To save time, the fastest way to travel is by flight from Boston to Chicago on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 45m compared to taking a train from Boston to Chicago or a bus from Boston to Chicago which have been found to be slower alternatives.
The cheapest way is to get a flight from Boston to Chicago, which can be as cheap as $101. A train from Boston to Chicago is more expensive than a flight, with prices starting at $291. A bus from Boston to Chicago is also an option, with an average price of $428.
A flight from Boston Logan Intl to Chicago will travel around 847.9 mi. 2h 45m is a normal flight duration for this route.
Prices for flights from Boston Logan Intl Airport to Chicago refresh daily.
There are 7 operators available for flights from Boston Logan Intl Airport to Chicago as of November 2024.
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.
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Boston to Chicago is Boeing 737-800 (20.99% of total bookings). The next most popular plane models are Airbus A321neo (10.70%), Boeing 737 MAX 8 (10.53%), and Airbus A319 (8.21%).
Based on momondo bookings for this flight route, the most popular airline on flight routes from Boston to Chicago is American Airlines (29.58% of total bookings). The next most popular airlines are United Airlines (23.95%), Delta (18.75%), and JetBlue (13.70%).
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
Spirit Airlines | PriceFrom $39 | Free Cancellation | Rating 6.3 8,175 reviews | ||
JetBlue | PriceFrom $84 | Free Cancellation | Rating 7.5 3,477 reviews | ||
Frontier | PriceFrom $90 | Free Cancellation | Rating 6.1 3,567 reviews | ||
Delta | PriceFrom $94 | Free Cancellation | Rating 8.0 8,828 reviews | ||
American Airlines | PriceFrom $126 | Free Cancellation | Rating 7.2 10,000 reviews | ||
Southwest | PriceFrom $143 | Free Cancellation | Rating 8.1 5,083 reviews | ||
United Airlines | PriceFrom $147 | Free Cancellation | Rating 7.4 9,206 reviews |
The lowest priced Southwest flight from Boston to Chicago from the last 72 hours was $143. Generally, Southwest has 16 flights on this route every week with an average price of $230. Southwest is rated 8.1/10 by our users.
Delta is also a popular choice for this route. Delta flight deals for Boston to Chicago start from as low as $94 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $348. Delta operates 7 flights to Chicago from Boston in an average week. Users have rated it 8.0/10 across 8,828 reviews.
It is quick and easy to find Boston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
momondo does allow users to show only those flights to Chicago from Boston which offer a flexible booking policy as well as other useful filters and features.
momondo provides multiple filters to help you find the best flight to Chicago from Boston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
Price alerts on flights to Chicago from Boston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.