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£75 Cheap Flights from Hartford (BDL) to Chicago (ORD)

View £75 flight on Wed, 14 Oct 2026Opens in a new window

Popular airlines from Bradley Intl. Airport (BDL) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Hartford (BDL) to Chicago (ORD)

Prices were available within the past 7 days and start at £75 for one-way flights and £159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, 24 Aug - Wed, 26 Aug
BDL
Hartford
ORD
Chicago
£159 Return, found 2 days ago
£159
Return
found 2 days ago
Select JetBlue Airways flight, departing Mon, 24 Aug from Hartford to Chicago, returning Wed, 26 Aug, priced at £159 found 2 days ago
JetBlue Airways
Tue, 18 Aug - Wed, 19 Aug
BDL
Hartford
ORD
Chicago
£165 Return, found 1 day ago
£165
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 18 Aug from Hartford to Chicago, returning Wed, 19 Aug, priced at £165 found 1 day ago
JetBlue Airways
Mon, 24 Aug - Wed, 26 Aug
BDL
Hartford
ORD
Chicago
£167 Return, found 2 days ago
£167
Return
found 2 days ago
Select JetBlue Airways flight, departing Mon, 24 Aug from Hartford to Chicago, returning Wed, 26 Aug, priced at £167 found 2 days ago
JetBlue Airways
Tue, 18 Aug - Wed, 19 Aug
BDL
Hartford
ORD
Chicago
£173 Return, found 1 day ago
£173
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 18 Aug from Hartford to Chicago, returning Wed, 19 Aug, priced at £173 found 1 day ago
JetBlue Airways
Wed, 14 Oct - Wed, 21 Oct
BDL
Hartford
ORD
Chicago
£178 Return, found 5 days ago
£178
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 14 Oct from Hartford to Chicago, returning Wed, 21 Oct, priced at £178 found 5 days ago
JetBlue Airways
Tue, 18 Aug - Thu, 20 Aug
BDL
Hartford
ORD
Chicago
£182 Return, found 1 day ago
£182
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 18 Aug from Hartford to Chicago, returning Thu, 20 Aug, priced at £182 found 1 day ago
JetBlue Airways
Tue, 18 Aug - Thu, 20 Aug
BDL
Hartford
ORD
Chicago
£186 Return, found 1 day ago
£186
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 18 Aug from Hartford to Chicago, returning Thu, 20 Aug, priced at £186 found 1 day ago
JetBlue Airways
Tue, 18 Aug - Wed, 19 Aug
BDL
Hartford
ORD
Chicago
£215 Return, found 1 day ago
£215
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 18 Aug from Hartford to Chicago, returning Wed, 19 Aug, priced at £215 found 1 day ago
JetBlue Airways
Wed, 14 Oct - Wed, 21 Oct
BDL
Hartford
ORD
Chicago
£230 Return, found 5 days ago
£230
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 14 Oct from Hartford to Chicago, returning Wed, 21 Oct, priced at £230 found 5 days ago
JetBlue Airways
Fri, 18 Sept - Sun, 20 Sept
BDL
Hartford
ORD
Chicago
£233 Return, found 3 hours ago
£233
Return
found 3 hours ago
Select JetBlue Airways flight, departing Fri, 18 Sept from Hartford to Chicago, returning Sun, 20 Sept, priced at £233 found 3 hours ago

Frequently asked questions

How much does a flight from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from BDL to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when BDL to ORD ticket fares go up or down.
What is the cheapest month to fly from Hartford, CT (BDL) to Chicago, IL (ORD)?
The cheapest months to fly from Hartford, CT (BDL) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Hartford, CT (BDL) to Chicago, IL (ORD)?
Enter BDL to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Sun Country Airlines is one of the cheapest airlines offering connecting return flights on this route, with tickets starting from around £206. Southwest Airlines is one of the cheapest airlines offering nonstop return flights from Bradley Intl. (BDL) to O'Hare Intl. (ORD), with tickets starting from around £292 for flights that can be booked for departure within the next year. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, Southwest Airlines typically offers the lowest fares. American Airlines offers the most daily flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) is typically August. This month offers a great balance, as it's both one of the cheapest months to fly, with return flights averaging around £206, and it's also a very popular time to travel, meaning you'll have plenty of flight options. If you're flexible, August gives you both affordable fares and excellent flight schedules to work with.
How many flights per day from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 9 nonstop flights per day from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are around 49 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), Ronald Reagan Washington National (DCA), and Charlotte-Douglas Intl. (CLT).
What is the earliest flight from Hartford, CT (BDL) to Chicago, IL (ORD)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from Hartford, CT (BDL) to Chicago, IL (ORD). To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Friday, with around 38 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United. Friday offers notably more flight options compared to other days of the week, making it a convenient day to travel.
What are the most popular departure times for flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer these early morning flights as they allow you to arrive at your destination with plenty of time to start your day.
How long does it take to fly from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from BDL to ORD usually take about 2 hours 50 minutes, traveling roughly 1,257 kilometers. If you opt for a connecting flight, expect to add around 4 hours 40 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly business class or first class between BDL and ORD. You can fly business class with Frontier Airlines and Delta.First class cabins are available on United, Delta, and American Airlines.
How do I earn miles on a Hartford, CT (BDL) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Hartford, CT (BDL) to Chicago, IL (ORD) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Hartford, CT (BDL) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Hartford, CT (BDL) to Chicago, IL (ORD) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Hartford, CT (BDL) to Chicago, IL (ORD) flight and hotel package?
Securing a Hartford, CT (BDL) to Chicago, IL (ORD) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Hartford, CT (BDL-Bradley Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Bradley Intl.
Destination airport
O'Hare Intl.
Airlines serving
JetBlue Airways
Return price
£158
Distance
1249 km
Average flight time
1 hour 52 mins

Book with confidence

Compare flights from Hartford to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Hartford to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Bradley Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Bradley Intl. (BDL) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Hartford to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Bradley Intl. to O'Hare Intl. start at just £159 and range up to £233.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Hartford and Chicago
  • booking your flight during August, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Hartford to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Bradley Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Hartford to Chicago easily and book with confidence

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*Available to Expedia members.