Question 1

What days are direct flights available from Boston to Chicago?

Accepted Answer

Direct flights are available for this route on the following days: Sunday, Monday, Tuesday, Wednesday, Friday, Saturday.

Question 2

How many flights depart from Boston to Chicago on average per day?

Accepted Answer

40 flight departures from Boston to Chicago per day on average.
Early Morning (Midnight to 6am) - 25% of flight departures
Morning (6am - Midday) - 20% of flight departures
Afternoon (Midday - 6pm) - 35% of flight departures
Evening (6pm - Midnight) - 20% of flight departures

Question 3

How long is the flight from Boston to Chicago?

Accepted Answer

A quick flight from Boston to Chicago can take about 6h. Spirit Airlines provides one of the quickest options available for as low as £71. Airlines will cover a distance of 869 mi. This flight may include one or multiple stops.

Question 4

What are the cheapest airlines flying from Boston to Chicago round-trip?

Accepted Answer

Currently priced at £71, Spirit Airlines will fly you from Boston to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from JetBlue and Frontier - these airlines can fly you to your destination from £88 and £92, respectively. These flights start at 64% lower than the current average price 3 months from now.

Question 5

What are the cheapest airlines to fly from Boston to Chicago one-way?

Accepted Answer

The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as £50. However, be on the lookout for offers from Delta and Spirit Airlines, as they are both options that can get you from Boston to Chicago for a low price.

Question 6

How recently were the Boston to Chicago flight deals updated?

Accepted Answer

The Boston to Chicago flight deals you see on this page were last updated on 26/7.

Question 7

How far ahead should I book a flight from Boston to Chicago?

Accepted Answer

The best time to book flights from Boston to Chicago is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Question 8

What is the cheapest month to book a flight from Boston to Chicago?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Boston to Chicago (average of £601). Flying from Boston to Chicago in July is currently the most expensive (average of £774). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 9

What is the cheapest day to fly from Boston to Chicago?

Accepted Answer

Travellers seeking maximum savings on their Boston to Chicago flight should consider departing on Thursday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 10

E

Accepted Answer

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Question 11

E

Accepted Answer

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Question 12

What are the cheapest flights from Boston to Chicago?

Accepted Answer

The cheapest flight price from Boston to Chicago is £57. On average you can expect to pay £216. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for £234.

Question 13

What are the most reliable airlines from Boston to Chicago?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from Boston to Chicago consider choosing Avianca (95%), Icelandair (93%) or Royal Jordanian (93%) as they are the most reliable in getting you off to your destination on time.

Question 14

Can I find flights from Boston to Chicago for under £100 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from Boston to Chicago for under £100. The cheapest flight booked recently is on Spirit Airlines for just £71, but on average you can expect to pay £93.

Question 15

Are there nonstop flights from Boston to Chicago for under £100 on Cheapflights?

Accepted Answer

Cheapflights has at least 20 direct flights from Boston to Chicago under £100. A good price for a nonstop flight from Boston to Chicago is less than £124.

Question 16

Are there last-minute flights available from Boston to Chicago for under £200?

Accepted Answer

There are currently 20+ open flights from Boston to Chicago within the next 7 days for less than £200.

Question 17

What is the cheapest day to fly round-trip from Boston to Chicago?

Accepted Answer

It’s generally more expensive to depart on a Monday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

Question 18

How far in advance should I book a flight from Boston to Chicago?

Accepted Answer

Travelers have found it’s best to book a flight 24 days in advance to save up to 40% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 24 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Boston to Chicago 1-2 weeks in advance for as low as £185, or £255 for flights within the next 24 hours.

Question 19

What is the cheapest month to fly from Boston to Chicago?

Accepted Answer

Flights from Boston to Chicago lean towards being more expensive in April. Prices are generally better when you fly from Boston to Chicago in January, with the cheapest ticket starting at £82.

Question 20

What is the cheapest time of day to fly from BOS to CHI?

Accepted Answer

When flying from Boston to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 24% versus a flight at midday.

Question 21

What airport do you fly from for flights from Boston to Chicago?

Accepted Answer

Boston Logan Intl (BOS) is the airport you will fly out of if you book a flight from Boston to Chicago. You should not have trouble finding flights to Chicago from Logan Intl; the airport handles an average of 51 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Boston airport to Chicago. It is only a 2.6 mi journey to Logan Intl (BOS) from Boston’s city center.

Question 22

What does BOS to ORD mean?

Accepted Answer

This is defined as Boston Logan Intl Airport (BOS) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Question 23

Can I find deals for flights from Boston to Chicago that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your Boston to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 24

Can I find deals on flights from Boston to Chicago with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter Boston to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 25

Can I find deals for flights from Boston to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Boston to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

Question 26

How can I find direct flights from Boston to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Chicago.

Question 27

Can I find deals for business class flights from Boston to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from Boston to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 28

Can I find deals for flights from Boston to Chicago that allow pets onboard?

Accepted Answer

Many airlines flying from Boston to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 29

Can I find deals on last-minute flights from Boston to Chicago?

Accepted Answer

Yes, you can often find last-minute deals on Boston to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 30

How does Cheapflights help users find flights from Boston to Chicago?

Accepted Answer

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Boston today with Cheapflights!

Question 31

Why should you use Cheapflights to find cheap flight tickets from Boston to Chicago?

Accepted Answer

Cheapflights helps you find that perfect flight to Chicago from Boston by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Question 32

Can Cheapflights find flights from Boston to Chicago with no change fees?

Accepted Answer

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to Chicago flexibly with Cheapflights today.

Question 33

Can Cheapflights notify me if prices for flights from Boston to Chicago become cheaper?

Accepted Answer

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Boston today and book when prices fit your budget.

5%of flight departures	Early morningMidnight to 6 am
35%of flight departures	Morning6 am to noon
47%of flight departures	AfternoonNoon to 6 pm
13%of flight departures	Evening6 pm to midnight

Round-trip from	£71
One-way from	£50
Popular in	April
Cheapest in	January

Monday	66daily flights
Tuesday	46daily flights
Wednesday	52daily flights
Thursday	56daily flights
Friday	61daily flights
Saturday	31daily flights
Sunday	51daily flights

Cheap flights from Boston to Chicago from £50

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.

The best prices from Boston Logan Intl to Chicago are usually found in January or September, booked 63 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Boston to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

What is the cheapest day to fly round-trip from Boston to Chicago?

How far in advance should I book a flight from Boston to Chicago?

What is the cheapest month to fly from Boston to Chicago?

What is the cheapest time of day to fly from BOS to CHI?

Cheap JetBlue flights from Boston to Chicago

Take a look at some of the lowest-priced JetBlue flights heading from Boston to Chicago. Make sure to double check the flight details before booking.

Cheap Delta flights from Boston to Chicago

Have a look at some of the cheapest available Delta flights departing from Boston and landing in Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Boston to Chicago flights in July & August 2024

Find cheap flight options from Boston to Chicago specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 1,000,913 searches. Prices were last updated on 26 July 2024.

These are some of the most attractive deals on flights from Boston to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Boston to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Boston and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 1,000,913 searches. Data last updated 26 July 2024.

These are some of the most attractive deals on flights from Boston to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Direct flights to Chicago from Boston

For a quicker trip, book one of these direct flights from Boston to Chicago. Search for alternative flights from Boston to Chicago by utilising the search form above.

Boston to Chicago flights leaving soon

Users seeking a last-minute flight from Boston to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Boston

Some of the best available deals we've found on one-way flights from Boston to Chicago. Users in need of a round-trip flight from Boston to Chicago instead should update the search form at the top of page.

Find flights from Boston to Chicago within your budget

How far ahead should I book a flight from Boston to Chicago?

Use this chart to determine the optimal time to book a return flight from Boston to Chicago. Price data was last updated on 23 July 2024.

The best time to book flights from Boston to Chicago is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Boston to Chicago?

Use this chart to determine the cheapest time to fly return from Boston to Chicago. Price data was last updated on 21 July 2024.

Best time to book a flight from Boston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Boston with our price prediction graph.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown JetBlue, Delta and American Airlines from Boston to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Boston to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Boston to Chicago?

Can I find flights from Boston to Chicago for under £100 on Cheapflights?

Are there nonstop flights from Boston to Chicago for under £100 on Cheapflights?

Are there last-minute flights available from Boston to Chicago for under £200?

What days are direct flights available from Boston to Chicago?

How many flights depart from Boston to Chicago on average per day?

How long is the flight from Boston to Chicago?

What are the cheapest airlines flying from Boston to Chicago round-trip?

What are the cheapest airlines to fly from Boston to Chicago one-way?

What are the most reliable airlines from Boston to Chicago?

What are the cheapest flights from Boston to Chicago?

What does BOS to ORD mean?

Can I find deals for flights from Boston to Chicago that include extra baggage allowance?

Can I find deals on flights from Boston to Chicago with specific airlines?

Can I find deals for flights from Boston to Chicago that include hotel bookings?

How can I find direct flights from Boston to Chicago?

Can I find deals for business class flights from Boston to Chicago?

Can I find deals for flights from Boston to Chicago that allow pets onboard?

Can I find deals on last-minute flights from Boston to Chicago?

How recently were the Boston to Chicago flight deals updated?

What is the cheapest month to book a flight from Boston to Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.

See prices for flight routes from nearby airports that may be better suited for you.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2024

Search flights from Boston to Chicago by cabin class

Find flights from Boston to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Boston to Chicago

Find hourly flight availability from Boston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 July 2024.

Weekly flight availability from Boston to Chicago

Explore weekly flight availability from Boston to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 26 July 2024.

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Boston to Chicago?

Alternative routes for Boston to Chicago
See prices for flight routes from nearby airports that may be better suited for you.