CHI - BDL

$149 Find Cheap Flights from Chicago to Hartford - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Hartford departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$277
Typical prices: $219-$485
American Airlines
Sat 9/12Wed 9/16
ORD - BDL • Non-stop
Cheapest non-stop
$277
Typical prices: $219-$485
American Airlines
Tue 9/22Sat 9/26
ORD - BDL • Non-stop
Top airlines
Cheapest • from $277 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 17m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
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Insights
Top layover airports
Cheapest • Avg $212 (round-trip)
Shortest trip • 3h 38m (one-way)
Insights
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Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 55% compared to booking last minute.
Insights
Insights
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Insights
When to travel
Cheapest • 28% price drop
Most popular
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Flight Deals

Cheap Flights from Chicago to Hartford (CHI-BDL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Hartford that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Hartford

Sat, Sep 12 - Wed, Sep 16
American Airlines Logo
7:31 pm - 10:58 pm
ORD
-
BDL
2h 27mnonstop
American Airlines Logo
6:24 pm - 8:30 pm
BDL
-
ORD
3h 06mnonstop
$277American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
7:35 pm - 10:54 pm
ORD
-
BDL
2h 19mnonstop
American Airlines Logo
5:41 pm - 7:50 pm
BDL
-
ORD
3h 09mnonstop
$277American Airlines
Wed, Sep 16 - Sat, Sep 19
United Airlines Logo
2:25 pm - 5:45 pm
ORD
-
BDL
2h 20mnonstop
United Airlines Logo
6:00 am - 7:46 am
BDL
-
ORD
2h 46mnonstop
$277United Airlines
Tue, Oct 6 - Sat, Oct 10
United Airlines Logo
6:15 pm - 9:37 pm
ORD
-
BDL
2h 22mnonstop
United Airlines Logo
9:44 am - 11:29 am
BDL
-
ORD
2h 45mnonstop
$277United Airlines
Sat, Oct 31 - Mon, Nov 2
Southwest Logo
8:35 am - 11:45 am
MDW
-
BDL
2h 10mnonstop
Southwest Logo
6:40 pm - 8:05 pm
BDL
-
MDW
2h 25mnonstop
$277Southwest
Thu, Sep 3 - Thu, Sep 10
Southwest Logo
8:45 am - 12:00 pm
MDW
-
BDL
2h 15mnonstop
Southwest Logo
1:40 pm - 2:55 pm
BDL
-
MDW
2h 15mnonstop
$277Southwest
Fri, Nov 6 - Sun, Nov 8
Multiple Airlines Logo
2:35 pm - 11:55 pm
ORD
-
BDL
8h 20m
1 stop
Multiple Airlines Logo
8:55 pm - 8:21 am
BDL
-
ORD
12h 26m
1 stop
$277Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
5:27 pm - 12:20 am
ORD
-
BDL
5h 53m
1 stop
Multiple Airlines Logo
12:27 pm - 11:08 pm
BDL
-
ORD
11h 41m
1 stop
$277Multiple Airlines
Thu, Sep 3 - Mon, Sep 7
Frontier Logo
7:44 pm - 11:32 am
ORD
-
BDL
14h 48m
1 stop
Frontier Logo
12:27 pm - 11:08 pm
BDL
-
ORD
11h 41m
1 stop
$280Frontier
Fri, Sep 4 - Mon, Sep 7
Frontier Logo
9:10 pm - 11:32 am
ORD
-
BDL
13h 22m
1 stop
Frontier Logo
12:27 pm - 11:08 pm
BDL
-
ORD
11h 41m
1 stop
$282Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Hartford flights

Get data-powered insights and trends into flights from Chicago to Hartford to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Hartford?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Hartford departing in September.

Flight prices are typical for this route right now.

Flights to Hartford from Chicago usually cost between $242 and $433 in September.
The lowest price found in the past 5 days was $277 on United Airlines (Sep 12-Sep 15).

What is the cheapest Chicago to Hartford flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago to Hartford costs $277 on the route between Chicago O'Hare Intl Airport (ORD) and Hartford (BDL). The most popular route is between Chicago O'Hare Intl Airport (ORD) and Hartford (BDL).

What’s the cheapest day of the week to fly from Chicago to Hartford?

The average price of all round-trip flights from Chicago to Hartford clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Hartford, you should consider leaving on a Saturday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Hartford, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Hartford is October, where tickets cost $300 (return) on average. On the other hand, the most expensive months are July and April, where the average cost of round-trip tickets is $503 and $486 respectively.

Can I save money by flying with a layover from Chicago to Hartford?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $435, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Hartford, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Hartford, you should book around 4 weeks before departure, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Hartford

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low season

February

Cheapest flight

$149
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Chicago O'Hare Airport to Hartford

When to book flights from Chicago to Hartford

Are your dates flexible? Find out the best times to travel from Chicago to Hartford based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Hartford

  • Are there lounges at Bradley International Airport (BDL)?

    Passengers arriving at Bradley International Airport (BDL) from Chicago will be happy to learn that it has a lounge, The Escape Lounge. Priority access is for holders of American Express Platinum cards. Also, any traveler, irrespective of the carrier they’re flying, can access the lounge after paying for the day pass. The Lounge is located near Gate 1.

  • Are there car rentals at Bradley International Airport (BDL)?

    You’ll certainly relish the comfort and convenience of leaping into an adventure in your car once you land at BDL. Those who have just arrived at BDL from Chicago will have several car rental agencies to choose from, including Hertz, Avis and National. The transportation center is located outside the terminal at the lower level after baggage claims, across the roadway.

  • Which is the best way to get to downtown Hartford from BDL?

    Downtown Hartford and Bradley International Airport (BDL) lie about 15.5 miles apart. The easiest way to commute from BDL to the city center is via 30-Bradley Flyer, a CTtransit bus that departs every 40 minutes and takes 30 minutes to complete the journey.

  • Are there any services for passengers with limited mobility at the BDL upon their arrival?

    BDL offers handicapped help to persons with disabilities passing through it. There’s an elevator in Terminal A, and all restrooms are wheelchair accessible. Furthermore, the lobby, concourse and baggage claim area are equipped with TDD /TTY phones.

  • What is the cheapest flight from Chicago to Hartford?

    In the last 5 days, the lowest price for a flight from Chicago to Hartford was $149 for a one-way ticket and $277 for a round-trip.

  • Do I need a passport to fly between Chicago and Hartford?

    A passport is not required to fly from Chicago to Hartford.

  • Which airports will I be using when flying from Chicago to Hartford?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Hartford Bradley Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Hartford?

    American Airlines, and Finnair offer inflight Wi-Fi service on the Chicago to Hartford flight route.

  • Which aircraft models fly most regularly from Chicago to Hartford?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Hartford flight route.

  • Which airline alliances offer flights from Chicago to Hartford?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Hartford, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Hartford?

    There are nonstop flights from Chicago to Hartford on a daily basis.

  • Which is the best airline for flights from Chicago to Hartford, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Hartford are Southwest and United Airlines. With an average price for the route of $410 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $432 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Hartford?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Hartford.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Hartford?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hartford from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Hartford?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hartford with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Hartford?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hartford from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Hartford

  • Looking for a cheap flight? 25% of our users found flights on this route for $206 or less one-way and $337 or less round-trip.
  • Those flying United Airlines from Chicago to Bradley International Airport (BDL) should remember that the airline runs a hub at Chicago O’Hare International Airport (ORD). Travelers depart through Terminal 1 at ORD on their way to BDL. You’ll enjoy a free shuttle that operates between Parking Lot F and the departure terminal, in addition to fast-lane service at the security counter.
  • Suppose you’re passing through Chicago O’Hare International Airport (ORD) with your family. In that case, bear in mind that the facility provides lactation rooms in every concourse. The suites offer comfortable and private spaces for moms to pump and breastfeed their kids. Other amenities in the rooms include sinks, a diaper changing surface, and comfortable seats.
  • Chicago Midway International Airport (MDW) has a road system that links the terminal and the secure area. To move from one building to the other, a pedestrian bridge is handy. You’ll be required to clear with the security in the terminal building before crossing into the concourses.
  • United Airlines permits you to bring your furry family members such as cats and dogs into the cabin. Your pets must bear the relevant medical documentation, especially the anti-rabies vaccine certificate. Remember to lock your dog in its cage throughout the trip to prevent them from disturbing other passengers.
  • Do you plan to leave from Chicago to Hartford with an early morning flight? Then secure a room in a hotel close to Chicago Midway International Airport (MDW). DoubleTree by Hilton Chicago Midway Airport is one such hotel, and it offers a complimentary shuttle to and from the airport. As such, you are sure of making to your terminal in time for your departure.

Prefer to fly direct from Chicago to Hartford?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Hartford Bradley Intl.
Find which airlines fly direct from Chicago to Hartford Bradley Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Hartford Bradley Intl

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Hartford Bradley Intl to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Hartford

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hartford. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Hartford? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4229 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

it was a short flight, so no refreshments. Could've used some water since I was running from the end of one terminal to the end of another to catch this flight

Easier that prior flight. The airline attendants didn’t really do most of their job as I noted in prior email.

Would like to have screens on back of each seat for entertainment.

The flight attendants were really nice, and of good spirits. Gave all of the safety announcements with a bit of humor and friendly reminders. Easy boarding even as an early c group passenger. Aisle seats available in back of the plane. Coke products and snack mix available. Love the free bag check.

The staff and attendants could have been more helpful with storing carry-ons above in the overhead compartments as well as helping passengers find available seats. There was no food/beverage service due to turbulence There was no internext connectivity due to turbulence The boarding process should be changed entirely and seats should be reserved or assigned to expedite the boarding process.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Tired of being nickel and dimed for every little thing, especially carry-on luggage.

Late start, late arrival and very uncomfortable seats. No legroom, no elbow room because the person next to me was fat. I had to press myself toward the aisle or be rubbing arms with them. As a result, I was bumped every time someone passed in the aisle. But I couldn't get away from the hip encroachment. Who wants to rub hips with an oversized stranger for over 2 hours? I'm not fat, just tall and larger-than-average frame so I need to leg room but it would be nice if other peoples' body parts weren't squeezing under and over the arm of the seating. Why should it cost me so much for simple comfort so United can get a little more profit?

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

Like all of the flights I took to get down to Dallas. They were delayed

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Good communication at the gate and very nice crew in the flight

Unfortunately we had turbulence because of the weather and when we were about to land in Miami, the pilot brought the aircraft quickly up because another plane was in its way. The pilot was remarkable however we weren’t told until we started our second descent. Our flight was GOOD. The flight from Miami to Hartford was packed, so many people. It was late at night and we were tired and just wanted to be home. Obviously, the aviation staff preformed well.

Everything you need to know for your flight from Chicago to Hartford

Information on your arrival and departure airports