CHI - BDL

$103 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 6/11. 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
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Everything you should know

Cheapest round-trip
$317
Typical prices: $477-$356
Frontier
Thu 5/28Tue 6/2
ORD - BDL • 1 stop
Cheapest non-stop
$333
Typical prices: $476-$356
United Airlines
Tue 5/26Tue 6/2
ORD - BDL • Non-stop
Advice from real travelers
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
Top airlines
Cheapest • from $322 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $212 (round-trip)
Shortest trip • 3h 38m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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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, May 28 - Tue, Jun 2
Multiple Airlines Logo
5:11 pm - 4:45 pm
ORD
-
BDL
22h 34m
1 stop
Multiple Airlines Logo
7:15 am - 7:51 pm
BDL
-
ORD
13h 36m
2 stops
$317Multiple Airlines
Thu, Jun 11 - Tue, Jun 16
Multiple Airlines Logo
5:25 pm - 11:38 am
ORD
-
BDL
17h 13m
1 stop
Multiple Airlines Logo
6:45 am - 5:22 pm
BDL
-
ORD
11h 37m
1 stop
$318Multiple Airlines
Sun, May 24 - Sun, May 31
JetBlue Logo
6:15 am - 11:55 pm
ORD
-
BDL
16h 40m
1 stop
JetBlue Logo
7:15 am - 2:30 pm
BDL
-
ORD
8h 15m
1 stop
$322JetBlue
Wed, Aug 19 - Sat, Aug 22
Multiple Airlines Logo
9:39 am - 11:59 pm
ORD
-
BDL
13h 20m
1 stop
Multiple Airlines Logo
12:33 pm - 11:14 pm
BDL
-
ORD
11h 41m
1 stop
$323Multiple Airlines
Thu, May 28 - Sat, May 30
Multiple Airlines Logo
8:06 pm - 12:12 pm
ORD
-
BDL
15h 06m
1 stop
Multiple Airlines Logo
7:35 am - 7:41 pm
BDL
-
ORD
13h 06m
2 stops
$325Multiple Airlines
Fri, Oct 16 - Sun, Oct 18
JetBlue Logo
1:00 pm - 11:44 pm
ORD
-
BDL
9h 44m
1 stop
JetBlue Logo
6:25 am - 11:47 am
BDL
-
ORD
6h 22m
1 stop
$330JetBlue
Wed, Aug 12 - Sat, Aug 15
American Airlines Logo
1:45 pm - 4:54 pm
ORD
-
BDL
2h 09mnonstop
American Airlines Logo
5:21 pm - 10:00 pm
BDL
-
ORD
5h 39m
1 stop
$332American Airlines
Wed, May 27 - Wed, Jun 3
United Airlines Logo
7:00 am - 10:21 am
ORD
-
BDL
2h 21mnonstop
United Airlines Logo
6:09 am - 7:54 am
BDL
-
ORD
2h 45mnonstop
$333United Airlines
Wed, May 27 - Wed, Jun 3
Southwest Logo
7:40 am - 10:40 am
MDW
-
BDL
2h 00mnonstop
Southwest Logo
6:20 pm - 7:50 pm
BDL
-
MDW
2h 30mnonstop
$333Southwest
Wed, May 27 - Wed, Jun 3
Southwest Logo
7:40 am - 10:40 am
MDW
-
BDL
2h 00mnonstop
Southwest Logo
11:20 am - 4:15 pm
BDL
-
MDW
5h 55m
1 stop
$343Southwest
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 May.

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 $355 on the route between Chicago Midway Airport (MDW) and Hartford (BDL). This is also the most popular route.

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 Thursday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays 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 November, where tickets cost $89 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $205 and $163 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 $471, 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 54% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 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 seasonFebruary
Cheapest flight$103
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 33% 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 $103 for a one-way ticket and $317 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?

    Only American Airlines offers 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 $319 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 $386 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 $211 or less one-way and $438 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 4314 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

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

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

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

Information on your arrival and departure airports