CHI - BDL

$90 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 4/13. 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
$293
Frontier
Sat 4/11Mon 4/13
MDW - BDL • 1 stop
Cheapest non-stop
$317
Typical prices: $367-$552
United Airlines
Tue 4/14Tue 4/28
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 $293 (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 10m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 17% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $185 (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 55% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
Good to know
+1
+1
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+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

Sat, Apr 11 - Mon, Apr 13
Frontier Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$293Frontier
Fri, May 1 - Mon, May 4
Multiple Airlines Logo
5:50 am - 4:21 pm
ORD
-
BDL
9h 31m
1 stop
Multiple Airlines Logo
6:45 am - 9:36 pm
BDL
-
ORD
15h 51m
2 stops
$294Multiple Airlines
Thu, Apr 2 - Mon, Apr 6
Multiple Airlines Logo
4:36 pm - 12:04 pm
ORD
-
BDL
18h 28m
2 stops
Multiple Airlines Logo
9:53 pm - 8:03 pm
BDL
-
ORD
23h 10m
1 stop
$297Multiple Airlines
Tue, Mar 31 - Mon, Apr 6
Multiple Airlines Logo
6:36 pm - 11:09 pm
ORD
-
BDL
27h 33m
2 stops
Multiple Airlines Logo
12:49 pm - 10:44 am
BDL
-
ORD
22h 55m
1 stop
$298Multiple Airlines
Tue, Mar 31 - Mon, Apr 6
Multiple Airlines Logo
4:33 pm - 3:05 pm
MDW
-
BDL
21h 32m
1 stop
Multiple Airlines Logo
9:53 pm - 8:07 pm
BDL
-
MDW
23h 14m
2 stops
$298Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
6:08 pm - 4:03 pm
ORD
-
BDL
20h 55m
2 stops
Multiple Airlines Logo
3:50 pm - 9:40 am
BDL
-
ORD
18h 50m
1 stop
$299Multiple Airlines
Thu, Apr 2 - Mon, Apr 6
Frontier Logo
4:21 pm - 1:53 pm
ORD
-
BDL
20h 32m
1 stop
Frontier Logo
9:53 pm - 11:36 pm
BDL
-
ORD
26h 43m
1 stop
$300Frontier
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
2:15 pm - 2:49 pm
MDW
-
BDL
23h 34m
1 stop
Multiple Airlines Logo
7:20 am - 10:14 pm
BDL
-
MDW
15h 54m
2 stops
$300Multiple Airlines
Fri, Sep 11 - Sun, Sep 13
JetBlue Logo
1:35 pm - 10:34 pm
ORD
-
BDL
7h 59m
1 stop
JetBlue Logo
6:45 am - 12:20 pm
BDL
-
ORD
6h 35m
1 stop
$305JetBlue
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
12:55 pm - 4:00 pm
MDW
-
BDL
2h 05mnonstop
Southwest Logo
7:50 am - 9:15 am
BDL
-
MDW
2h 25mnonstop
$317Southwest
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 April.

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 $293 on the route between Chicago O'Hare Intl Airport (ORD) and Hartford (BDL). Over the past month, this route was, on average, 17% cheaper than other Chicago-Hartford routes. It 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 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 March and February, where the average cost of round-trip tickets is $453 and $418 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 $466 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 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 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$90
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 30% 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 $90 for a one-way ticket and $293 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 $330 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 $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 $211 or less one-way and $429 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 4320 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

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. :/

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.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

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

Information on your arrival and departure airports