$121+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DAL
Dec 2 — Dec 91
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 January or February, 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 November 2, 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 November 2, 2026.
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:45 pm -
Nonstop2h 30m
Sat 12/55:35 pm -
Nonstop2h 15m
Deal found 10/28![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 10/29. 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 12/13:45 pm -
1 stop5h 15m
Wed 12/28:25 pm -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 11/1. 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 12/93:45 pm -
1 stop4h 15m
Wed 12/168:35 am -
1 stop3h 50m
Deal found 11/1![Southwest logo]()
$210
This Delta deal was found by Cheapflights users on 11/2. 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 12/21:02 pm -
1 stop5h 07m
Wed 12/96:12 am -
1 stop5h 52m
Deal found 11/2![Delta logo]()
$219
This Delta deal was found by Cheapflights users on 10/29. 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 12/156:49 am -
1 stop7h 28m
Wed 12/166:54 pm -
1 stop5h 02m
Deal found 10/29![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 10/29. 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 12/56:20 pm -
Nonstop2h 30m
Mon 12/78:25 pm -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:40 am -
2 stops6h 15m
Wed 12/96:30 pm -
1 stop4h 40m
Deal found 10/28![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 10/29. 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 12/108:45 pm -
Nonstop2h 30m
Sat 1/97:00 am -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 10/29. 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 12/58:00 am -
1 stop6h 17m
Mon 12/73:54 pm -
1 stop4h 59m
Deal found 10/29![Delta logo]()
$240
This Delta deal was found by Cheapflights users on 10/30. 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 12/168:04 am -
1 stop6h 13m
Tue 1/510:28 am -
1 stop5h 29m
Deal found 10/30![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 11/2. 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 12/128:00 am -
1 stop6h 17m
Mon 12/146:54 pm -
1 stop5h 02m
Deal found 11/2![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 10/29. 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 12/175:30 am -
1 stop5h 58m
Thu 12/173:54 pm -
1 stop8h 02m
Deal found 10/29![Delta logo]()
$261
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 November 2, 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 November 2, 2026.
This Southwest deal was found by Cheapflights users on 10/29. 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 1/57:05 am -
Nonstop2h 30m
Wed 1/137:10 am -
1 stop5h 30m
Deal found 10/29![Southwest logo]()
$235
This Delta deal was found by Cheapflights users on 10/29. 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 2/207:00 am -
2 stops10h 50m
Sat 2/2712:01 pm -
1 stop6h 31m
Deal found 10/29![Delta logo]()
$250
This Southwest deal was found by Cheapflights users on 10/31. 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 12/127:40 am -
2 stops6h 15m
Mon 12/148:25 pm -
Nonstop2h 15m
Deal found 10/31![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 11/1. 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 12/43:59 pm -
1 stop6h 44m
Tue 12/86:54 pm -
1 stop5h 02m
Deal found 11/1![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 10/31. 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 12/128:00 am -
1 stop6h 17m
Mon 12/146:54 pm -
1 stop5h 02m
Deal found 10/31![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 11/1. 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 1/137:00 am -
Nonstop2h 30m
Thu 1/1411:55 am -
1 stop4h 30m
Deal found 11/1![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 10/29. 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 12/175:30 am -
1 stop5h 58m
Thu 12/173:54 pm -
1 stop8h 02m
Deal found 10/29![Delta logo]()
$261
This Southwest deal was found by Cheapflights users on 10/30. 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 12/318:45 pm -
Nonstop2h 30m
Mon 1/410:55 pm -
Nonstop2h 15m
Deal found 10/30![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 10/29. 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 1/79:50 am -
1 stop8h 16m
Sat 1/92:58 pm -
1 stop7h 22m
Deal found 10/29![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 10/29. 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 11/235:20 am -
Nonstop2h 25m
Thu 11/269:55 am -
2 stops6h 25m
Deal found 10/29![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 10/30. 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 12/43:45 pm -
1 stop4h 15m
Mon 12/78:25 pm -
Nonstop2h 15m
Deal found 10/30![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 11/1. 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 12/175:30 am -
1 stop5h 58m
Tue 12/226:55 pm -
1 stop5h 07m
Deal found 11/1![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 10/29. 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 11/263:40 pm -
Nonstop2h 25m
Tue 12/15:40 pm -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 11/1. 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 12/186:49 am -
1 stop8h 18m
Tue 12/223:59 pm -
1 stop5h 55m
Deal found 11/1![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:40 am -
2 stops6h 15m
Sun 12/137:45 am -
1 stop3h 55m
Deal found 10/28![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 11/1. 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 12/186:49 am -
1 stop8h 18m
Wed 12/236:55 pm -
1 stop5h 07m
Deal found 11/1![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 11/1. 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 11/259:05 pm -
Nonstop2h 25m
Wed 12/25:40 pm -
Nonstop2h 15m
Deal found 11/1![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 11/1. 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 11/225:30 am -
1 stop5h 56m
Tue 12/13:54 pm -
1 stop8h 02m
Deal found 11/1![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 11/2. 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 12/185:25 pm -
1 stop4h 15m
Fri 1/112:55 pm -
1 stop4h 15m
Deal found 11/2![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 11/1. 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 12/122:41 pm -
2 stops8h 02m
Wed 12/303:59 pm -
1 stop8h 03m
Deal found 11/1![Delta logo]()
$320
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:50 pm -
1 stop4h 20m
Sat 11/217:05 pm -
1 stop5h 25m
Deal found 10/28![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 10/28. 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 12/49:59 am -
1 stop5h 08m
Mon 12/73:54 pm -
1 stop4h 59m
Deal found 10/28![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:35 pm -
Nonstop2h 15m
Sun 11/2210:55 pm -
Nonstop2h 15m
Deal found 10/28![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 11/1. 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 11/178:04 am -
1 stop6h 12m
Tue 12/13:54 pm -
1 stop8h 02m
Deal found 11/1![Delta logo]()
$344
Last-minute flights from Chicago to Love FieldDiscover last-minute flight deals from Chicago to Love Field. Data last updated November 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Love Field. Data last updated November 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/28. 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 11/182:44 pm -
2 stops7h 56m
Thu 11/263:52 pm -
1 stop7h 28m
Deal found 10/28![Delta logo]()
$266
This Delta deal was found by Cheapflights users on 10/29. 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 11/225:30 am -
1 stop5h 56m
Wed 12/23:54 pm -
1 stop4h 59m
Deal found 10/29![Delta logo]()
$286
This Delta deal was found by Cheapflights users on 10/28. 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 11/225:30 am -
1 stop5h 56m
Thu 11/263:52 pm -
1 stop7h 28m
Deal found 10/28![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 10/29. 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 12/13:45 pm -
1 stop5h 15m
Wed 12/28:25 pm -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:45 pm -
1 stop4h 15m
Sat 12/55:35 pm -
Nonstop2h 15m
Deal found 10/28![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
Nonstop2h 35m
Tue 12/88:25 pm -
Nonstop2h 15m
Deal found 10/28![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 10/29. 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 12/56:20 pm -
Nonstop2h 30m
Mon 12/78:25 pm -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:40 am -
2 stops6h 15m
Wed 12/96:30 pm -
1 stop4h 40m
Deal found 10/28![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:20 pm -
Nonstop2h 30m
Thu 12/1012:55 pm -
1 stop4h 15m
Deal found 10/28![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 11/1. 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 12/93:45 pm -
1 stop4h 15m
Wed 12/168:35 am -
1 stop3h 50m
Deal found 11/1![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 10/29. 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 12/108:45 pm -
Nonstop2h 30m
Sat 1/97:00 am -
Nonstop2h 15m
Deal found 10/29![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 11/2. 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 12/126:20 pm -
Nonstop2h 30m
Mon 12/148:35 am -
Nonstop2h 15m
Deal found 11/2![Southwest logo]()
$238
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 November 2, 2026.
Search for one-way flight options from Chicago to Love Field. Find affordable one-way fares based on user searches. Data last updated November 2, 2026.
This Southwest deal was found by Cheapflights users on 10/29. 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 12/78:45 pm -
Nonstop2h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$121
This Southwest deal was found by Cheapflights users on 10/31. 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 1/263:35 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:15 am -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Southwest logo]()
$126
This Southwest deal was found by Cheapflights users on 10/29. 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 11/267:35 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$131
This Delta deal was found by Cheapflights users on 10/28. 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.
Mon 12/146:49 am -
1 stop8h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$131
This Southwest deal was found by Cheapflights users on 10/29. 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 11/236:25 pm -
Nonstop2h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 10/29. 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 12/98:45 pm -
Nonstop2h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$140
This Delta deal was found by Cheapflights users on 11/1. 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 12/13:59 pm -
1 stop6h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Delta logo]()
$140
This Southwest deal was found by Cheapflights users on 10/29. 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 11/208:20 pm -
Nonstop2h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$141
This Southwest deal was found by Cheapflights users on 10/30. 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 11/214:20 pm -
1 stop4h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 10/31. 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 12/81:41 pm -
2 stops9h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Delta logo]()
$145
This Southwest deal was found by Cheapflights users on 10/29. 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 12/289:05 pm -
Nonstop2h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$147
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 November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $199 (Southwest) |
One-way from | $121 (Southwest) |
Popular in | October |
Cheapest in | January |
Average price | $390 |
Good round-trip deal | $348 or less |
Good one-way deal | $236 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 November 2, 2026.
Use the filters below to find and compare flights from Chicago to Dallas Love Field Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 12/31
8:45 pm-11:15 pm
Nonstop2h 30m
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
$144
Quickest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 11/21
7:35 pm-9:50 pm
Nonstop2h 15m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Fri 11/27
12:00 pm-4:35 pm
1 stop4h 35m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Fri 12/18
6:49 am-3:07 pm
1 stop8h 18m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Sun 11/22
5:30 am-11:26 am
1 stop5h 56m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$177
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Mon 1/11
10:05 am-4:10 pm
1 stop6h 05m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sun 12/20
9:05 pm-11:30 pm
Nonstop2h 25m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$196
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Sun 1/31
9:50 am-3:14 pm
1 stop5h 24m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
ChicagoDallas
ORD Chicago O'Hare Intl - DAL Dallas Love Field
ORDDAL
Chicago O'Hare Intl
Mon 11/23
5:30 am-11:26 am
1 stop5h 56m
Dallas Love Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
Showing 1-10 of 42 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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 October is currently the most expensive (average of $594). 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 November 2, 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 6% 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 $335 and $433 in December.The cheapest round-trip price found within the last 5 days was $199 on Southwest (Dec 5-Dec 9).
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 63 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 October 31, 2026.
Travelers seeking maximum savings on their Chicago to Dallas Love Field Airport flight should consider departing on Saturday 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 November 2, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
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 November 2, 2026.
Chicago and Love Field flights
Browse other Chicago and Love Field flight options. Last updated on November 2, 2026.
Other flights from Chicago
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Popular flight searches
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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 November 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$183 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$367 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$424 | Average$561 | FlexibilityNo cancel fee | On-time69% |