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$129+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
1 adult, Economy
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Find cheap flights from Chicago to Hartford with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Hartford Bradley Intl are usually found in August or September, booked 69 days in advance, depart on a Thursday or Saturday and return on a Wednesday

Cheap 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 May 25, 2026.

This Super.com deal was found by Cheapflights users on 5/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:11 pm
ORD
-
BDL
1 stop7h 44m
JetBlue
Sat 6/67:15 am
BDL
-
ORD
1 stop8h 00m
JetBlue
Deal found 5/20$290
This Priceline deal was found by Cheapflights users on 5/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:26 am
ORD
-
BDL
1 stop9h 35m
Multiple Airlines
Tue 11/106:00 am
BDL
-
ORD
1 stop6h 56m
Multiple Airlines
Deal found 5/24$291
This Priceline deal was found by Cheapflights users on 5/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:27 pm
ORD
-
BDL
1 stop5h 32m
Multiple Airlines
Wed 7/2212:27 pm
BDL
-
ORD
1 stop11h 43m
Multiple Airlines
Deal found 5/21$293
This CheapOair deal was found by Cheapflights users on 5/25. 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.
Fri 11/69:26 am
ORD
-
BDL
1 stop9h 35m
Multiple Airlines
Mon 11/96:00 am
BDL
-
ORD
1 stop6h 56m
Multiple Airlines
Deal found 5/25$296
This Expedia deal was found by Cheapflights users on 5/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/275:27 pm
ORD
-
BDL
1 stop5h 32m
Multiple Airlines
Sat 8/18:10 pm
BDL
-
ORD
1 stop28h 00m
Multiple Airlines
Deal found 5/21$297
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Sat 8/15:27 pm
ORD
-
BDL
1 stop5h 32m
Multiple Airlines
Sat 8/88:10 pm
BDL
-
ORD
1 stop27h 55m
Multiple Airlines
Deal found 5/20$302
This Booking.com deal was found by Cheapflights users on 5/22. 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.
Thu 7/235:13 pm
ORD
-
BDL
1 stop17h 19m
Frontier
Mon 7/2712:27 pm
BDL
-
ORD
1 stop11h 43m
Frontier
Deal found 5/22$307
This Booking.com deal was found by Cheapflights users on 5/24. 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.
Tue 7/712:44 am
ORD
-
BDL
1 stop11h 03m
Frontier
Wed 7/1512:27 pm
BDL
-
ORD
1 stop11h 43m
Frontier
Deal found 5/24$309
This Priceline deal was found by Cheapflights users on 5/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:44 am
ORD
-
BDL
1 stop11h 03m
Frontier
Mon 8/1712:24 pm
BDL
-
ORD
1 stop11h 41m
Frontier
Deal found 5/20$310
This Southwest deal was found by Cheapflights users on 5/21. 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 6/237:50 am
MDW
-
BDL
Nonstop2h 10m
Southwest
Tue 7/146:30 pm
BDL
-
MDW
Nonstop2h 30m
Southwest
Deal found 5/21$353
This Southwest deal was found by Cheapflights users on 5/24. 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 6/167:50 am
MDW
-
BDL
Nonstop2h 10m
Southwest
Tue 6/304:00 pm
BDL
-
MDW
1 stop6h 35m
Southwest
Deal found 5/24$363
This Southwest deal was found by Cheapflights users on 5/20. 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 8/87:50 am
MDW
-
BDL
Nonstop2h 15m
Southwest
Tue 8/117:45 am
BDL
-
MDW
Nonstop2h 20m
Southwest
Deal found 5/20$365

Find 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 May 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(Priceline)

One-way from

$129
(Super.com)

Popular in

April

Cheapest in

August

Average price

$431
Provider with most accurate pricing for Chicago (CHI)-Hartford Bradley Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hartford Bradley Intl flights.
Search Deals
From Chicago (CHI) to Hartford Bradley Intl
Search Deals
One-way flight from Chicago (CHI) to Hartford Bradley Intl
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 25, 2026.
Use the filters below to find and compare flights from Chicago to Hartford that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 6/6

3:10 pm-11:52 pm

1 stop7h 42m

Hartford Bradley Intl

Tue 6/9

7:15 am-2:30 pm

1 stop8h 15m

$320

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 8/5

8:45 am-12:00 pm

Nonstop2h 15m

Hartford Bradley Intl

Wed 8/12

12:45 pm-2:05 pm

Nonstop2h 20m

$353

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 6/17

8:08 am-4:12 pm

1 stop7h 04m

Hartford Bradley Intl

Wed 6/24

6:15 pm-11:59 pm

1 stop6h 44m

$373

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 6/4

3:27 pm-11:55 pm

1 stop7h 28m

Hartford Bradley Intl

Tue 6/9

7:15 am-2:30 pm

1 stop8h 15m

$375
Quickest round-trip

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 6/17

7:50 am-11:00 am

Nonstop2h 10m

Hartford Bradley Intl

Sun 6/21

7:05 am-8:25 am

Nonstop2h 20m

$392

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 6/23

1:25 pm-9:25 pm

1 stop7h 00m

Hartford Bradley Intl

Tue 7/14

11:40 am-5:00 pm

2 stops6h 20m

$393

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 6/13

5:00 am-12:05 pm

1 stop6h 05m

Hartford Bradley Intl

Wed 6/17

12:55 pm-7:55 pm

2 stops8h 00m

$393

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 11/5

1:15 pm-10:02 pm

1 stop7h 47m

Hartford Bradley Intl

Mon 11/9

7:05 pm-11:50 pm

1 stop5h 45m

$397

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Mon 6/15

5:22 pm-11:35 pm

1 stop5h 13m

Hartford Bradley Intl

Tue 6/16

1:50 pm-8:32 pm

1 stop7h 42m

$401

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 9/4

6:15 pm-11:59 pm

1 stop4h 44m

Hartford Bradley Intl

Tue 9/8

12:12 pm-1:57 pm

Nonstop2h 45m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 42 resultsSorted by cheapest first
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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*3 stars
eDreamsPrice Accuracy2 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 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 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 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

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 $89). Flying from Chicago to Hartford in February is currently the most expensive (average of $205). 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 May 25, 2026.

It’s optimal to fly from Chicago to Hartford in the morning. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight at noon.

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 May 25, 2026.

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 (12 on average).

How much does it cost to fly round-trip from Chicago to Hartford?

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

The best time to book flights from Chicago to Hartford is 67 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 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 May 23, 2026.

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.

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 May 25, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican 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
7.9
Good
4,270 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,270 reviews
Southwest
7.9
Good
4,270 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,747 reviews
Southwest
7.9
Good
4,270 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,629 reviews
Southwest
7.9
Good
4,270 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 20 flights from Chicago to Bradley Intl per day from 4 different airlines.

  • How long is the flight from Chicago to Hartford?

    Departing from Chicago to Hartford will take you 2h 15m. 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 Frontier, from $185, and United Airlines, from $199. American Airlines is priced at 52% 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 Southwest. According to our data, you can fly for as low as $78. Users have also found prices from $84 and $88 on Frontier and American 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 Republic Airways (82%), American Airlines (75%) or Alaska Airlines (73%) 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 $146. On average you can expect to pay $392. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $262.

  • 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 $89). Flying from Chicago to Hartford in February is currently the most expensive (average of $205). 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
New Britain
Uncasville
Enfield
Windsor Locks
Cromwell
Windsor
Farmington
East Hartford
Southington
Northampton
Westfield
Rocky Hill
Glastonbury
Meriden
West Springfield
Newington
Lee
West Hartford

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$177Average$398FlexibilityNo cancel feeOn-time71%
FrontierCheapest$185Average$230FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$199Average$423FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$240Average$337FlexibilityNo cancel feeOn-time63%

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