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$131+ Cheap flights from Hartford (BDL) to Chicago (CHI)

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — CHI
dic. 23 — dic. 301
lun. 12/23
lun. 12/30
1 adult, Economy
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The best prices from Hartford Bradley Intl to Chicago are usually found in September or August, booked 51 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

Cheap flight deals from Hartford to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Hartford (BDL) to Chicago (CHI). 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 diciembre 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$264
(Frontier)

One-way from

$131
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$405
Provider with most accurate pricing for Hartford Bradley Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Hartford Bradley Intl-Chicago (CHI) flights.
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From Hartford Bradley Intl to Chicago (CHI)
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One-way flight from Hartford Bradley Intl to Chicago (CHI)
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High demand for flights, 5% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Hartford to Chicago

Cheapest flights from Hartford to Chicago
Explore the most affordable flight options available from Hartford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. 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.
mar. 12/3110:52 amBDL - MDW
1 stop8h 02mFrontier
mié. 1/18:25 amMDW - BDL
1 stop5h 45mFrontier
Deal found 12/17$288
This Mytrip deal was found by Cheapflights users on 12/18. 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.
mar. 12/246:00 amBDL - ORD
1 stop14h 51mSpirit Airlines
mar. 1/75:00 amORD - BDL
1 stop16h 42mSpirit Airlines
Deal found 12/18$293
This Frontier deal was found by Cheapflights users on 12/18. 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.
mié. 12/184:00 pmBDL - ORD
1 stop6h 45mFrontier
dom. 1/267:00 amORD - BDL
1 stop10h 40mFrontier
Deal found 12/18$308
This Southwest deal was found by Cheapflights users on 12/18. 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.
mar. 12/246:15 pmBDL - MDW
Nonstop2h 35mSouthwest
mar. 1/712:25 pmMDW - BDL
Nonstop2h 00mSouthwest
Deal found 12/18$331
This Southwest deal was found by Cheapflights users on 12/18. 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.
mar. 12/241:30 pmBDL - ORD
2 stops9h 30mSouthwest
mar. 1/74:35 pmORD - BDL
1 stop4h 30mSouthwest
Deal found 12/18$339
This CheapOair deal was found by Cheapflights users on 12/17. 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.
mar. 12/246:00 amBDL - ORD
1 stop14h 51mMultiple Airlines
jue. 1/26:30 amORD - BDL
1 stop10h 42mMultiple Airlines
Deal found 12/17$341
This Delta deal was found by Cheapflights users on 12/16. 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.
mar. 12/2411:49 amBDL - ORD
1 stop8h 25mDelta
mié. 12/257:00 amORD - BDL
1 stop3h 58mDelta
Deal found 12/16$352
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/317:05 amBDL - ORD
Nonstop2h 42mAmerican Airlines
mié. 1/16:39 pmORD - BDL
1 stop5h 09mAmerican Airlines
Deal found 12/17$378
This United Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/316:00 amBDL - ORD
Nonstop2h 49mUnited Airlines
mié. 1/16:35 pmORD - BDL
Nonstop2h 18mUnited Airlines
Deal found 12/17$438
This Delta deal was found by Cheapflights users on 12/16. 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.
mar. 12/245:20 amBDL - MDW
1 stop4h 30mDelta
mar. 12/243:32 pmMDW - BDL
1 stop7h 05mDelta
Deal found 12/16$560
This Mytrip deal was found by Cheapflights users on 12/17. 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.
dom. 12/298:30 amBDL - RFD
2 stops24h 55mMultiple Airlines
dom. 1/55:05 pmRFD - BDL
2 stops27h 53mMultiple Airlines
Deal found 12/17$609

Find flights from Hartford to Chicago within your budget

Customize your flight search to find flights from Hartford to Chicago 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 diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

vie. 1/3

6:05 pm-11:14 pm

1 stop6h 09m

Chicago Midway

dom. 1/12

8:45 am-6:47 pm

1 stop9h 02m

$264

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

sáb. 2/8

7:56 pm-2:34 pm

1 stop19h 38m

Chicago O'Hare Intl

dom. 2/9

6:25 pm-9:43 pm

Nonstop2h 18m

$264

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

dom. 1/5

7:12 pm-10:50 pm

1 stop28h 38m

Chicago O'Hare Intl

jue. 1/9

10:35 am-8:26 am

1 stop20h 51m

$270

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

lun. 1/6

6:00 am-11:04 am

1 stop30h 04m

Chicago O'Hare Intl

dom. 1/12

7:00 am-6:47 pm

1 stop10h 47m

$271

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

mar. 1/7

1:00 pm-6:14 pm

1 stop6h 14m

Chicago Midway

mar. 1/14

6:00 am-1:19 pm

1 stop6h 19m

$276

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

mié. 1/8

5:55 pm-7:44 pm

Nonstop2h 49m

Chicago O'Hare Intl

sáb. 1/18

8:15 am-11:29 am

Nonstop2h 14m

$277

HartfordChicago

BDL - MDW

BDLMDW

Hartford Bradley Intl

mar. 1/7

6:00 am-7:45 am

Nonstop2h 45m

Chicago Midway

mar. 1/14

12:25 pm-3:25 pm

Nonstop2h 00m

$293

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

mar. 1/7

7:05 am-12:55 pm

1 stop6h 50m

Chicago O'Hare Intl

jue. 1/9

10:30 am-4:09 pm

1 stop4h 39m

$296

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

vie. 1/24

6:00 pm-4:10 pm

2 stops23h 10m

Chicago O'Hare Intl

dom. 1/26

12:37 pm-5:05 pm

3 stops27h 28m

$298

HartfordChicago

BDL - ORD

BDLORD

Hartford Bradley Intl

mar. 1/14

6:30 am-4:45 pm

2 stops11h 15m

Chicago O'Hare Intl

mar. 1/21

7:00 am-12:20 pm

1 stop4h 20m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 24 results
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Compare providers for flights from Hartford to Chicago

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 Hartford to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FareScanPrice Accuracy3 starsTrust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 stars
KAYAKPrice Accuracy1 starTrust 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 Hartford-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hartford-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hartford-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hartford-Chicago 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 Hartford-Chicago 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 Hartford to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Hartford 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 Hartford to Chicago

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

How far ahead should I book a flight from Hartford to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Hartford to Chicago. Price data was last updated on December 13, 2024.

To ensure you get the cheapest price possible for a flight from Hartford to Chicago, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Hartford to Chicago?

Currently, September is the cheapest month in which you can book a flight from Hartford to Chicago (average of $232). Flying from Hartford to Chicago in June is currently the most expensive (average of $308). 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 BDL to CHI?

Find hourly flight availability from Hartford to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 18, 2024.

It’s typically best to fly out from Hartford to Chicago at noon. Doing so could potentially save you 27% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Hartford to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Hartford to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Hartford to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated diciembre 18, 2024.
Peruse reviews from past customers who have flown with Frontier, Delta and United Airlines from Hartford to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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
399 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Overall

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 Hartford to Chicago. 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 from for flights from Hartford to Chicago?

    Most people fly from Hartford Bradley Intl (BDL) if they book a flight from Hartford to Chicago. On average, Bradley Intl has 5 outbound flights to Chicago per day from 6 airlines. Hartford Bradley Intl is conveniently located just 11.9 mi from Hartford’s city center.

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

    According to our current data, Frontier ($264), United Airlines ($264), and Delta ($276) offers the cheapest pricing from Hartford to Chicago. Frontier is currently priced 27% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Hartford to Chicago one-way?

    One-way options have recently been found by users for as low as $131 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $138 and Frontier from $140 one-way.

  • What are the most popular routes from Hartford to Chicago?

    Most travelers choose Hartford Bradley Intl - Chicago O'Hare Intl, Hartford Bradley Intl - Chicago Midway or Hartford Bradley Intl - Chicago Greater Rockford when deciding on the best route from Hartford to Chicago.

  • What are the most reliable airlines from Hartford to Chicago?

    The top 3 most reliable airlines when flying from Hartford to Chicago are Copa Airlines (100%), Japan Airlines (95%) and Republic Airways (95%).

  • What are the cheapest flights from Hartford to Chicago?

    While on average a flight from Hartford to Chicago is generally $1,038, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Hartford Bradley Intl - Chicago O'Hare Intl), you can expect to pay $172 for that flight.

  • Can I find deals for flights from Hartford to Chicago that include hotel bookings?

    Yes. In addition to deals on Hartford to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hartford to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hartford to Chicago.

  • Can I find deals for business class flights from Hartford to Chicago?

    Yes. Cheapflights offers flight deals from Hartford to Chicago 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 Hartford to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Hartford to Chicago (average of $232). Flying from Hartford to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for Hartford to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Hartford to Chicago

Discover the top 6 airlines that operate flights from Hartford to Chicago. 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 diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$225FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$117Average$225FlexibilityNo cancel feeOn-time65%
DeltaCheapest$175Average$296FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$194Average$341FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$214Average$400FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$232Average$367FlexibilityNo cancel feeOn-time63%
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