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$146+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BDL
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
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 October or September, booked 69 days in advance, depart on a Saturday or Thursday 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 July 24, 2026.

This United Airlines deal was found by Cheapflights users on 7/23. 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 9/127:30 pm
ORD
-
BDL
Nonstop2h 23m
United Airlines
Tue 9/1512:12 pm
BDL
-
ORD
Nonstop2h 45m
United Airlines
Deal found 7/23$277
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:00 pm
MDW
-
BDL
Nonstop2h 05m
Southwest
Sat 10/38:10 am
BDL
-
MDW
Nonstop2h 20m
Southwest
Deal found 7/22$277
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/138:10 am
ORD
-
BDL
Nonstop2h 26m
American Airlines
Mon 8/177:00 am
BDL
-
ORD
Nonstop2h 53m
American Airlines
Deal found 7/23$278
This CheapOair deal was found by Cheapflights users on 7/23. 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.
Thu 9/32:35 pm
ORD
-
BDL
1 stop8h 23m
Multiple Airlines
Mon 9/712:27 pm
BDL
-
ORD
1 stop11h 41m
Multiple Airlines
Deal found 7/23$279
This Priceline deal was found by Cheapflights users on 7/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:44 am
ORD
-
BDL
1 stop11h 03m
Multiple Airlines
Sun 8/235:07 pm
BDL
-
ORD
1 stop7h 37m
Multiple Airlines
Deal found 7/22$281
This Priceline deal was found by Cheapflights users on 7/20. 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.
Sun 8/1612:44 am
ORD
-
BDL
1 stop11h 03m
Frontier
Mon 8/2412:27 pm
BDL
-
ORD
1 stop11h 41m
Frontier
Deal found 7/20$282
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:00 pm
ORD
-
BDL
1 stop7h 14m
JetBlue
Wed 9/236:25 am
BDL
-
ORD
1 stop4h 33m
JetBlue
Deal found 7/22$283
This JetBlue deal was found by Cheapflights users on 7/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:27 pm
ORD
-
BDL
1 stop5h 53m
JetBlue
Sat 8/295:07 pm
BDL
-
ORD
1 stop7h 37m
JetBlue
Deal found 7/20$285
This Frontier deal was found by Cheapflights users on 7/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:26 am
ORD
-
BDL
1 stop9h 35m
Frontier
Sun 10/48:55 pm
BDL
-
ORD
1 stop12h 26m
Frontier
Deal found 7/20$286
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:15 am
ORD
-
BDL
Nonstop2h 23m
United Airlines
Mon 8/176:00 am
BDL
-
ORD
1 stop6h 46m
United Airlines
Deal found 7/22$287
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:35 pm
ORD
-
BDL
1 stop8h 23m
JetBlue
Sun 8/305:07 pm
BDL
-
ORD
1 stop7h 37m
JetBlue
Deal found 7/22$289
This Frontier deal was found by Cheapflights users on 7/23. 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.
Fri 9/49:10 pm
ORD
-
BDL
1 stop13h 22m
Frontier
Mon 9/712:27 pm
BDL
-
ORD
1 stop11h 41m
Frontier
Deal found 7/23$290

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 July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(United Airlines)

One-way from

$146
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$469
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. 20% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 24, 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

Mon 12/7

4:20 pm-11:57 pm

1 stop6h 37m

Hartford Bradley Intl

Wed 12/16

6:15 am-7:50 am

Nonstop2h 35m

$287

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 9/30

7:30 am-4:55 pm

1 stop8h 25m

Hartford Bradley Intl

Thu 10/1

7:05 pm-8:25 pm

Nonstop2h 20m

$287

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 8/20

8:45 am-2:05 pm

1 stop4h 20m

Hartford Bradley Intl

Thu 8/27

4:50 pm-6:35 pm

Nonstop2h 45m

$287

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 9/29

8:45 am-12:00 pm

Nonstop2h 15m

Hartford Bradley Intl

Tue 9/29

3:05 pm-6:45 pm

1 stop4h 40m

$287

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 8/28

2:35 pm-11:58 pm

1 stop8h 23m

Hartford Bradley Intl

Sun 8/30

5:07 pm-11:44 pm

1 stop7h 37m

$289

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 10/22

6:45 pm-9:50 pm

Nonstop2h 05m

Hartford Bradley Intl

Mon 10/26

4:25 pm-11:10 pm

2 stops7h 45m

$292

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 8/22

6:42 pm-11:51 pm

1 stop4h 09m

Hartford Bradley Intl

Mon 8/24

5:16 pm-10:36 pm

1 stop6h 20m

$297

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 9/4

6:15 pm-9:38 pm

Nonstop2h 23m

Hartford Bradley Intl

Mon 9/7

9:40 am-11:26 am

Nonstop2h 46m

$300

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/4

7:10 pm-10:20 pm

Nonstop2h 10m

Hartford Bradley Intl

Mon 9/7

6:20 pm-7:40 pm

Nonstop2h 20m

$300

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 9/11

7:15 am-10:34 am

Nonstop2h 19m

Hartford Bradley Intl

Sun 9/13

12:12 pm-1:57 pm

Nonstop2h 45m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 45 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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust 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, October is the cheapest month in which you can book a flight from Chicago to Hartford (average of $300). Flying from Chicago to Hartford in July is currently the most expensive (average of $491). 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 July 24, 2026.

It’s optimal to fly from Chicago to Hartford in the morning. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the afternoon.

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 July 24, 2026.

The most flights from CHI to BDL are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

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

Airfare is below average for this route at the moment.
Chicago to Hartford flights typically cost between $330 and $474 in September.
The cheapest round-trip price found within the last 5 days was $277 on United Airlines (Sep 12-Sep 15).

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

The best time to book flights from Chicago to Hartford is 69 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 July 18, 2026.

Travelers seeking maximum savings on their Chicago to Hartford flight should consider departing on Tuesday evenings 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 July 24, 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
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
United Airlines
7.4
Good
10,028 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
American Airlines
7.1
Good
11,843 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

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 23m. There are 780 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 $184. Other airlines that can offer you cheap pricing are Frontier, from $185, and United Airlines, from $201. American Airlines is priced at 53% 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 $88. Users have also found prices from $114 and $123 on American Airlines and United 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 (90%), Envoy Air (84%) or United Airlines (83%) 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 $144. On average you can expect to pay $471. The most popular route, (Chicago O'Hare Intl - Hartford Bradley Intl), can usually be booked for $227.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Hartford (average of $300). Flying from Chicago to Hartford in July is currently the most expensive (average of $491). 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
West Springfield
Southington
Enfield
Windsor Locks
Cromwell
Farmington
Windsor
East Hartford
Northampton
Westfield
Newington
Rocky Hill
Glastonbury
Meriden
Lee
West Hartford

Browse thousands of different options on Cheapflights for your next trip

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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 July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$184Average$424FlexibilityNo cancel feeOn-time71%
FrontierCheapest$185Average$230FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$201Average$435FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$248Average$403FlexibilityNo cancel feeOn-time63%

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