CHI - BDL

$60 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 3/3. 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
$154
Overall average: $380
Frontier
Thu 2/12Thu 2/19
ORD - BDL • 1 stop
Cheapest non-stop
$289
Typical prices: $323-$587
United Airlines
Wed 2/25Wed 3/4
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
Frontier
Cheapest • from $154 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD
-
BDL
Cheapest • 9% average savings
ORD
-
BDL
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 28% 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.
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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, Feb 12 - Thu, Feb 19
Frontier Logo
5:05 am - 1:32 pm
ORD
-
BDL
7h 27m
1 stop
Frontier Logo
2:27 pm - 10:39 pm
BDL
-
ORD
9h 12m
1 stop
$154Frontier
Thu, Feb 12 - Thu, Feb 19
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
2:27 pm - 10:37 pm
BDL
-
MDW
9h 10m
1 stop
$154Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
10:25 am - 7:17 pm
ORD
-
BDL
7h 52m
1 stop
Frontier Logo
1:07 pm - 10:39 pm
BDL
-
ORD
10h 32m
1 stop
$160Frontier
Tue, Mar 3 - Sat, Mar 7
Frontier Logo
8:30 am - 9:23 am
ORD
-
BDL
23h 53m
1 stop
Frontier Logo
8:08 pm - 10:38 pm
BDL
-
ORD
27h 30m
1 stop
$174Frontier
Wed, Mar 4 - Sat, Mar 7
Frontier Logo
8:30 am - 10:37 am
ORD
-
BDL
25h 07m
1 stop
Frontier Logo
8:08 pm - 10:38 pm
BDL
-
ORD
27h 30m
1 stop
$184Frontier
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
9:10 pm - 8:27 pm
BDL
-
MDW
24h 17m
1 stop
$189Frontier
Thu, Apr 30 - Sun, May 3
Frontier Logo
10:25 am - 7:17 pm
ORD
-
BDL
7h 52m
1 stop
Frontier Logo
8:08 pm - 2:17 pm
BDL
-
ORD
19h 09m
1 stop
$195Frontier
Fri, May 1 - Thu, May 7
Frontier Logo
9:14 am - 7:17 pm
MDW
-
BDL
9h 03m
1 stop
Frontier Logo
1:07 pm - 10:19 pm
BDL
-
MDW
10h 12m
1 stop
$195Frontier
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
6:19 pm - 6:11 pm
ORD
-
BDL
22h 52m
1 stop
Multiple Airlines Logo
2:09 pm - 11:37 pm
BDL
-
ORD
10h 28m
2 stops
$201Multiple Airlines
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
6:19 pm - 6:11 pm
ORD
-
BDL
22h 52m
1 stop
Multiple Airlines Logo
7:05 am - 11:37 pm
BDL
-
ORD
17h 32m
1 stop
$208Multiple Airlines
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 February.

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 $215 on the route between Chicago O'Hare Intl Airport (ORD) and Hartford (BDL). However, over the past month, flights between Chicago Midway Airport (MDW) and Hartford (BDL) were, on average, 9% 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 Sundays 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 November and February, where the average cost of round-trip tickets is $402 and $393 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $443 on average.

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 3 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 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
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.

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.

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$60
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 28% 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 $60 for a one-way ticket and $154 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 $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 $374 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 $194 or less one-way and $359 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 4268 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

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

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

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.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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.

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

Information on your arrival and departure airports