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$102+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 Tuesday and return on a Wednesday

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(United Airlines)

One-way from

$102
(Priceline)

Popular in

December

Cheapest in

August

Average price

$437
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. 12% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sat 11/226:35 pmORD - BDL
1 stop14h 44mFrontier
Thu 11/2710:54 amBDL - ORD
1 stop14h 14mFrontier
Deal found 11/11$166
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/911:06 amORD - BDL
Nonstop2h 10mUnited Airlines
Thu 12/116:10 amBDL - ORD
Nonstop2h 51mUnited Airlines
Deal found 11/11$167
This Southwest deal was found by Cheapflights users on 11/11. 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 12/96:15 pmMDW - BDL
Nonstop2h 10mSouthwest
Thu 12/115:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 11/11$167
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/411:44 amORD - BDL
1 stop22h 24mMultiple Airlines
Mon 12/82:07 pmBDL - ORD
2 stops22h 01mMultiple Airlines
Deal found 11/12$175
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/206:12 amMDW - BDL
1 stop27h 58mFrontier
Sat 1/1012:38 pmBDL - MDW
2 stops27h 40mFrontier
Deal found 11/12$175
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/411:06 amORD - BDL
Nonstop2h 10mUnited Airlines
Sun 12/74:42 pmBDL - ORD
Nonstop2h 45mUnited Airlines
Deal found 11/11$177
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Sun 12/1411:06 amORD - BDL
Nonstop2h 10mUnited Airlines
Tue 12/166:10 amBDL - ORD
Nonstop2h 51mUnited Airlines
Deal found 11/11$181
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/246:12 amMDW - BDL
2 stops15h 47mMultiple Airlines
Tue 12/3012:05 pmBDL - MDW
1 stop26h 16mMultiple Airlines
Deal found 11/12$186
This Delta deal was found by Cheapflights users on 11/12. 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 12/94:20 pmORD - BDL
1 stop6h 27mDelta
Tue 12/165:23 amBDL - ORD
1 stop5h 37mDelta
Deal found 11/12$187
This Southwest deal was found by Cheapflights users on 11/12. 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 12/118:50 amMDW - BDL
1 stop5h 05mSouthwest
Sun 12/145:40 pmBDL - MDW
1 stop6h 20mSouthwest
Deal found 11/12$187
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/47:23 pmMDW - BDL
1 stop14h 45mFrontier
Sun 12/72:03 pmBDL - MDW
2 stops22h 17mFrontier
Deal found 11/11$188
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 11/226:35 pmORD - BDL
1 stop14h 44mFrontier
Tue 11/255:42 pmBDL - ORD
2 stops24h 57mFrontier
Deal found 11/12$190

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 November 13, 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

Tue 1/13

6:12 am-1:47 pm

1 stop6h 35m

Hartford Bradley Intl

Thu 1/15

2:40 pm-7:35 pm

1 stop5h 55m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/11

12:55 pm-8:05 pm

1 stop6h 10m

Hartford Bradley Intl

Sun 12/14

5:15 am-6:45 am

Nonstop2h 30m

$177

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 12/25

6:02 pm-11:14 pm

1 stop4h 12m

Hartford Bradley Intl

Thu 1/1

5:30 am-9:01 am

1 stop4h 31m

$177

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 1/31

2:59 pm-9:11 pm

1 stop5h 12m

Hartford Bradley Intl

Sun 2/1

6:00 am-11:47 am

1 stop6h 47m

$177

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sun 12/14

6:00 am-2:12 pm

1 stop7h 12m

Hartford Bradley Intl

Tue 12/16

7:30 am-12:10 pm

1 stop5h 40m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 1/22

10:53 am-5:45 pm

1 stop5h 52m

Hartford Bradley Intl

Sun 1/25

5:30 am-8:54 am

1 stop4h 24m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/31

11:45 am-8:11 pm

1 stop7h 26m

Hartford Bradley Intl

Sun 2/1

5:00 pm-10:26 pm

1 stop6h 26m

$177

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 12/9

4:20 pm-11:47 pm

1 stop6h 27m

Hartford Bradley Intl

Tue 12/16

5:23 am-10:00 am

1 stop5h 37m

$187

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/11

5:13 pm-11:47 pm

1 stop5h 34m

Hartford Bradley Intl

Thu 1/1

5:30 am-8:49 am

1 stop4h 19m

$187

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 12/9

6:15 pm-9:25 pm

Nonstop2h 10m

Hartford Bradley Intl

Thu 12/11

6:00 am-1:00 pm

2 stops8h 00m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 39 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 November.
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 November 7, 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 March is currently the most expensive (average of $298). 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 November 13, 2025.

It’s optimal to fly from Chicago to Hartford in the morning. By choosing this option you can save up to 17% 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 November 2, 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. Sunday 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 November 13, 2025.

The most flights from CHI to BDL are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 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 November 13, 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
4,236 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,015 reviews
Southwest
8.0
Very good
4,236 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,236 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,114 reviews
Southwest
8.0
Very good
4,236 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 22 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 6h 10m. There are 773 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 $192, 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 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 (96%), United Airlines (89%) or American Airlines (88%) 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 $114. On average you can expect to pay $340. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $149.

  • 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 March is currently the most expensive (average of $298). 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
Windsor
Southington
Farmington
East Hartford
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
Windsor Locks
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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$177Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$410FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$330FlexibilityNo cancel feeOn-time63%

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