Question 1

What cabin class options are available on Boston Logan Intl to Chicago O'Hare Intl flights?

Accepted Answer

There are 4 cabin classes available to choose from on Boston Logan Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 2

Which airline has the best punctuality record on Boston to Chicago flights?

Accepted Answer

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 10% of their flights experiencing any sort of delay.

Question 3

How have Boston to Chicago O'Hare Intl Airport flight prices changed over time?

Accepted Answer

As of December 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 20% cheaper when compared to flights at the same time last year.

Question 4

What is the most punctual flight time for Boston to Chicago flights?

Accepted Answer

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Question 5

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Question 6

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

Accepted Answer

151 flights are operational weekly from Boston to Chicago O'Hare Intl Airport as of December 2025. The most popular departure day for this route is Wed, with 36% of flights per week taking off on this day.

Question 7

What is the cheapest airline that flies from Boston Logan Intl to Chicago O'Hare Intl?

Accepted Answer

Delta, Spirit Airlines, and United Airlines are the most popular carriers operating from Boston Logan Intl to Chicago O'Hare Intl

Question 8

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Accepted Answer

In the morning is the cheapest time of day to fly from Boston to Chicago O'Hare Intl Airport when you can find flight prices for as low as ₹ 18,735. Flying to Chicago O'Hare Intl Airport in the morning is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are ₹ 25,036 on average. Flights to Chicago O'Hare Intl Airport from Boston in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

Question 9

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

Accepted Answer

As of December 2025, there are 21 flights per day flying from Boston to Chicago O'Hare Intl Airport. The most common time of day flights depart is 16:00, with 51% of flights taking off in the afternoon.

Question 10

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

Accepted Answer

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as ₹ 14,200. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Wednesday because tickets tend to average around ₹ 25,964. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago O'Hare Intl Airport.

Question 11

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

Accepted Answer

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around ₹ 22,656 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Boston for as low as ₹ 18,728 on momondo.

Question 12

What is the cheapest Boston Logan Intl to Chicago O'Hare Intl flight route?

Accepted Answer

Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston Logan Intl - Chicago O'Hare Intl flight prices

Question 13

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

Accepted Answer

The cheapest month to fly to Chicago O'Hare Intl Airport from Boston is in September. Flight prices, which tend to average around ₹ 18,728, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago O'Hare Intl Airport in September, then you should wait until January to fly from Boston, when ticket prices are also cheap, with an average price of ₹ 19,361.

Question 14

What is the typical price of a round-trip flight between Boston and Chicago O'Hare Intl Airport?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from ₹ 17,371 to ₹ 34,470.
The lowest price recently found on this route was ₹ 11,942.

Question 15

How often are flights from Boston to Chicago delayed?

Accepted Answer

Historically, on average around 13% of flights between Boston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 168 minutes.

Question 16

When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

Accepted Answer

Prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport refresh daily.

Question 17

How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

Question 18

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

Accepted Answer

The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Fastest flight time	3h 08m
Direct flights	Every day

Cheap flights from Boston to Chicago from ₹ 5,790

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Chicago departing on 17/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Boston to Chicago

Cheap return flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

United Airlines flights from Boston to Chicago O'Hare Intl Airport

Our best United Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets

Delta flights from Boston to Chicago O'Hare Intl Airport

Our best Delta deals on Boston to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

What is the typical price of a round-trip flight between Boston and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Boston Logan Intl to Chicago O'Hare Intl flight route?

Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston Logan Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

What cabin class options are available on Boston Logan Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Boston Logan Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Boston to Chicago O'Hare Intl Airport flight prices changed over time?

As of December 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 20% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Boston Logan Intl to Chicago O'Hare Intl?

Delta, Spirit Airlines, and United Airlines are the most popular carriers operating from Boston Logan Intl to Chicago O'Hare Intl

How often are flights from Boston to Chicago delayed?

Historically, on average around 13% of flights between Boston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 168 minutes.

What is the most punctual flight time for Boston to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Boston to Chicago flights?

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 10% of their flights experiencing any sort of delay.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

As of December 2025, there are 21 flights per day flying from Boston to Chicago O'Hare Intl Airport. The most common time of day flights depart is 16:00, with 51% of flights taking off in the afternoon.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

151 flights are operational weekly from Boston to Chicago O'Hare Intl Airport as of December 2025. The most popular departure day for this route is Wed, with 36% of flights per week taking off on this day.

When to book flights from Boston to Chicago O'Hare Intl Airport

Cheap Boston to Chicago O'Hare Intl Airport (BOS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago O'Hare Intl Airport

Fastest flight time

Direct flights

How far is Boston Logan Intl to Chicago O'Hare Intl by plane?

When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Boston to Chicago O'Hare Intl Airport?

Travelling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Chicago?

Can I find flights from Boston to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Boston to Chicago?

I’m not ready to book a flight from Boston to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo