$117+ Cheap flights from Chicago (CHI) to Love Field (DAL)
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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DAL
Oct 19 — Oct 261
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Love Field 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Dallas Love Field are usually found in March or January, booked 64 days in advance, depart on a Thursday or Friday and return on a Saturday
Cheap flight deals from Chicago to Love Field
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Cheapest flights from Chicago to Love FieldExplore the most affordable flight options available from Chicago to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2026.
Explore the most affordable flight options available from Chicago to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:40 am -
Nonstop2h 15m
Wed 10/218:05 pm -
Nonstop2h 15m
Deal found 9/16![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:20 pm -
1 stop3h 55m
Sat 10/2410:50 am -
Nonstop2h 15m
Deal found 9/17![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm -
1 stop4h 00m
Sat 10/311:10 pm -
Nonstop2h 15m
Deal found 9/16![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:30 pm -
1 stop4h 00m
Tue 11/31:20 pm -
1 stop3h 50m
Deal found 9/15![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:20 am -
1 stop3h 30m
Tue 11/31:20 pm -
1 stop3h 50m
Deal found 9/16![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:30 pm -
1 stop4h 00m
Wed 10/142:50 pm -
1 stop4h 40m
Deal found 9/15![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:40 am -
1 stop5h 40m
Wed 10/281:20 pm -
1 stop3h 50m
Deal found 9/17![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:35 am -
Nonstop2h 15m
Mon 10/266:00 am -
Nonstop2h 10m
Deal found 9/16![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 10/68:05 am -
1 stop6h 06m
Sat 10/106:50 pm -
1 stop5h 07m
Deal found 9/15![Delta logo]()
$253
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 11/46:30 am -
1 stop7h 41m
Tue 11/106:06 am -
2 stops10h 35m
Deal found 9/15![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 9/15. 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 10/106:30 am -
1 stop7h 41m
Mon 10/126:50 pm -
1 stop5h 07m
Deal found 9/15![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 9/17. 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 10/316:30 am -
1 stop7h 41m
Mon 11/26:50 pm -
1 stop5h 07m
Deal found 9/17![Delta logo]()
$290
Best flights from Chicago to Love FieldDiscover carefully curated flight deals from Chicago to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
Discover carefully curated flight deals from Chicago to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 19, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:30 pm -
1 stop4h 00m
Wed 10/149:35 pm -
Nonstop2h 15m
Deal found 9/15![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 9/15. 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 10/106:30 am -
1 stop7h 41m
Mon 10/126:50 pm -
1 stop5h 07m
Deal found 9/15![Delta logo]()
$270
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:20 pm -
Nonstop2h 10m
Tue 10/2010:55 am -
1 stop5h 00m
Deal found 9/14![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
Nonstop2h 35m
Mon 12/148:35 am -
1 stop3h 50m
Deal found 9/14![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 9/18. 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.
Tue 10/273:40 pm -
1 stop6h 59m
Mon 11/23:59 pm -
1 stop7h 58m
Deal found 9/18![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:00 pm -
Nonstop2h 15m
Tue 11/31:20 pm -
1 stop3h 50m
Deal found 9/14![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 9/16. 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 12/46:00 am -
1 stop5h 28m
Mon 12/216:05 am -
2 stops11h 35m
Deal found 9/16![Delta logo]()
$340
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:20 pm -
Nonstop2h 10m
Sat 10/1711:35 am -
1 stop3h 45m
Deal found 9/18![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:35 am -
Nonstop2h 25m
Thu 11/196:50 pm -
1 stop3h 55m
Deal found 9/18![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/19. 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 10/103:15 pm -
1 stop6h 43m
Fri 10/236:50 pm -
1 stop5h 07m
Deal found 9/19![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/610:15 am -
1 stop4h 15m
Mon 11/96:50 pm -
Nonstop2h 10m
Deal found 9/15![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 9/16. 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 1/77:10 am -
1 stop6h 20m
Sun 1/106:00 am -
1 stop7h 20m
Deal found 9/16![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:35 pm -
Nonstop2h 15m
Wed 11/254:45 pm -
Nonstop2h 10m
Deal found 9/18![Southwest logo]()
$334
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/175:30 am -
1 stop8h 00m
Thu 2/1812:01 pm -
1 stop6h 31m
Deal found 9/17![Delta logo]()
$408
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:20 pm -
Nonstop2h 30m
Sun 11/151:30 pm -
Nonstop2h 15m
Deal found 9/15![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 9/15. 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 12/185:30 am -
1 stop5h 58m
Mon 12/216:55 pm -
1 stop5h 04m
Deal found 9/15![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 12/178:04 am -
1 stop7h 03m
Sun 12/206:55 pm -
1 stop5h 04m
Deal found 9/15![Delta logo]()
$448
This KAYAK deal was found by Cheapflights users on 9/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:30 am -
1 stop5h 58m
Fri 12/1110:23 am -
1 stop6h 39m
Deal found 9/17![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 9/19. 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.
Tue 10/136:30 am -
1 stop16h 09m
Wed 10/146:50 pm -
1 stop5h 07m
Deal found 9/19![Delta logo]()
$470
Last-minute flights from Chicago to Love FieldDiscover last-minute flight deals from Chicago to Love Field. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Love Field. Data last updated September 19, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:30 pm -
1 stop4h 00m
Wed 10/142:50 pm -
1 stop4h 40m
Deal found 9/15![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 10/68:05 am -
1 stop6h 06m
Wed 10/146:12 am -
1 stop6h 01m
Deal found 9/15![Delta logo]()
$253
This Delta deal was found by Cheapflights users on 9/15. 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 10/106:30 am -
1 stop7h 41m
Mon 10/126:50 pm -
1 stop5h 07m
Deal found 9/15![Delta logo]()
$270
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:40 am -
Nonstop2h 15m
Wed 10/218:05 pm -
Nonstop2h 15m
Deal found 9/16![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:20 pm -
1 stop3h 55m
Sat 10/2410:50 am -
Nonstop2h 15m
Deal found 9/17![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:30 pm -
1 stop4h 00m
Tue 11/31:20 pm -
1 stop3h 50m
Deal found 9/15![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:35 am -
Nonstop2h 15m
Mon 10/266:00 am -
Nonstop2h 10m
Deal found 9/16![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 9/17. 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 10/2410:35 am -
1 stop7h 30m
Tue 10/2712:10 pm -
1 stop7h 01m
Deal found 9/17![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm -
1 stop4h 00m
Sat 10/311:10 pm -
Nonstop2h 15m
Deal found 9/16![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:40 am -
1 stop5h 40m
Wed 10/281:20 pm -
1 stop3h 50m
Deal found 9/17![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:20 am -
1 stop3h 30m
Tue 11/31:20 pm -
1 stop3h 50m
Deal found 9/16![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 9/17. 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 10/316:30 am -
1 stop7h 41m
Mon 11/26:50 pm -
1 stop5h 07m
Deal found 9/17![Delta logo]()
$290
One-way flights from Chicago to Love FieldSearch for one-way flight options from Chicago to Love Field. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
Search for one-way flight options from Chicago to Love Field. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:40 am -
Nonstop2h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:20 pm -
1 stop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$122
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm -
1 stop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$123
This Delta deal was found by Cheapflights users on 9/16. 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 12/166:00 am -
1 stop8h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$127
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 12/158:04 am -
1 stop6h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$127
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:40 am -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$128
This Delta deal was found by Cheapflights users on 9/16. 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 11/1410:34 am -
2 stops12h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$132
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:15 am -
Nonstop2h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:50 pm -
Nonstop2h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:20 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:15 am -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$140
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 12/146:49 am -
1 stop8h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$145
Find flight deals from Chicago to Love Field
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Love Field (DAL). 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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (Southwest) |
One-way from | $117 (Southwest) |
Popular in | September |
Cheapest in | March |
Average price | $441 |
Good round-trip deal | $348 or less |
Good one-way deal | $213 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Love Field 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 September 19, 2026.
Use the filters below to find and compare flights from Chicago to Dallas Love Field Airport that are best for you.
Fly from
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Route
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Cheapest round-trip
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ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Wed 10/14
9:20 pm-11:30 pm
Nonstop2h 10m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 10/10
2:20 pm-6:15 pm
1 stop3h 55m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Wed 12/16
6:49 am-2:17 pm
1 stop7h 28m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Tue 12/15
8:04 am-2:17 pm
1 stop6h 13m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 10/22
5:15 am-7:30 am
Nonstop2h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Mon 10/19
5:15 am-7:30 am
Nonstop2h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 12/17
10:15 am-2:30 pm
1 stop4h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 11/10
3:45 pm-8:00 pm
1 stop4h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Mon 12/14
6:49 am-3:07 pm
1 stop8h 18m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Tue 11/17
10:32 am-6:06 pm
1 stop7h 34m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Chicago to Love Field
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 Chicago to Love Field in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Dallas Love Field Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Dallas Love Field Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Dallas Love Field Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Dallas Love Field Airport 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 Chicago-Dallas Love Field Airport 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 Chicago to Love Field
Have a flexible travel schedule? Discover the best time to fly to Love Field from Chicago with our price prediction graph.
CHI-DAL
MDW-DAL
ORD-DAL
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 Chicago to Dallas Love Field Airport
CHI-DAL
MDW-DAL
ORD-DAL
What is the cheapest month to book a flight from Chicago to Dallas Love Field Airport?
Currently, January is the cheapest month in which you can book a flight from Chicago to Dallas Love Field Airport (average of $287). Flying from Chicago to Dallas Love Field Airport in August is currently the most expensive (average of $446). 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 CHI to DAL?
Find hourly flight availability from Chicago to Love Field. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2026.
When flying from Chicago to Dallas Love Field Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the afternoon.
How much does it cost to fly round-trip from Chicago to Dallas Love Field Airport?
Airfare is below average for this route at the moment.
Chicago to Dallas Love Field Airport flights typically cost between $262 and $410 in October.The cheapest round-trip price found within the last 5 days was $233 on Southwest (Oct 27-Oct 31).
How far ahead should I book a flight from Chicago to Dallas Love Field Airport?
The price you pay for your flight from Chicago to Dallas Love Field Airport may vary depending on when you book. For the best chance of a lower fare, look to book 89 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Dallas Love Field Airport?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Love Field. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Chicago to Dallas Love Field Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Love Field
Get insights into the airlines that provide service to Love Field. 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 Love Field. Reviews last updated September 19, 2026.
Get a feel of what it's like to fly with Southwest,American Airlines, andFrontier from Chicago to Dallas Love Field Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Love Field. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Love Field
Explore flights to Love Field departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 19, 2026.
Chicago and Love Field flights
Browse other Chicago and Love Field flight options. Last updated on September 19, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 19, 2026.
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Top 4 airlines flying from Chicago to Love Field
Discover the top 4 airlines that operate flights from Chicago to Love Field. 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 September 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$183 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$381 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$199 | Average$353 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$278 | Average$421 | FlexibilityNo cancel fee | On-time71% |