun 11/85:14 am -
1 stop3h 30m
Tue 11/101:31 pm -
2 stops5h 38m
Deal found 10/14![Delta logo]()
$572
Last-minute flights from Duluth to ChicagoDiscover last-minute flight deals from Duluth to Chicago. Data last updated October 15, 2026 and is based on user searches.
Discover last-minute flight deals from Duluth to Chicago. Data last updated October 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 10/217:00 am -
2 stops5h 47m
Sat 10/249:29 am -
2 stops9h 43m
Deal found 10/13![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/10. 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 10/233:10 pm -
Nonstop1h 55m
Sun 10/258:42 am -
Nonstop1h 59m
Deal found 10/10![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 10/15. 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.
Fri 10/235:14 am -
1 stop6h 33m
Tue 10/2712:27 pm -
1 stop3h 14m
Deal found 10/15![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 10/15. 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 10/245:14 am -
1 stop6h 33m
Wed 10/281:27 pm -
2 stops5h 45m
Deal found 10/15![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 10/10. 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 10/2911:16 am -
Nonstop1h 56m
Sun 11/18:42 am -
Nonstop1h 59m
Deal found 10/10![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 10/10. 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 10/295:14 am -
1 stop3h 30m
Sun 11/110:12 am -
1 stop5h 29m
Deal found 10/10![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 10/12. 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 10/295:14 am -
1 stop3h 39m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/12![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 10/12. 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.
Fri 10/305:14 am -
1 stop6h 26m
Sun 11/16:20 am -
1 stop5h 24m
Deal found 10/12![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 10/12. 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 11/53:06 pm -
Nonstop1h 59m
Sun 11/89:30 pm -
Nonstop1h 44m
Deal found 10/12![United Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/611:16 am -
Nonstop1h 59m
Sun 11/89:30 pm -
Nonstop1h 44m
Deal found 10/14![United Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/1211:16 am -
Nonstop1h 59m
Thu 11/198:42 am -
Nonstop1h 59m
Deal found 10/14![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 10/12. 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 11/195:04 am -
1 stop4h 00m
Sun 11/226:23 am -
1 stop5h 03m
Deal found 10/12![Delta logo]()
$308
One-way flights from Duluth to ChicagoSearch for one-way flight options from Duluth to Chicago. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
Search for one-way flight options from Duluth to Chicago. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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 12/245:24 pm -
2 stops24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 10/11. 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 12/257:00 am -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![United Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 10/10. 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.
Wed 3/35:10 am -
1 stop3h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 10/12. 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 12/245:24 pm -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$273
This United Airlines deal was found by Cheapflights users on 10/13. 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 11/123:06 pm -
Nonstop1h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![United Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 11/115:04 am -
1 stop6h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 10/13. 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.
Fri 12/255:24 pm -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 11/117:00 am -
2 stops6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 10/13. 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.
Fri 11/275:04 am -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 10/12. 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.
Mon 4/128:05 am -
2 stops10h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/10. 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 4/123:14 pm -
Nonstop1h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 10/10. 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.
Wed 3/35:10 am -
2 stops7h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Delta logo]()
$310
Find 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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $303 (United Airlines) |
One-way from | $247 (Delta) |
Popular in | February |
Cheapest in | April |
Average price | $348 |
Good round-trip deal | $397 or less |
Good one-way deal | $333 or less |
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 7,457,451 searches. Data last updated October 15, 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
Cheapest round-trip
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Thu 12/24
5:24 pm-5:44 pm
2 stops24h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$247
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Wed 3/3
5:10 am-8:49 am
1 stop3h 39m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Fri 12/25
5:24 pm-9:39 pm
1 stop4h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Wed 3/3
5:10 am-8:43 am
1 stop3h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 12/24
5:24 pm-9:39 pm
1 stop4h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Sat 12/26
3:22 pm-5:28 pm
Nonstop2h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Fri 11/6
11:16 am-1:15 pm
Nonstop1h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Thu 12/3
12:18 pm-4:50 pm
1 stop4h 32m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$283
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 11/12
5:04 am-9:04 am
1 stop4h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$283
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 12/3
12:18 pm-4:43 pm
1 stop4h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$283
Showing 1-10 of 36 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Duluth-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Duluth-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
DLH-CHI
DLH-ORD
DLH-MDW
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
DLH-CHI
DLH-ORD
DLH-MDW
What is the cheapest month to book a flight from Duluth to Chicago?
Currently, April is the cheapest month in which you can book a flight from Duluth to Chicago (average of $228). Flying from Duluth to Chicago in June is currently the most expensive (average of $592). 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 15, 2026.
When flying from Duluth to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 36% versus a flight in the evening.
Weekly flight availability from Duluth to Chicago
Explore weekly flight availability from Duluth to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 15, 2026.
The most flights from DLH to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Duluth to Chicago?
Airfare is typical for this route at the moment.
Duluth to Chicago flights typically cost between $294 and $482 in February.The cheapest round-trip price found within the last 5 days was $303 on United Airlines (Feb 5-Feb 7).
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 15, 2026.
See what other customers who have flown with 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.
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Duluth and Chicago flights
Browse other Duluth and Chicago flight options. Last updated on October 15, 2026.
Other flights from Duluth
Browse through other flights departing from Duluth. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$218 | Average$336 | FlexibilityNo cancel fee | On-time69% |