$159+ Cheap flights from Chicago (CHI) to Hartford (BDL)
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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Hartford 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 Hartford Bradley Intl are usually found in January or September, booked 69 days in advance, depart on a Saturday or Thursday and return on a Saturday
Cheap flight deals from Chicago to Hartford
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Cheapest flights from Chicago to HartfordExplore the most affordable flight options available from Chicago to Hartford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Chicago to Hartford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:42 pm -
1 stop8h 17m
Mon 11/23:15 pm -
1 stop26h 48m
Deal found 9/19![Multiple Airlines logo]()
$277
This KAYAK deal was found by Cheapflights users on 9/21. 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 10/212:55 pm -
1 stop8h 03m
Sat 10/246:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$280
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:59 pm -
1 stop8h 00m
Mon 11/2312:26 pm -
1 stop13h 16m
Deal found 9/19![Multiple Airlines logo]()
$284
This CheapOair deal was found by Cheapflights users on 9/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:58 pm -
1 stop18h 23m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![Multiple Airlines logo]()
$289
This KAYAK deal was found by Cheapflights users on 9/20. 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.
Fri 10/162:55 pm -
1 stop8h 03m
Wed 10/216:25 am -
1 stop5h 59m
Deal found 9/20![JetBlue logo]()
$292
This KAYAK deal was found by Cheapflights users on 9/22. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Mon 10/196:25 am -
1 stop5h 59m
Deal found 9/22![JetBlue logo]()
$293
This Frontier deal was found by Cheapflights users on 9/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:43 pm -
1 stop13h 14m
Sun 12/612:56 pm -
1 stop8h 46m
Deal found 9/22![Frontier logo]()
$293
This JetBlue deal was found by Cheapflights users on 9/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:55 pm -
1 stop8h 03m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$295
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:35 pm -
Nonstop2h 18m
Mon 11/236:19 pm -
Nonstop3h 01m
Deal found 9/19![American Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/23. 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 11/196:20 pm -
Nonstop2h 05m
Mon 11/237:25 am -
Nonstop2h 30m
Deal found 9/23![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/202:30 pm -
Nonstop2h 23m
Tue 10/2710:37 am -
1 stop7h 23m
Deal found 9/23![United Airlines logo]()
$303
This KAYAK deal was found by Cheapflights users on 9/22. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/22![JetBlue logo]()
$305
Best flights from Chicago to HartfordDiscover carefully curated flight deals from Chicago to Hartford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Chicago to Hartford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 12/21:20 pm -
Nonstop2h 05m
Sat 12/53:50 pm -
Nonstop2h 30m
Deal found 9/20![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/157:30 am -
Nonstop2h 19m
Mon 10/196:00 am -
1 stop6h 46m
Deal found 9/23![United Airlines logo]()
$307
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 11/175:13 pm -
1 stop6h 02m
Mon 11/2311:39 am -
1 stop5h 39m
Deal found 9/19![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/23. 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 11/198:50 am -
1 stop4h 30m
Mon 11/236:40 pm -
Nonstop2h 25m
Deal found 9/23![Southwest logo]()
$307
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:30 pm -
Nonstop2h 23m
Mon 10/196:05 am -
Nonstop2h 45m
Deal found 9/19![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 9/23. 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 11/58:00 am -
Nonstop2h 10m
Mon 11/92:30 pm -
2 stops9h 15m
Deal found 9/23![Southwest logo]()
$312
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 11/176:44 pm -
1 stop3h 57m
Tue 11/245:30 am -
1 stop5h 16m
Deal found 9/19![Delta logo]()
$374
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:15 pm -
1 stop6h 45m
Thu 12/1012:30 pm -
2 stops8h 55m
Deal found 9/19![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 9/23. 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 11/166:44 pm -
1 stop3h 57m
Wed 11/255:30 am -
1 stop5h 16m
Deal found 9/23![Delta logo]()
$374
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:45 pm -
Nonstop2h 10m
Mon 10/197:05 pm -
1 stop6h 20m
Deal found 9/19![Southwest logo]()
$323
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:25 am -
Nonstop2h 18m
Mon 11/239:37 am -
Nonstop2h 52m
Deal found 9/19![United Airlines logo]()
$397
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 11/216:44 pm -
1 stop3h 57m
Mon 11/235:30 am -
1 stop5h 16m
Deal found 9/19![Delta logo]()
$374
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:25 am -
Nonstop2h 18m
Sat 10/319:38 am -
Nonstop2h 52m
Deal found 9/19![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 9/23. 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 11/176:00 am -
1 stop4h 50m
Sat 11/212:30 pm -
2 stops6h 55m
Deal found 9/23![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/207:30 am -
Nonstop2h 19m
Wed 10/216:05 am -
Nonstop2h 45m
Deal found 9/23![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 9/20. 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 12/238:50 am -
1 stop5h 50m
Wed 12/3012:15 pm -
Nonstop2h 30m
Deal found 9/20![Southwest logo]()
$339
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.
Fri 11/205:05 pm -
1 stop5h 36m
Tue 11/245:11 pm -
1 stop4h 06m
Deal found 9/19![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:25 am -
Nonstop2h 18m
Mon 11/165:02 pm -
Nonstop2h 48m
Deal found 9/23![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:05 pm -
1 stop5h 36m
Sun 11/2212:57 pm -
1 stop4h 21m
Deal found 9/22![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:30 am -
Nonstop2h 19m
Mon 10/126:05 am -
Nonstop2h 45m
Deal found 9/21![United Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:36 pm -
Nonstop2h 18m
Fri 11/279:37 am -
Nonstop2h 52m
Deal found 9/22![United Airlines logo]()
$484
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:07 pm -
1 stop4h 52m
Sun 11/86:00 am -
2 stops6h 29m
Deal found 9/19![United Airlines logo]()
$501
Last-minute flights from Chicago to HartfordDiscover last-minute flight deals from Chicago to Hartford. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Hartford. Data last updated September 24, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 9/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:55 pm -
1 stop8h 03m
Thu 10/153:16 pm -
1 stop28h 46m
Deal found 9/22![Multiple Airlines logo]()
$306
This CheapOair deal was found by Cheapflights users on 9/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:58 pm -
1 stop18h 23m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![Multiple Airlines logo]()
$289
This KAYAK deal was found by Cheapflights users on 9/22. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Mon 10/196:25 am -
1 stop5h 59m
Deal found 9/22![JetBlue logo]()
$293
This KAYAK deal was found by Cheapflights users on 9/22. 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.
Thu 10/152:55 pm -
1 stop8h 03m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/22![JetBlue logo]()
$305
This KAYAK deal was found by Cheapflights users on 9/20. 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.
Fri 10/162:55 pm -
1 stop8h 03m
Wed 10/216:25 am -
1 stop5h 59m
Deal found 9/20![JetBlue logo]()
$292
This JetBlue deal was found by Cheapflights users on 9/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:55 pm -
1 stop8h 03m
Sat 10/176:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$295
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/202:30 pm -
Nonstop2h 23m
Tue 10/2710:37 am -
1 stop7h 23m
Deal found 9/23![United Airlines logo]()
$303
This KAYAK deal was found by Cheapflights users on 9/21. 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 10/212:55 pm -
1 stop8h 03m
Sat 10/246:25 am -
1 stop5h 59m
Deal found 9/21![JetBlue logo]()
$280
This Southwest deal was found by Cheapflights users on 9/20. 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 10/248:00 am -
Nonstop2h 10m
Sat 10/311:35 pm -
Nonstop2h 20m
Deal found 9/20![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/21. 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 10/246:45 am -
1 stop7h 40m
Mon 10/267:25 pm -
Nonstop2h 20m
Deal found 9/21![Southwest logo]()
$307
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:42 pm -
1 stop8h 17m
Mon 11/23:15 pm -
1 stop26h 48m
Deal found 9/19![Multiple Airlines logo]()
$277
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 pm -
Nonstop2h 25m
Mon 11/212:22 pm -
Nonstop2h 48m
Deal found 9/19![American Airlines logo]()
$297
One-way flights from Chicago to HartfordSearch for one-way flight options from Chicago to Hartford. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Chicago to Hartford. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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 10/195:29 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 9/22. 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 10/196:44 pm -
1 stop3h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$159
This KAYAK deal was found by Cheapflights users on 9/21. 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.
Mon 10/53:00 pm -
1 stop7h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$160
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:50 pm -
2 stops26h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$164
This Southwest deal was found by Cheapflights users on 9/21. 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 10/209:40 am -
2 stops7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:25 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$165
This Southwest deal was found by Cheapflights users on 9/23. 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 10/3012:45 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$165
This JetBlue deal was found by Cheapflights users on 9/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:00 pm -
1 stop7h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![JetBlue logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:32 pm -
2 stops20h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$170
This Southwest deal was found by Cheapflights users on 9/21. 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 11/96:25 pm -
2 stops12h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
2 stops26h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$173
This American Airlines deal was found by Cheapflights users on 9/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:50 pm -
1 stop6h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$175
Find flight deals from Chicago to Hartford
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hartford (BDL). 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 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (CheapOair) |
One-way from | $159 (Delta) |
Popular in | April |
Cheapest in | January |
Average price | $355 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Hartford 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 24, 2026.
Use the filters below to find and compare flights from Chicago to Hartford that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Sat 10/17
7:00 am-12:02 pm
1 stop4h 02m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 10/20
3:25 pm-10:25 pm
1 stop6h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
ORD Chicago O'Hare Intl - BDL Hartford Bradley Intl
ORDBDL
Chicago O'Hare Intl
Wed 12/16
6:49 am-4:04 pm
1 stop8h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Wed 10/28
5:30 am-12:15 pm
1 stop5h 45m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Wed 12/16
6:41 pm-11:47 pm
1 stop4h 06m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Mon 11/9
6:10 pm-11:50 pm
1 stop4h 40m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Mon 12/21
6:15 pm-11:19 pm
1 stop4h 04m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Thu 10/22
6:44 pm-11:32 pm
1 stop3h 48m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Mon 11/23
6:00 am-12:23 pm
1 stop5h 23m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Mon 10/19
6:44 pm-11:32 pm
1 stop3h 48m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Chicago to Hartford
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 Hartford in September.
| 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 Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Hartford flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Hartford flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Hartford flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Hartford 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-Hartford 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 Hartford
Have a flexible travel schedule? Discover the best time to fly to Hartford from Chicago with our price prediction graph.
CHI-BDL
ORD-BDL
MDW-BDL
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 Hartford
CHI-BDL
ORD-BDL
MDW-BDL
What is the cheapest month to book a flight from Chicago to Hartford?
Currently, December is the cheapest month in which you can book a flight from Chicago to Hartford (average of $352). Flying from Chicago to Hartford in July is currently the most expensive (average of $521). 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 BDL?
Find hourly flight availability from Chicago to Hartford. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 24, 2026.
It’s optimal to fly from Chicago to Hartford in the morning. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Chicago to Hartford
Explore weekly flight availability from Chicago to Hartford. 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 September 24, 2026.
The most flights from CHI to BDL are scheduled on a Wednesday (23 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Chicago to Hartford?
Airfare is typical for this route at the moment.
Chicago to Hartford flights typically cost between $252 and $496 in October.The cheapest round-trip price found within the last 5 days was $277 on Multiple Airlines (Oct 29-Nov 2).
How far ahead should I book a flight from Chicago to Hartford?
The best time to book flights from Chicago to Hartford is 69 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Chicago to Hartford?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Hartford. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Chicago to Hartford flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Hartford
Get insights into the airlines that provide service to Hartford. 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 Hartford. Reviews last updated September 24, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Hartford to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Hartford. 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 Hartford?
Book flights to Hartford if you plan to visit one of these locationsWest Springfield
Southington
Uncasville
Enfield
New Britain
Windsor Locks
Newington
East Hartford
Windsor
Farmington
Westfield
Meriden
Rocky Hill
Northampton
Glastonbury
West Hartford
Lee
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Chicago and Hartford flights
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Top 3 airlines flying from Chicago to Hartford
Discover the top 3 airlines that operate flights from Chicago to Hartford. 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 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$226 | Average$479 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$436 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$403 | FlexibilityNo cancel fee | On-time63% |