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$142+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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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 mayo 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$303
(Mytrip)

One-way from

$142
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$389
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. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 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 mayo 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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.
lun. 5/124:35 pmORD - BDL
2 stops22h 02mSpirit Airlines
vie. 5/168:34 amBDL - ORD
1 stop5h 12mSpirit Airlines
Deal found 4/30$303
This Southwest deal was found by Cheapflights users on 4/29. 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.
sáb. 5/311:55 pmMDW - BDL
Nonstop2h 05mSouthwest
lun. 6/25:40 pmBDL - MDW
1 stop5h 20mSouthwest
Deal found 4/29$306
This United Airlines deal was found by Cheapflights users on 4/30. 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.
jue. 6/196:30 pmORD - BDL
Nonstop2h 24mUnited Airlines
dom. 6/226:10 amBDL - ORD
Nonstop2h 48mUnited Airlines
Deal found 4/30$307
This CheapOair deal was found by Cheapflights users on 4/30. 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.
dom. 5/44:15 pmORD - BDL
1 stop25h 59mFrontier
vie. 5/98:14 pmBDL - ORD
1 stop28h 18mFrontier
Deal found 4/30$310
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/410:55 amMDW - BDL
1 stop7h 19mFrontier
jue. 5/88:14 pmBDL - MDW
1 stop17h 10mFrontier
Deal found 4/29$310
This Mytrip deal was found by Cheapflights users on 4/29. 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.
sáb. 5/177:47 amORD - BDL
2 stops22h 52mMultiple Airlines
jue. 5/2212:27 pmBDL - ORD
3 stops36h 02mMultiple Airlines
Deal found 4/29$313
This American Airlines deal was found by Cheapflights users on 4/30. 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.
dom. 6/16:00 amORD - BDL
1 stop4h 45mAmerican Airlines
lun. 6/166:15 pmBDL - ORD
Nonstop2h 30mAmerican Airlines
Deal found 4/30$315
This Delta deal was found by Cheapflights users on 4/30. 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.
mié. 6/49:39 amORD - BDL
1 stop5h 25mDelta
lun. 6/97:15 pmBDL - ORD
1 stop5h 43mDelta
Deal found 4/30$316
This Delta deal was found by Cheapflights users on 4/29. 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.
sáb. 5/245:55 pmMDW - BDL
1 stop3h 50mDelta
lun. 5/266:00 amBDL - MDW
1 stop6h 53mDelta
Deal found 4/29$316
This Southwest deal was found by Cheapflights users on 4/30. 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.
mié. 6/184:00 pmORD - BDL
2 stops15h 05mSouthwest
mié. 6/258:35 amBDL - ORD
1 stop4h 15mSouthwest
Deal found 4/30$349
This Mytrip deal was found by Cheapflights users on 4/29. 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.
jue. 6/128:09 pmMDW - BDL
3 stops35h 52mMultiple Airlines
dom. 6/153:54 pmBDL - MDW
2 stops28h 52mMultiple Airlines
Deal found 4/29$418

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 mayo 1, 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

lun. 5/12

4:35 pm-3:37 pm

2 stops22h 02m

Hartford Bradley Intl

vie. 5/16

8:34 am-12:46 pm

1 stop5h 12m

$303

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 5/31

1:55 pm-5:00 pm

Nonstop2h 05m

Hartford Bradley Intl

lun. 6/2

5:40 pm-10:00 pm

1 stop5h 20m

$306

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

jue. 6/19

6:30 pm-9:54 pm

Nonstop2h 24m

Hartford Bradley Intl

dom. 6/22

6:10 am-7:58 am

Nonstop2h 48m

$307

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

dom. 5/4

10:55 am-7:14 pm

1 stop7h 19m

Hartford Bradley Intl

jue. 5/8

8:14 pm-12:24 pm

1 stop17h 10m

$310

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

dom. 6/1

5:10 am-3:06 pm

1 stop8h 56m

Hartford Bradley Intl

lun. 6/16

8:43 pm-10:17 am

1 stop14h 34m

$311

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

sáb. 5/17

7:47 am-7:39 am

2 stops22h 52m

Hartford Bradley Intl

jue. 5/22

12:27 pm-11:29 pm

3 stops36h 02m

$313

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

dom. 6/1

6:00 am-11:45 am

1 stop4h 45m

Hartford Bradley Intl

lun. 6/16

6:15 pm-7:45 pm

Nonstop2h 30m

$315

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

mié. 6/4

9:39 am-4:04 pm

1 stop5h 25m

Hartford Bradley Intl

lun. 6/9

7:15 pm-11:58 pm

1 stop5h 43m

$316

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 5/24

5:55 pm-10:45 pm

1 stop3h 50m

Hartford Bradley Intl

lun. 5/26

6:00 am-11:53 am

1 stop6h 53m

$316

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

mié. 6/18

4:00 pm-8:05 am

2 stops15h 05m

Hartford Bradley Intl

mié. 6/25

8:35 am-11:50 am

1 stop4h 15m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 23 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 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 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 April 25, 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 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 mayo 1, 2025.

It’s optimal to fly from Chicago to Hartford in the evening. By choosing this option you can save up to 18% 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 March 30, 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 mayo 1, 2025.

The most flights from CHI to BDL are scheduled on a Wednesday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 mayo 1, 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
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Comfort

8.0

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 11 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 $303. Other airlines that can offer you cheap pricing are American Airlines, from $306, and Southwest, from $306. Spirit Airlines is priced at 19% 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 American Airlines. According to our data, you can fly for as low as $142. Users have also found prices from $142 and $144 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 SkyWest Airlines (95%), United Airlines (90%) or Air New Zealand (89%) 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 $171. On average you can expect to pay $330. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $195.

  • 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
Windsor Locks
Meriden
Farmington
Cromwell
Windsor
Southington
New Britain
West Springfield
Rocky Hill
Northampton
Westfield
West Hartford
Enfield
Glastonbury
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.
O'Hare Intl to LaGuardia flights
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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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$186FlexibilityNo cancel feeOn-time65%
FrontierCheapest$124Average$211FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$197Average$351FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$207Average$365FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$219Average$420FlexibilityNo cancel feeOn-time69%

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