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$89+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
jun 17 — jun 241
ter 6/17
ter 6/24
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 84 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 junho 12, 2025.

Round-trip from

$239
(Mytrip)

One-way from

$89
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$351
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. 7% potential increase in price ($29 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 June 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 junho 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 6/2410:43 amORD - BDL
2 stops21h 31mSpirit Airlines
qui 6/267:30 pmBDL - ORD
1 stop18h 09mSpirit Airlines
Deal found 6/11$239
This American Airlines deal was found by Cheapflights users on 6/12. 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.
qui 7/178:41 pmORD - BDL
Nonstop2h 28mAmerican Airlines
dom 7/205:00 amBDL - ORD
1 stop4h 45mAmerican Airlines
Deal found 6/12$242
This Southwest deal was found by Cheapflights users on 6/10. 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.
qui 8/79:45 amMDW - BDL
Nonstop2h 05mSouthwest
qua 8/132:15 pmBDL - MDW
1 stop7h 10mSouthwest
Deal found 6/10$242
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 7/26:15 pmORD - BDL
1 stop16h 00mSun Country Air
dom 7/611:46 amBDL - ORD
1 stop25h 53mSun Country Air
Deal found 6/10$245
This Delta deal was found by Cheapflights users on 6/10. 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.
ter 7/11:09 pmMDW - BDL
1 stop3h 33mDelta
sáb 7/55:35 amBDL - MDW
1 stop4h 06mDelta
Deal found 6/10$245
This Southwest deal was found by Cheapflights users on 6/12. 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.
ter 9/91:50 pmORD - BDL
1 stop7h 10mSouthwest
sáb 9/206:00 amBDL - ORD
2 stops11h 25mSouthwest
Deal found 6/12$246
This United Airlines deal was found by Cheapflights users on 6/10. 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.
sáb 8/2311:06 amORD - BDL
Nonstop2h 18mUnited Airlines
qui 8/286:10 amBDL - ORD
Nonstop2h 43mUnited Airlines
Deal found 6/10$264
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 7/169:00 amORD - BDL
1 stop5h 57mDelta
ter 7/225:35 amBDL - ORD
1 stop5h 41mDelta
Deal found 6/11$268
This FlightHub deal was found by Cheapflights users on 6/10. 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.
qui 6/199:12 pmMDW - BDL
1 stop21h 36mFrontier
dom 6/2212:38 pmBDL - MDW
1 stop11h 40mFrontier
Deal found 6/10$270
This CheapOair deal was found by Cheapflights users on 6/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/176:00 amORD - BDL
1 stop5h 39mMultiple Airlines
dom 7/2010:15 amBDL - ORD
1 stop7h 26mMultiple Airlines
Deal found 6/11$276
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 7/265:01 amORD - BDL
1 stop5h 44mFrontier
sáb 8/212:27 pmBDL - ORD
1 stop12h 02mFrontier
Deal found 6/11$319
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/2411:37 amMDW - BDL
2 stops34h 01mMultiple Airlines
dom 7/276:20 amBDL - MDW
3 stops32h 44mMultiple Airlines
Deal found 6/11$473

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 junho 12, 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

ter 6/24

10:43 am-9:14 am

2 stops21h 31m

Hartford Bradley Intl

qui 6/26

7:30 pm-12:39 pm

1 stop18h 09m

$239

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

qui 7/17

8:41 pm-12:09 am

Nonstop2h 28m

Hartford Bradley Intl

dom 7/20

5:00 am-8:45 am

1 stop4h 45m

$242

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

qui 8/7

9:45 am-12:50 pm

Nonstop2h 05m

Hartford Bradley Intl

qua 8/13

2:15 pm-8:25 pm

1 stop7h 10m

$242

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

qua 7/2

6:15 pm-11:15 am

1 stop16h 00m

Hartford Bradley Intl

dom 7/6

11:46 am-12:39 pm

1 stop25h 53m

$245

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

ter 7/1

1:09 pm-5:42 pm

1 stop3h 33m

Hartford Bradley Intl

sáb 7/5

5:35 am-8:41 am

1 stop4h 06m

$245

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

ter 9/9

1:50 pm-10:00 pm

1 stop7h 10m

Hartford Bradley Intl

sáb 9/20

6:00 am-4:25 pm

2 stops11h 25m

$246

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

sáb 8/23

11:06 am-2:24 pm

Nonstop2h 18m

Hartford Bradley Intl

seg 9/1

6:10 am-7:53 am

Nonstop2h 43m

$264

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

qua 7/16

9:00 am-3:57 pm

1 stop5h 57m

Hartford Bradley Intl

ter 7/22

5:35 am-10:16 am

1 stop5h 41m

$268

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

qui 6/26

9:12 pm-7:48 pm

1 stop21h 36m

Hartford Bradley Intl

dom 6/29

12:38 pm-11:18 pm

1 stop11h 40m

$270

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

qui 7/17

6:00 am-12:39 pm

1 stop5h 39m

Hartford Bradley Intl

dom 7/20

10:15 am-4:41 pm

1 stop7h 26m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 25 results
1
2
3

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 June 9, 2025.

The best time to book flights from Chicago to Hartford is 84 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 junho 12, 2025.

It’s optimal to fly from Chicago to Hartford in the evening. By choosing this option you can save up to 21% 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 June 8, 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 junho 12, 2025.

The most flights from CHI to BDL are scheduled on a Wednesday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 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 junho 12, 2025.
Read reviews from past customers who have flown Southwest, Delta 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
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 19 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 $239. Other airlines that can offer you cheap pricing are American Airlines, from $242, and Southwest, from $242. Spirit Airlines is priced at 34% 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 United Airlines. According to our data, you can fly for as low as $89. Users have also found prices from $89 and $96 on Southwest and Spirit 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 Finnair (93%), Envoy Air (85%) or United Airlines (84%) 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 $78. On average you can expect to pay $348. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $157.

  • 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Uncasville
Chicopee
New Britain
Windsor Locks
Southington
Meriden
Cromwell
Windsor
Farmington
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
East Hartford
Newington
Lee
West Hartford
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 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 junho 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$186FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$190Average$367FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$351FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$233Average$416FlexibilityNo cancel feeOn-time69%

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