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$55+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Jan 28 — Feb 41
Tue 1/28
Tue 2/4
1 adult, Economy
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The best prices from Chicago to Hartford Bradley Intl are usually found in September or August, booked 53 days in advance, depart on a Wednesday or Saturday and return on a Thursday

Cheap 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 January 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$312
(American Airlines)

One-way from

$55
(Frontier)

Popular in

December

Cheapest in

September

Average price

$369
Provider with most accurate pricing for Chicago (CHI)-Hartford Bradley Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Hartford Bradley Intl flights.
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From Chicago (CHI) to Hartford Bradley Intl
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One-way flight from Chicago (CHI) to Hartford Bradley Intl
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Highest demand for flights based on searches. 6% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find 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 January 23, 2025.

This Mytrip deal was found by Cheapflights users on 1/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/205:15 amORD - BDL
3 stops16h 44mMultiple Airlines
Thu 2/278:05 amBDL - ORD
2 stops14h 28mMultiple Airlines
Deal found 1/23$307
This Mytrip deal was found by Cheapflights users on 1/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:45 amORD - BDL
3 stops26h 56mSpirit Airlines
Mon 3/1011:36 amBDL - ORD
3 stops31h 50mSpirit Airlines
Deal found 1/23$311
This American Airlines deal was found by Cheapflights users on 1/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/167:06 pmORD - BDL
Nonstop2h 17mAmerican Airlines
Mon 4/217:23 amBDL - ORD
Nonstop2h 39mAmerican Airlines
Deal found 1/23$312
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/215:30 amMDW - BDL
2 stops8h 05mSouthwest
Fri 2/288:00 pmBDL - MDW
Nonstop2h 35mSouthwest
Deal found 1/22$316
This Delta deal was found by Cheapflights users on 1/23. 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.
Fri 3/146:45 amORD - BDL
1 stop4h 03mDelta
Sat 3/225:40 amBDL - ORD
1 stop4h 38mDelta
Deal found 1/23$317
This Delta deal was found by Cheapflights users on 1/23. 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.
Fri 3/146:42 pmMDW - BDL
1 stop3h 17mDelta
Sat 3/225:24 pmBDL - MDW
1 stop6h 03mDelta
Deal found 1/23$317
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:00 amORD - BDL
2 stops10h 10mSouthwest
Sat 2/225:40 amBDL - ORD
1 stop8h 05mSouthwest
Deal found 1/22$322
This United Airlines deal was found by Cheapflights users on 1/23. 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 2/206:15 pmORD - BDL
Nonstop2h 12mUnited Airlines
Sun 2/236:05 amBDL - ORD
Nonstop2h 55mUnited Airlines
Deal found 1/23$325
This FlightHub deal was found by Cheapflights users on 1/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/17:10 pmMDW - BDL
1 stop14h 30mFrontier
Sun 3/911:52 amBDL - MDW
1 stop8h 37mFrontier
Deal found 1/23$330

Find flights from Chicago to Hartford within your budget

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 January 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 3/7

6:45 am-10:41 am

3 stops26h 56m

Hartford Bradley Intl

Mon 3/10

11:36 am-6:26 pm

3 stops31h 50m

$311

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 4/10

7:06 pm-10:23 pm

Nonstop2h 17m

Hartford Bradley Intl

Mon 4/14

7:23 am-9:02 am

Nonstop2h 39m

$312

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sun 7/20

8:10 pm-10:47 am

1 stop13h 37m

Hartford Bradley Intl

Thu 7/24

11:42 am-7:11 pm

1 stop8h 29m

$315

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 2/6

10:47 pm-10:59 pm

3 stops23h 12m

Hartford Bradley Intl

Mon 2/10

6:00 pm-10:55 pm

3 stops29h 55m

$316

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 2/21

5:30 am-2:35 pm

2 stops8h 05m

Hartford Bradley Intl

Fri 2/28

8:00 pm-9:35 pm

Nonstop2h 35m

$316

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 3/14

6:42 pm-10:59 pm

1 stop3h 17m

Hartford Bradley Intl

Fri 3/21

5:40 am-8:45 am

1 stop4h 05m

$317

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Mon 3/17

6:33 pm-9:45 pm

Nonstop2h 12m

Hartford Bradley Intl

Wed 3/26

4:55 pm-6:48 pm

Nonstop2h 53m

$327

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 3/27

6:15 am-2:13 pm

1 stop6h 58m

Hartford Bradley Intl

Sat 3/29

5:40 am-9:18 am

1 stop4h 38m

$328

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 3/1

7:10 pm-10:40 am

1 stop14h 30m

Hartford Bradley Intl

Sun 3/9

11:52 am-7:29 pm

1 stop8h 37m

$330

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 2/25

11:25 am-10:05 pm

2 stops9h 40m

Hartford Bradley Intl

Wed 2/26

6:30 am-4:45 pm

2 stops11h 15m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 21 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*2 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 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.
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.

Travel insights for flights from Chicago to Hartford

Get recent, data-driven insights about flights from Chicago to Hartford including ideal travel times, pricing trends, and more.

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 January 17, 2025.

The best time to book flights from Chicago to Hartford is 53 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, November is the cheapest month in which you can book a flight from Chicago to Hartford (average of $287). Flying from Chicago to Hartford in June is currently the most expensive (average of $357). 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 January 23, 2025.

It’s optimal to fly from Chicago to Hartford in the evening. By choosing this option you can save up to 12% 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 January 21, 2025.

Travelers seeking maximum savings on their Chicago to Hartford flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon 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 January 23, 2025.

The most flights from CHI to BDL are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Hartford by month

Plan your trip to Hartford by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hartford ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Hartford when rainfall is around 3.1 in.

Temperature in Hartford by month

Plan your trip to Hartford by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hartford, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

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 January 23, 2025.
Read reviews from past customers who have flown American Airlines, Southwest and United Airlines from Chicago to Hartford. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,647 reviews
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,508 reviews
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,970 reviews
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Sun Country Air
7.0
Good
386 reviews
Southwest
8.1
Very good
4,647 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 15 flights from Chicago to Bradley Intl per day from 5 different airlines.

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

    Cheapflights users have booked flights from Chicago to Hartford round-trip from $312. Other airlines that can offer you cheap pricing are Sun Country Air, from $315, and Southwest, from $316. American Airlines is priced at 16% 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 $55. Users have also found prices from $74 and $129 on Spirit Airlines and United 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 Republic Airways (90%), Envoy Air (84%) or Qatar Airways (83%) 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 $128. On average you can expect to pay $395. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $147.

  • 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, November is the cheapest month in which you can book a flight from Chicago to Hartford (average of $287). Flying from Chicago to Hartford in June is currently the most expensive (average of $357). 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 Chicago?

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

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 5 airlines flying from Chicago to Hartford

Discover the top 5 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 January 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$199FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$215FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$191Average$369FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$208Average$403FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$212Average$352FlexibilityNo cancel feeOn-time71%
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