Cheap flights from Boston to Chicago from $57
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Travel Restriction Alert
View current United States travel restrictionsFlight information for Boston to Chicago
(BOS to CHI)
Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago
Best Price Found | $57 |
|---|---|
Fastest flight time | 2h 40m |
Direct flights | Mon, Tue, Thu, Fri, Sat and Sun |
Airports in Chicago | 3 airports |
How to get the cheapest flight ticket from Boston to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Boston to Chicago?
August
The cheapest time of year to fly to Chicago from Boston is August. Most expensive is December
What is the cheapest day to depart Boston for Chicago?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Friday
When is the cheapest time to fly from Boston to Chicago?
in the evening
Boston to Chicago flights are approximately 20% more expensive in the afternoon than in the evening
What is the cheapest airline that flies to Chicago from Boston?
Juneyao Airlines
American Airlines, Delta, and JetBlue are the most popular carriers operating from Boston to Chicago
What is the cheapest Boston to Chicago flight route?
Boston Logan Intl - Chicago O'Hare Intl
Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston - Chicago flight prices
How far in advance should you book Boston to Chicago flights?
0 days before
The cheapest time to buy a flight from Boston to Chicago is approximately 0 days to departure
When you’re planning your trip from Boston to Chicago, the most popular airport-to-airport route is Boston Logan Intl Airport to Chicago O'Hare Intl Airport. If you are looking for alternate airports to fly out of when traveling to Chicago, you can try Boston Logan Intl Airport or Providence-TFGreen Airport which are located in Boston and Providence respectively. When traveling from Boston, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago Midway Airport (in Chicago), Chicago O'Hare Intl Airport (in Chicago), or Chicago Greater Rockford Airport (in Chicago). The cheapest route from Boston to Chicago is BOS — ORD with an average price of $128 RT during the month of May.
Easily compare round-trip flights from Boston to Chicago
Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Boston to Chicago by changing tabs
Find the cheapest one-way flights from Boston to Chicago
If you're looking for one-way flights from Boston to Chicago, view some of our deals below provided by Delta, JetBlue and United Airlines
Search last-minute flights to Chicago from Boston
Find and compare round-trip flight prices for your last-minute flight from Boston to Chicago
Best airlines flying from Boston to Chicago
Compare and see reviews for airlines that fly from Boston to Chicago with momondo
Alaska Airlines Flights From Boston to Chicago
The lowest priced Alaska Airlines flight from Boston to Chicago from the last 72 hours was $249. Generally, Alaska Airlines has 28 flights on this route every week with an average price of $366. Alaska Airlines is rated 8.0/10 by our users.
Delta Flights From Boston to Chicago
Delta is also a popular choice for this route. Delta flight deals for Boston to Chicago start from as low as $74 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $259. Delta operates 22 flights to Chicago from Boston in an average week. Users have rated it 7.9/10 across 385 reviews.
Delta flights from Boston to Chicago
Our best Delta deals on Boston to Chicago flight tickets
JetBlue flights from Boston to Chicago
Our best JetBlue deals on Boston to Chicago flight tickets
Are airlines flying from Boston Logan Intl to Chicago offering flexible cancellation due to COVID-19?
Due to the global impact of COVID-19, some of our airline partners operating flights from Boston Logan Intl to Chicago, such as United Airlines, JetBlue, and American Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.
How far is Boston Logan Intl to Chicago by plane?
A flight from Boston Logan Intl to Chicago will travel around 847.9 mi. 2h 35m is a normal flight duration for this route.
Can I fly to Chicago from Boston Logan Intl right now?
Most visitors from Boston Logan Intl need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.
COVID-19 testing requirements
Visitors from Boston Logan Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Chicago.
Quarantine requirements
Visitors from Boston Logan Intl are not required to quarantine after entering Chicago.
Can I fly back to Boston Logan Intl from Chicago?
COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Boston Logan Intl.
Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Boston Logan Intl.
Alternative routes for Boston to Chicago
Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Similar Boston to Chicago flights
Flexible with your destination? Broaden your search and find flights similar to your Boston to Chicago route
Flights to other cities in United States
Lost the lust for Chicago? Check out some flights to other cities in United States
Why use momondo?
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.