$173+ Cheap flights from Duluth (DLH) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
DLH — CHI
Sep 28 — Oct 51
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Duluth to Chicago
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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 August 29, 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 August 29, 2026.
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/83:10 pm -
Nonstop1h 55m
Sat 10/1712:40 pm -
Nonstop1h 49m
Deal found 8/25![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/24. 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 10/1012:35 pm -
1 stop4h 12m
Tue 10/1312:27 pm -
1 stop6h 45m
Deal found 8/24![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 10/176:00 am -
Nonstop1h 54m
Mon 10/199:30 pm -
Nonstop1h 52m
Deal found 8/27![United Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/96:24 pm -
Nonstop1h 54m
Sat 9/124:00 pm -
Nonstop1h 51m
Deal found 8/24![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/25. 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 10/285:14 am -
1 stop6h 33m
Sat 10/3110:01 am -
1 stop5h 40m
Deal found 8/25![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/25. 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 10/2812:35 pm -
1 stop4h 05m
Sat 10/316:20 am -
1 stop5h 24m
Deal found 8/25![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/25. 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 9/105:15 am -
1 stop3h 33m
Sat 9/124:48 pm -
1 stop5h 47m
Deal found 8/25![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 8/25. 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 9/105:15 am -
1 stop3h 15m
Sat 9/126:24 pm -
1 stop4h 11m
Deal found 8/25![Delta logo]()
$298
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/116:24 pm -
Nonstop1h 54m
Tue 9/153:59 pm -
Nonstop1h 49m
Deal found 8/27![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/24. 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 10/104:21 pm -
1 stop5h 06m
Tue 10/139:59 am -
1 stop5h 42m
Deal found 8/24![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/176:24 pm -
Nonstop1h 54m
Sun 9/209:30 pm -
Nonstop1h 50m
Deal found 8/24![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/28. 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 9/1811:43 am -
1 stop6h 36m
Tue 9/227:13 pm -
1 stop3h 22m
Deal found 8/28![Delta logo]()
$322
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 August 29, 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 August 29, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 11/213:06 pm -
Nonstop1h 59m
Mon 11/238:42 am -
Nonstop1h 59m
Deal found 8/24![United Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/24. 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 10/1012:35 pm -
1 stop4h 12m
Tue 10/1312:27 pm -
1 stop6h 45m
Deal found 8/24![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/176:00 am -
Nonstop1h 54m
Mon 10/199:30 pm -
Nonstop1h 52m
Deal found 8/26![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/24. 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 10/111:43 am -
2 stops8h 47m
Mon 10/56:10 am -
1 stop4h 53m
Deal found 8/24![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 8/25. 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 10/285:14 am -
1 stop6h 33m
Sat 10/3110:01 am -
1 stop5h 40m
Deal found 8/25![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/116:24 pm -
Nonstop1h 54m
Tue 9/153:59 pm -
Nonstop1h 49m
Deal found 8/27![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/24. 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 9/95:15 am -
1 stop3h 15m
Sat 9/122:00 pm -
2 stops8h 35m
Deal found 8/24![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 8/24. 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 9/105:15 am -
1 stop3h 15m
Sat 9/122:00 pm -
2 stops8h 35m
Deal found 8/24![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 8/25. 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 11/1911:16 am -
Nonstop1h 59m
Mon 11/238:42 am -
Nonstop1h 59m
Deal found 8/25![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 8/28. 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 9/1811:43 am -
1 stop6h 36m
Tue 9/227:13 pm -
1 stop3h 22m
Deal found 8/28![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/53:11 pm -
Nonstop1h 54m
Mon 9/79:30 pm -
Nonstop1h 52m
Deal found 8/26![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/411:18 am -
Nonstop1h 57m
Tue 9/89:30 pm -
Nonstop1h 50m
Deal found 8/26![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 8/25. 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 9/105:15 am -
1 stop3h 33m
Sat 9/129:29 am -
2 stops6h 00m
Deal found 8/25![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 8/24. 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 9/98:10 am -
1 stop5h 10m
Sat 9/129:29 am -
2 stops6h 00m
Deal found 8/24![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/28. 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 10/215:14 am -
2 stops7h 33m
Mon 10/265:31 pm -
1 stop5h 26m
Deal found 8/28![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 8/26. 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 10/175:14 am -
2 stops7h 33m
Mon 10/1912:27 pm -
1 stop6h 45m
Deal found 8/26![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 8/25. 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 9/45:15 am -
1 stop3h 24m
Mon 9/71:51 pm -
1 stop5h 53m
Deal found 8/25![Delta logo]()
$598
This Delta deal was found by Cheapflights users on 8/27. 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 10/511:43 am -
1 stop6h 36m
Thu 10/812:27 pm -
1 stop6h 45m
Deal found 8/27![Delta logo]()
$641
This Delta deal was found by Cheapflights users on 8/28. 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 9/128:10 am -
2 stops8h 47m
Wed 9/169:59 am -
1 stop5h 30m
Deal found 8/28![Delta logo]()
$673
Last-minute flights from Duluth to ChicagoDiscover last-minute flight deals from Duluth to Chicago. Data last updated August 29, 2026 and is based on user searches.
Discover last-minute flight deals from Duluth to Chicago. Data last updated August 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/28. 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 8/2811:41 am -
1 stop6h 20m
Mon 8/311:51 pm -
1 stop5h 53m
Deal found 8/28![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 8/27. 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 8/295:15 am -
2 stops7h 24m
Mon 8/311:51 pm -
1 stop5h 53m
Deal found 8/27![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 8/28. 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 8/305:15 am -
1 stop3h 24m
Tue 9/11:51 pm -
1 stop5h 53m
Deal found 8/28![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/46:23 pm -
Nonstop1h 56m
Mon 9/79:30 pm -
Nonstop1h 52m
Deal found 8/26![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/411:18 am -
Nonstop1h 57m
Tue 9/89:30 pm -
Nonstop1h 50m
Deal found 8/26![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 8/26. 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 9/511:41 am -
1 stop3h 49m
Mon 9/76:00 am -
1 stop5h 01m
Deal found 8/26![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Tue 9/86:24 pm -
Nonstop1h 54m
Tue 9/159:30 pm -
Nonstop1h 50m
Deal found 8/24![United Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Tue 9/86:24 pm -
Nonstop1h 54m
Sat 9/1212:40 pm -
Nonstop1h 49m
Deal found 8/24![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 8/24. 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 9/98:10 am -
1 stop5h 10m
Sat 9/124:48 pm -
1 stop5h 47m
Deal found 8/24![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 8/25. 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 9/98:10 am -
1 stop5h 10m
Sun 9/137:13 pm -
1 stop3h 22m
Deal found 8/25![Delta logo]()
$413
This Delta deal was found by Cheapflights users on 8/25. 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 9/105:15 am -
1 stop3h 33m
Sat 9/124:48 pm -
1 stop5h 47m
Deal found 8/25![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 8/28. 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 9/1811:43 am -
1 stop6h 36m
Tue 9/227:13 pm -
1 stop3h 22m
Deal found 8/28![Delta logo]()
$322
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 August 29, 2026.
Search for one-way flight options from Duluth to Chicago. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
This Delta deal was found by Cheapflights users on 8/28. 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 stop6h 26m
Deal found 8/28![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 8/28. 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 9/115:15 am -
1 stop3h 15m
Deal found 8/28![Delta logo]()
$178
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/186:24 pm -
Nonstop1h 54m
Deal found 8/24![United Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 8/25. 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 9/194:11 pm -
1 stop5h 27m
Deal found 8/25![Delta logo]()
$253
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/173:10 pm -
Nonstop1h 55m
Deal found 8/26![United Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 8/26. 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 10/175:14 am -
1 stop3h 30m
Deal found 8/26![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 8/26. 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 10/175:14 am -
1 stop3h 39m
Deal found 8/26![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 8/24. 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 9/184:11 pm -
1 stop5h 22m
Deal found 8/24![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/243:10 pm -
Nonstop1h 55m
Deal found 8/25![United Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 8/25. 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 9/115:15 am -
1 stop3h 33m
Deal found 8/25![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 8/27. 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 9/65:15 am -
1 stop3h 24m
Deal found 8/27![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/25. 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 9/198:10 am -
2 stops10h 12m
Deal found 8/25![Delta logo]()
$430
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 August 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (United Airlines) |
One-way from | $173 (Delta) |
Popular in | February |
Cheapest in | April |
Average price | $476 |
Good round-trip deal | $418 or less |
Good one-way deal | $364 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 August 29, 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 - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Sat 11/21
3:06 pm-5:05 pm
Nonstop1h 59m
Chicago O'Hare Intl
Mon 11/23
8:42 am-10:41 am
Nonstop1h 59m
$249
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Sat 10/10
12:35 pm-4:47 pm
1 stop4h 12m
Chicago Midway
Tue 10/13
12:27 pm-7:12 pm
1 stop6h 45m
$268
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Sat 10/17
6:00 am-7:54 am
Nonstop1h 54m
Chicago O'Hare Intl
Mon 10/19
9:30 pm-11:22 pm
Nonstop1h 52m
$269
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 10/1
11:43 am-8:30 pm
2 stops8h 47m
Chicago O'Hare Intl
Mon 10/5
6:10 am-11:03 am
1 stop4h 53m
$274
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Wed 10/28
5:14 am-11:47 am
1 stop6h 33m
Chicago Midway
Sat 10/31
10:01 am-3:41 pm
1 stop5h 40m
$288
Quickest round-trip
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Fri 9/11
6:24 pm-8:18 pm
Nonstop1h 54m
Chicago O'Hare Intl
Tue 9/15
3:59 pm-5:48 pm
Nonstop1h 49m
$299
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Wed 9/9
5:15 am-8:30 am
1 stop3h 15m
Chicago O'Hare Intl
Sat 9/12
2:00 pm-10:35 pm
2 stops8h 35m
$304
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 9/10
5:15 am-8:30 am
1 stop3h 15m
Chicago O'Hare Intl
Sat 9/12
2:00 pm-10:35 pm
2 stops8h 35m
$304
DuluthChicago
DLH Duluth Intl - MDW Chicago Midway
DLHMDW
Duluth Intl
Fri 9/18
11:43 am-6:19 pm
1 stop6h 36m
Chicago Midway
Tue 9/22
7:13 pm-10:35 pm
1 stop3h 22m
$322
DuluthChicago
DLH Duluth Intl - ORD Chicago O'Hare Intl
DLHORD
Duluth Intl
Thu 11/19
11:16 am-1:15 pm
Nonstop1h 59m
Chicago O'Hare Intl
Mon 11/23
8:42 am-10:41 am
Nonstop1h 59m
$339
Showing 1-10 of 34 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 August.
| 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-MDW
DLH-ORD
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-MDW
DLH-ORD
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 August 29, 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 37% 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 August 29, 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).
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 August 29, 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.
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Boarding
7.7
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
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
Lansing
Merrillville
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 August 29, 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 August 29, 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 August 29, 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 August 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$330 | FlexibilityNo cancel fee | On-time69% |