CHI - BDL

$85 Find Cheap Flights from Chicago to Hartford

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 1/24. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Hartford

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hartford, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hartford, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$169
Overall average: $345
Multiple Airlines
Thu 1/29Sun 2/1
ORD - BDL • 1 stop
Cheapest non-stop
$227
Typical prices: $297-$629
United Airlines
Sat 1/17Sun 1/18
ORD - BDL • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom comfort.
Southwest provides two free checked bags for travelers.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Hartford
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Top airlines
Delta
Cheapest • from $177 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MDW-BDL
Cheapest • 12% average savings
ORD-BDL
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 29% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hartford!
Flight Deals
Booking Insights
Expert advice
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

Thu, Jan 29 - Sun, Feb 1
Multiple Airlines Logo
10:48 am - 7:36 pm
ORD
-
BDL
7h 48m1 stop
Multiple Airlines Logo
8:31 pm - 10:41 am
BDL
-
ORD
15h 10m1 stop
$169Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Frontier Logo
6:02 pm - 10:37 am
ORD
-
BDL
15h 35m2 stops
Frontier Logo
11:32 am - 8:57 pm
BDL
-
ORD
10h 25m1 stop
$175Frontier
Sat, Jan 17 - Sun, Jan 18
Delta Logo
12:30 pm - 8:08 pm
ORD
-
BDL
6h 38m1 stop
Delta Logo
6:04 am - 11:47 am
BDL
-
ORD
6h 43m1 stop
$177Delta
Sat, Jan 17 - Sun, Jan 18
Delta Logo
11:45 am - 8:08 pm
MDW
-
BDL
7h 23m1 stop
Delta Logo
5:40 am - 8:52 am
BDL
-
MDW
4h 12m1 stop
$177Delta
Mon, Jan 12 - Mon, Jan 19
Multiple Airlines Logo
5:35 am - 5:48 pm
ORD
-
BDL
11h 13m1 stop
Multiple Airlines Logo
5:56 pm - 5:52 pm
BDL
-
ORD
24h 56m1 stop
$181Multiple Airlines
Mon, Jan 12 - Mon, Jan 19
Multiple Airlines Logo
5:35 am - 10:04 pm
ORD
-
BDL
15h 29m2 stops
Multiple Airlines Logo
5:56 pm - 1:13 pm
BDL
-
ORD
20h 17m1 stop
$183Multiple Airlines
Thu, Jan 29 - Sun, Feb 1
Multiple Airlines Logo
12:44 pm - 11:56 pm
ORD
-
BDL
10h 12m2 stops
Multiple Airlines Logo
8:31 pm - 10:41 am
BDL
-
ORD
15h 10m1 stop
$186Multiple Airlines
Thu, Jan 15 - Thu, Jan 22
Frontier Logo
8:51 pm - 5:11 pm
ORD
-
BDL
19h 20m1 stop
Frontier Logo
8:31 pm - 10:35 am
BDL
-
ORD
15h 04m1 stop
$196Frontier
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
6:40 am - 11:55 am
MDW
-
BDL
4h 15m1 stop
Southwest Logo
5:30 am - 7:05 am
BDL
-
MDW
2h 35mnonstop
$235Southwest
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
9:55 am - 7:20 pm
MDW
-
BDL
8h 25m2 stops
Southwest Logo
5:30 am - 7:05 am
BDL
-
MDW
2h 35mnonstop
$240Southwest
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.

Find cheap flights to Hartford
Find cheap flights to Hartford

Planning a trip from Chicago to Hartford? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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 January.

What is the cheapest Chicago to Hartford flight route?

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

The cheapest return flight from Chicago to Hartford costs $157 on the route between Chicago Midway Airport (MDW) and Hartford (BDL). Over the past month, this route was, on average, 12% cheaper than other Chicago-Hartford routes. 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 Thursdays 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 August, where tickets cost $249 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $444 and $402 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 $370, 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 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 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.
Airlines
American Airlines

Main Cabin Extra offers early boarding and complimentary drinks, enhancing your travel experience.


Download the American Airlines app for access to inflight entertainment on your personal device.

United Airlines

United offers Economy Plus seats with up to six inches more legroom for added comfort.


Consider Priority Boarding to secure overhead bin space and avoid gate-checking your carry-on.

Southwest

Southwest offers free snacks and soft drinks; download their app for entertainment.


Use Cash + Points to book Southwest flights, offering flexibility in payment options.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

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.

Read more

Good to know

Low seasonFebruary
Cheapest flight$81
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 29% 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 3 days, the lowest price for a flight from Chicago to Hartford was $81 for a one-way ticket and $169 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 JetBlue 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 $323 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $381 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 $271 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.
7.9
SouthwestOverall score based on 4250 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

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.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

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

Information on your arrival and departure airports