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$73+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 50 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 August 14, 2025.

Round-trip from

$163
(Southwest)

One-way from

$73
(Priceline)

Popular in

December

Cheapest in

August

Average price

$265
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. 8% potential increase in price ($33 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 August 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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/118:20 amORD - BDL
Nonstop2h 19mAmerican Airlines
Wed 9/176:22 amBDL - ORD
Nonstop2h 37mAmerican Airlines
Deal found 8/11$163
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 11/51:45 pmMDW - BDL
Nonstop2h 00mSouthwest
Sun 11/95:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 8/12$163
This FlightHub deal was found by Cheapflights users on 8/14. 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.
Wed 9/1011:45 amORD - BDL
1 stop20h 50mFrontier
Fri 9/128:39 pmBDL - ORD
1 stop19h 38mFrontier
Deal found 8/14$169
This FlightHub deal was found by Cheapflights users on 8/14. 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.
Wed 9/109:00 amMDW - BDL
1 stop23h 35mFrontier
Fri 9/128:39 pmBDL - MDW
1 stop14h 12mFrontier
Deal found 8/14$169
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Wed 10/111:45 amORD - BDL
1 stop20h 50mFrontier
Fri 10/38:52 pmBDL - ORD
1 stop19h 25mFrontier
Deal found 8/14$171
This Mytrip deal was found by Cheapflights users on 8/14. 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.
Wed 10/19:00 amMDW - BDL
1 stop23h 35mFrontier
Fri 10/38:52 pmBDL - MDW
1 stop13h 59mFrontier
Deal found 8/14$171
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sun 9/78:20 amORD - BDL
Nonstop2h 19mAmerican Airlines
Wed 9/106:22 amBDL - ORD
Nonstop2h 37mAmerican Airlines
Deal found 8/14$173
This Southwest deal was found by Cheapflights users on 8/12. 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 9/45:40 amMDW - BDL
1 stop9h 55mSouthwest
Sun 9/75:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 8/12$173
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/1311:06 amORD - BDL
Nonstop2h 18mUnited Airlines
Sun 9/146:10 amBDL - ORD
Nonstop2h 43mUnited Airlines
Deal found 8/13$177
This Southwest deal was found by Cheapflights users on 8/13. 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 9/1312:55 pmMDW - BDL
Nonstop2h 05mSouthwest
Sun 9/145:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 8/13$177
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/208:16 amORD - BDL
Nonstop2h 18mAmerican Airlines
Sun 9/216:43 amBDL - ORD
Nonstop2h 37mAmerican Airlines
Deal found 8/12$181
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sun 9/710:00 amMDW - BDL
Nonstop2h 10mSouthwest
Sun 9/145:35 amBDL - MDW
Nonstop2h 20mSouthwest
Deal found 8/12$182

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 August 14, 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

Thu 9/11

8:20 am-11:39 am

Nonstop2h 19m

Hartford Bradley Intl

Wed 9/17

6:22 am-7:59 am

Nonstop2h 37m

$163

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 11/5

1:45 pm-4:45 pm

Nonstop2h 00m

Hartford Bradley Intl

Sun 11/9

5:15 am-6:45 am

Nonstop2h 30m

$163

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 9/24

6:10 pm-9:20 pm

Nonstop2h 10m

Hartford Bradley Intl

Sun 9/28

5:35 am-6:55 am

Nonstop2h 20m

$163

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 11/1

5:45 pm-9:54 am

1 stop15h 09m

Hartford Bradley Intl

Mon 11/10

2:04 pm-8:31 pm

1 stop7h 27m

$169

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 9/10

11:45 am-9:35 am

1 stop20h 50m

Hartford Bradley Intl

Fri 9/12

8:39 pm-3:17 pm

1 stop19h 38m

$169

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 9/13

6:15 am-11:33 am

1 stop28h 18m

Hartford Bradley Intl

Sun 9/14

8:37 pm-7:23 am

1 stop11h 46m

$169

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 9/10

9:00 am-9:35 am

1 stop23h 35m

Hartford Bradley Intl

Fri 9/12

8:39 pm-9:51 am

1 stop14h 12m

$169

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 10/1

11:45 am-9:35 am

1 stop20h 50m

Hartford Bradley Intl

Fri 10/3

8:52 pm-3:17 pm

1 stop19h 25m

$171

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 10/1

9:00 am-9:35 am

1 stop23h 35m

Hartford Bradley Intl

Fri 10/3

8:52 pm-9:51 am

1 stop13h 59m

$171

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 9/9

8:50 am-2:01 pm

1 stop4h 11m

Hartford Bradley Intl

Tue 9/16

4:53 pm-6:34 pm

Nonstop2h 41m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 40 results
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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 August 8, 2025.

The best time to book flights from Chicago to Hartford is 50 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 December is currently the most expensive (average of $351). 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 August 14, 2025.

It’s optimal to fly from Chicago to Hartford in the evening. By choosing this option you can save up to 22% 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 August 10, 2025.

Travelers seeking maximum savings on their Chicago to Hartford flight should consider departing on Wednesday 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 August 14, 2025.

The most flights from CHI to BDL are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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 August 14, 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
4,244 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,219 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 18 flights from Chicago to Bradley Intl per day from 4 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 $124. Other airlines that can offer you cheap pricing are American Airlines, from $177, and Southwest, from $197. Frontier is priced at 66% 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 $73. Users have also found prices from $74 and $79 on United Airlines and Southwest, 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 (95%), United Airlines (85%) or Envoy Air (85%) 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 $68. On average you can expect to pay $324. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $143.

  • 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 December is currently the most expensive (average of $351). 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
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
Windsor Locks
East Hartford
Newington
Lee
West Hartford
Vernon

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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 4 airlines flying from Chicago to Hartford

Discover the top 4 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$225FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$177Average$363FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$350FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$227Average$417FlexibilityNo cancel feeOn-time69%

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