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$66+ Cheap flights from Chicago (CHI) to Hartford (BDL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Hartford Bradley Intl are usually found in August or September, booked 64 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap flight deals from Chicago to Hartford

Cheapest flights from Chicago to Hartford
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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:15 amMDW - BDL
1 stop8h 14mFrontier
Wed 12/3110:03 amBDL - MDW
2 stops13h 09mFrontier
Deal found 12/25$668
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:14 pmORD - BDL
1 stop8h 45mMultiple Airlines
Fri 1/26:00 amBDL - ORD
2 stops19h 12mMultiple Airlines
Deal found 12/26$679
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amORD - BDL
2 stops15h 17mMultiple Airlines
Thu 1/18:12 pmBDL - ORD
1 stop13h 40mMultiple Airlines
Deal found 12/27$693
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:10 amORD - BDL
1 stop16h 24mMultiple Airlines
Sat 1/38:05 amBDL - ORD
2 stops27h 15mMultiple Airlines
Deal found 12/27$695
This United Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:45 amORD - BDL
2 stops12h 13mUnited Airlines
Sat 1/109:55 amBDL - ORD
Nonstop2h 51mUnited Airlines
Deal found 12/26$699
This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:45 amORD - BDL
2 stops12h 13mUnited Airlines
Thu 1/16:00 amBDL - ORD
2 stops13h 50mUnited Airlines
Deal found 12/27$726
This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:45 amORD - BDL
2 stops12h 13mUnited Airlines
Sun 1/46:15 pmBDL - ORD
Nonstop3h 02mUnited Airlines
Deal found 12/27$735
This Southwest deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:50 amMDW - BDL
Nonstop2h 05mSouthwest
Sat 1/35:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 12/27$737
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:54 pmORD - BDL
Nonstop2h 20mAmerican Airlines
Sat 1/107:00 amBDL - ORD
Nonstop3h 05mAmerican Airlines
Deal found 12/27$740
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:40 amORD - BDL
Nonstop2h 26mAmerican Airlines
Fri 1/25:44 pmBDL - ORD
Nonstop2h 55mAmerican Airlines
Deal found 12/26$754
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:39 pmORD - BDL
1 stop21h 31mFrontier
Wed 12/3110:03 amBDL - ORD
2 stops13h 21mFrontier
Deal found 12/25$761
This Southwest deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:40 amMDW - BDL
1 stop5h 05mSouthwest
Fri 1/25:00 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 12/26$764

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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(Priceline)

One-way from

$66
(Southwest)

Popular in

December

Cheapest in

August

Average price

$449
Provider with most accurate pricing for Chicago (CHI)-Hartford Bradley Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hartford Bradley Intl flights.
Search Deals
From Chicago (CHI) to Hartford Bradley Intl
Search Deals
One-way flight from Chicago (CHI) to Hartford Bradley Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 2,558,603 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Chicago to Hartford that are best for you.

Fly from

Chicago

Fly to

Hartford

Route

Depart

Return

Price

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 1/17

11:04 am-2:22 pm

Nonstop2h 18m

Hartford Bradley Intl

Sun 1/18

3:00 pm-6:37 pm

1 stop4h 37m

$237

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 1/20

2:50 pm-9:09 pm

1 stop5h 19m

Hartford Bradley Intl

Sat 1/24

11:22 am-4:59 pm

1 stop6h 37m

$245

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/12

7:30 am-4:55 pm

1 stop8h 25m

Hartford Bradley Intl

Sun 2/15

7:00 am-10:25 pm

2 stops16h 25m

$246

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sun 1/18

6:06 pm-9:29 pm

Nonstop2h 23m

Hartford Bradley Intl

Mon 1/19

4:46 pm-6:36 pm

Nonstop2h 50m

$259

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 1/17

11:04 am-2:22 pm

Nonstop2h 18m

Hartford Bradley Intl

Mon 1/19

9:55 am-11:46 am

Nonstop2h 51m

$259

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 1/16

12:44 pm-7:20 pm

1 stop29h 36m

Hartford Bradley Intl

Mon 1/19

7:45 am-1:13 pm

1 stop6h 28m

$276

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/17

6:45 am-1:33 pm

1 stop5h 48m

Hartford Bradley Intl

Mon 1/19

6:03 am-1:09 pm

1 stop8h 06m

$279

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 1/24

11:04 am-2:22 pm

Nonstop2h 18m

Hartford Bradley Intl

Sat 1/31

4:46 pm-6:36 pm

Nonstop2h 50m

$293

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 1/27

11:29 am-4:23 pm

1 stop3h 54m

Hartford Bradley Intl

Sat 1/31

7:00 am-9:05 am

Nonstop3h 05m

$303

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 4/1

12:44 pm-8:50 am

1 stop19h 06m

Hartford Bradley Intl

Sun 4/5

6:00 am-9:10 am

2 stops28h 10m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 35 results
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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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Hartford flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Hartford flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.
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

How far ahead should I book a flight from Chicago to Hartford?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Hartford. Price data was last updated on December 26, 2025.

The best time to book flights from Chicago to Hartford is 64 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 month to book a flight from Chicago to Hartford?

Currently, September is the cheapest month in which you can book a flight from Chicago to Hartford (average of $23). Flying from Chicago to Hartford in February is currently the most expensive (average of $186). 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 December 28, 2025.

It’s optimal to fly from Chicago to Hartford in the evening. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the afternoon.

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 December 20, 2025.

Travelers seeking maximum savings on their Chicago to Hartford flight should consider departing on Thursday afternoons when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 28, 2025.

The most flights from CHI to BDL are scheduled on a Sunday (23 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (10 on average).

How much does it cost to fly round-trip from Chicago to Hartford?

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 December 28, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American 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.
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,113 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,073 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • What airport do you fly into for flights to Hartford from Chicago?

    If you book a flight to Hartford from Chicago, you will be flying to Bradley Intl, which is the city’s only airport. Hartford Bradley Intl (BDL) is located 11.9 mi from the center of Hartford. There are 20 flights from Chicago to Bradley Intl per day from 3 different airlines.

  • How long is the flight from Chicago to Hartford?

    Departing from Chicago to Hartford will take you 2h 18m. There are 780 mi between Chicago and Hartford. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Hartford round-trip?

    Cheapflights users have booked flights from Chicago to Hartford round-trip from $177. Other airlines that can offer you cheap pricing are United Airlines, from $185, and Southwest, from $197. American Airlines is priced at 49% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Hartford one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $52. Users have also found prices from $78 and $88 on Southwest and American Airlines, respectively.

  • What are the most reliable airlines from Chicago to Hartford?

    No one likes to see their flight delayed. When booking a flight from Chicago to Hartford consider choosing SkyWest Airlines (77%), Envoy Air (75%) or Republic Airways (72%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Hartford?

    The cheapest flight price from Chicago to Hartford is $59. On average you can expect to pay $343. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $215.

  • Can I find deals for flights from Chicago to Hartford that include hotel bookings?

    Yes. In addition to deals on Chicago to Hartford flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Hartford?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Hartford.

  • Can I find deals for business class flights from Chicago to Hartford?

    Yes. Cheapflights offers flight deals from Chicago to Hartford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Hartford?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Hartford (average of $23). Flying from Chicago to Hartford in February is currently the most expensive (average of $186). 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.

See more FAQs

Traveling to a place near Hartford?

Book flights to Hartford if you plan to visit one of these locations
Uncasville
New Britain
Chicopee
Meriden
Cromwell
Southington
Farmington
East Hartford
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
Windsor Locks
Windsor
Newington
Lee
West Hartford

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Hartford

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$177Average$361FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$185Average$399FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$329FlexibilityNo cancel feeOn-time63%

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