Looking for domestic flights from Boston to Chicago? Flying to Chicago is now easy with JetSaver. You can find great flight deals from Boston to Chicago starting at just $189 from 100+ online travel agencies and airlines. Compare Boston to Chicago flight ticket fares by choosing date as per your preference. Book Boston to Chicago flights with fares as low as $189—no extra charges or hidden costs . Check out BOS to ORD flight schedules and fares on JetSaver before booking to get the best airfares to Chicago.
These are the top airlines
United Airlines, United Airlines, American Airlines, American Airlines, JetBlue Airways, Delta Airlines
Flights between Boston to Chicago are frequent, with several airlines offering direct and connecting services. JetSaver brings you all the relevant Boston to Chicago flight information, from flight timings to airline details, ensuring hassle-free travel planning. Whether you’re looking for budget-friendly flights or premium services, there’s an option for every traveler. For travelers looking to book Boston to Chicago flights, JetSaver provides a comprehensive comparison of flight options, ensuring the best deals for your journey.
Both these cities offer comfortable traveling, and it can become an interesting experience to travel to these destinations for business or tourism. Chicago has magnificent and well-designed buildings, lovely parks, and vibrant markets in the city. This is a fascinating destination to visit, and one can be assured of an entertaining experience with good museums, themed restaurants, and exciting nightlife.
Book your Boston to Chicago flights at the lowest prices with JetSaver’s unbeatable fares and exclusive deals. Our platform allows you to filter flight options based on airline, duration, departure, and arrival times, with both direct and layover flights available. Flights to Chicago from BOS start as low as $189, with a variety of flight options to choose from. The shortest flight duration is just 02:51 hours. For greater savings, be sure to book your return Chicago to Boston flight through JetSaver!
Looking for cheap flights from Boston to Chicago? Flight fare comparison for flights to Chicago from Boston depends on the time of year, airline, and how far in advance you book your flight ticket. When looking for the best deals for your trip, consider different airlines and make your travel bookings as early as possible. Compare the flight fares among different airlines for economy, premium economy, and business class options. This helps you find a flight that suits both your budget and preferences.
Note: Prices are approximate and can vary based on the time of year, demand, and other factors.
Airline
Economy (Low-Avg-Peak)
Premium Economy (Low-Avg-Peak)
Business Class (Low-Avg-Peak)
American
$150-$250-$350
$300-$500-$700
$800-$1,200-$1,800
Delta
$140-$240-$340
$280-$480-$680
$750-$1,100-$1,600
United
$130-$230-$330
$260-$460-$660
$700-$1,000-$1,500
Southwest
$120-$220-$320
N/A
N/A
JetBlue
$110-$210-$310
N/A
N/A
Frontier
$100-$200-$300
N/A
N/A
Are you worried about the duration and time taken to travel on flights from Boston to Chicago? Flight duration and distance from BOS to ORD are crucial choice, particularly if you're planning a short trip. Below is some information regarding the approximate flight time and the distance for flights to Chicago from Boston destinations.
Flight Type
Average Flight Duration
Approximate Air Distance
Non-stop
1 hour 45 minutes
760 miles
Connecting
3-4 hours
760 miles
Generally, flights between Boston and Chicago fluctuate with each season; therefore, it is always advisable to check the flight availability for your preferred dates. BOS to Chicago is one of the busiest routes where many passengers traveling daily are very high and so are the facilities provided to the travelers. When planning your travel from BOS to ORD, the time of departure should be convenient enough to suit your preferences. Many airlines often offer many flights during different times of the day including morning, afternoon, and evening. Here’s an outline of the major airlines servicing this route and the frequency of their flights:
Airline
Morning Flights
Afternoon Flights
Evening Flights
Weekly Frequency
American Airlines
6:00 AM, 7:00 AM, 8:00 AM
12:00 PM, 2:00 PM, 4:00 PM
6:00 PM, 8:00 PM, 9:00 PM
Daily
Delta Air Lines
6:30 AM, 7:30 AM, 8:30 AM
12:30 PM, 2:30 PM, 4:30 PM
6:30 PM, 8:30 PM, 9:30 PM
Daily
United Airlines
7:00 AM, 8:00 AM, 9:00 AM
1:00 PM, 3:00 PM, 5:00 PM
7:00 PM, 9:00 PM, 10:00 PM
Daily
JetBlue Airways
7:30 AM, 8:30 AM, 9:30 AM
1:30 PM, 3:30 PM, 5:30 PM
7:30 PM, 9:30 PM, 10:30 PM
Daily
Southwest Airlines
8:00 AM, 9:00 AM, 10:00 AM
1:00 PM, 3:00 PM, 5:00 PM
7:00 PM, 9:00 PM, 10:00 PM
Daily
Booking trends and prices from BOS to ORD are worth considering for cheap flights from Boston to Chicago. Timing is very important when it comes to looking for the best airline to book when looking for a flight from BOS to Chicago. There are some off-peak months in the year, and the ticket costs will be cheap during these months. The best thing you can do when planning for a trip from BOS to ORD is to ensure that you book your tickets a month or two before the time of travel, By doing this you will be able to find the best deals available. It’s often cheaper to fly during the week than the weekend, and Tuesday or Wednesday usually offers the best flight prices. Here’s an overview of average monthly prices and some tips to help you book smarter:
Note: These insights are based on recent data and may vary depending on specific travel dates and times.
Booking Trend Insights
Best Days to Book
Best Times to Book
Average Price
$150-$200
3:00 AM - 4:00 AM
Cheapest Days
Tuesdays, Wednesdays
Peak Travel Periods
Fridays, Sundays
Booking Window
21-28 days in advance
Last-Minute Deals
Rare, but sometimes 1-2 days before departure
Airlines with Best Deals
American Airlines, United Airlines, Delta Air Lines
There are several amenities provided by the different airlines that operate between Boston and Chicago. Many airlines have additional services such as Wi-Fi on airplanes, electrical outlets, entertainment for flyers, and even free snacks and beverages. Comparing the amenities and services for flights from Boston to Chicago across airlines can help you choose the one that best fits your preferences.
Note: Amenities can vary depending on the specific flight and class of service. This table provides general information based on typical offerings.
Airline
Wi-Fi Availability
Power Outlets
Food Options
Entertainment Services
American Airlines
Yes
Yes
Snacks, Meals
Movies, TV Shows, Music
Delta Air Lines
Yes
Yes
Snacks, Meals
Movies, TV Shows, Music
United Airlines
Yes
Yes
Snacks, Meals
Movies, TV Shows, Music
JetBlue Airways
Yes
Yes
Snacks, Meals
Movies, TV Shows, Music
Spirit Airlines
No
Limited
Snacks
Limited
When planning a trip from Boston to Chicago, knowing baggage policies and fees for flights from BOS to Chicago is crucial.In the case of carry-ons, the cost can vary depending on the airline and the class of service, while for checked baggage the policies may also vary greatly. Another factor one must compare while looking for flight ticket is baggage fees because if you are carrying multiple bags it can turn out to be very expensive.
Note: Fees are subject to change and may vary based on the route, travel dates, and other factors. Always check the airline's official website for the most up-to-date information.
Airline
Cabin Baggage Allowance (kg)
Checked Baggage Fees (USD)
American Airlines
2 x 23 kg (total 46 kg)
$30-$150 (first checked bag)
Delta Air Lines
2 x 23 kg (total 46 kg)
$30-$100 (first checked bag)
United Airlines
1 x 23 kg (max 2 bags)
$30-$100 (first checked bag)
JetBlue Airways
1 x 22 kg (max 2 bags)
$30-$100 (first checked bag)
Spirit Airlines
1 x 20 kg (max 2 bags)
$30-$100 (first checked bag)
1. Which is best airport to choose while traveling to Chicago from Boston BOS airport?
To reach early to the city center in Chicago, you can consider booking flight tickets from BOS to ORD airport while booking your flight tickets to Chicago from Boston.
2. How can I find the Boston to Chicago last-minute flights?
Finding last minute flights from Boston to Chicago is easy but it mostly have high ticket fare as it completely depends on availability & demand. To get low fare tickets from Boston to Chicago you need to plan as early as possible.
3. Are there business class flights from BOS to ORD?
Yes, almost every airline will have business class while traveling from BOS to ORD. To book business class tickets from Boston to Chicago, you need filter the results with travel class as business and book the suitable from the results.
4. How can I book a direct flight from BOS to ORD?
Yes, there will be direct flights operating from Boston to Chicago every week. But availability is depends on the demand, plan early to book direct flight tickets.
5. What is the best time to find Boston to Chicago affordable flights?
The best time to find affordable & low cost flight tickets is during weekdays and off-peak seasons. Usually, ticket prices will be comparatively lower than peak seasons making it easy to find low cost flights.
6. How long does it take to fly from Boston to Chicago?
The flight duration from Boston (BOS) to Chicago (ORD) is approximately 02:51 hours. However, actual times may vary depending on weather conditions and the specific flight route.
7. What is the cheapest time to fly from BOS to ORD?
The cheapest time to book flights from BOS to Chicago is during weekdays and off-peak travel periods. Use JetSaver to compare fares and get the best deals.
8. What is the cheapest airfare to travel from Boston to Chicago?
The cheapest fare from Boston to Chicago begins at just $189. This affordable option allows travelers to have a great travel, which makes it a popular choice for short journeys.
9. Which airline offers the lowest fare for flights from Boston to Chicago?
The lowest fare is just $189 on a United Airlines flight. United Airlines is one of the best airlines that provides budget-friendly travel options to match your travel requirements.
10. How early should I arrive at the airport before departure?
For domestic flights, it's advised to arrive at the airport at least 2 hours before departure, while for international flights, 3 hours is ideal. This makes sure that the boarding process is stress-free by allowing time for check-in, security screening, and any delays.
11. What are the options for nonstop flights from Boston to Chicago?
Multiple airlines offer nonstop flights from Boston to Chicago, providing frequent daily departures. To find the best fares, compare prices on Jetsaver and book in advance for the best deals.
Popular Airlines from Boston to Chicago
Popular Routes to Chicago
Popular Routes from Boston
