Cheap flights from Chicago to Boston
Choose between Southwest Airlines, American Airlines, or Delta Air Lines to find the best price
Travelers usually depart from O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Downtown Greyhound Station, or Chicago Union Station when they travel from Chicago to Boston. Book your trip to arrive at Logan International, Boston Back Bay Station, Boston South Station, Boston - North Station, or Boston-LAZ parking lot. The distance between Chicago and Boston is 1392 km. The most popular airlines for this route are Southwest Airlines, American Airlines, Delta Air Lines, United Airlines, and JetBlue Airways. Chicago and Boston have 202 direct flights per week.
Cheap one-way trips starting from $ 42 from Chicago CHI to Boston BOS
O Hare International
Logan International
One-way,
From $ 42
O Hare International
Logan International
One-way,
From $ 42
O Hare International
Logan International
One-way,
From $ 42
O Hare International
Logan International
One-way,
From $ 42
O Hare International
Logan International
One-way,
From $ 42
O Hare International
Logan International
One-way,
From $ 42
Show more one-way flights
Weekly flights
| Monday | Tuesday | Wednesday | Thursday | Friday | Saturday | Sunday | |
|---|---|---|---|---|---|---|---|
| Number of flights | 33 | 26 | 25 | 59 | - | 29 | 30 |
Fly direct with
United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
JetBlue Airways on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
American Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Southwest Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Check-in for a flight from Chicago to Boston
| Name | Carrier code | IATA Code | Passport needed during booking | Airport check-in closes | Online check-in available |
| Southwest Airlines | SWA | WN | No | Unknown | Opens 1 days before flight Closes 1 hours before flight |
| American Airlines | AAL | AA | Yes | Unknown | No |
| Delta Air Lines | DAL | DL | Yes | Unknown | Opens 1 days before flight 0 |
| United Airlines | UAL | UA | Yes | Unknown | Opens 1 days before flight Closes 1 hours before flight |
| JetBlue Airways | JBU | B6 | Yes | Unknown | Opens 1 days before flight Closes 2 hours before flight |
Frequently asked questions
How long does it take to travel from Chicago to Boston?
A one-way nonstop (direct) flight between Chicago and Boston takes around 2.4 hours.
What is the flight distance between Chicago and Boston?
The flight distance between Chicago and Boston is 1392 km.
What airlines offer nonstop (direct) flights between Chicago and Boston?
Several carriers operate flights between Chicago and Boston. Airlines offering nonstop (direct) flights include JetBlue Airways, United Airlines, Southwest Airlines, American Airlines.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Miami International, McCarran International, Orlando International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Dallas/Fort Worth International, Logan International, Tampa International, San Diego International, Minneapolis–Saint Paul International.
What are the most popular routes to and from Boston?
Travelers frequently search for route combinations, such as Boston and Miami International, Orlando International, Fort Lauderdale–Hollywood International, Dallas/Fort Worth International, Luis Muñoz Marín International, Baltimore–Washington International, Tampa International, O Hare International, Myrtle Beach International, McGhee Tyson, Destin–Fort Walton Beach.
Which airports are there in Chicago?
Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Fort Wayne International, Muskegon County, Kalamazoo/Battle Creek International.
What airports are near Boston?
The main airport in Boston is Logan International. It is also served by Logan International, Bradley International, T. F. Green, Albany International, Manchester–Boston Regional, Portland International Jetport, Barnstable Municipal, Augusta State, Rutland–Southern Vermont Regional, Portsmouth International Airport at Pease.
What buses and trains depart from Chicago?
A number of bus and train companies depart from Chicago, including Greyhound.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Boston?
What is Virtual Interlining and how do I use it?
Which airlines fly between Chicago and Boston?
When's the best time to travel between Chicago and Boston?
What flights operate between Chicago and Boston?
How many airports are there near Chicago?
How many airports are there near Boston?
Is it possible to reach Chicago by bus or train?
What time do nonstop (direct) flights between Chicago and Boston depart?
What time do nonstop (direct) flights between Chicago and Boston arrive?
What time do flights between Chicago and Boston depart?
What time do flights between Chicago and Boston arrive?
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
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Flights from Chicago
- Flights from Chicago to Miami International
- Flights from Chicago to McCarran International
- Flights from Chicago to Orlando International
- Flights from Chicago to Fort Lauderdale–Hollywood International
- Flights from Chicago to Denver International
- Flights from Chicago to Hartsfield–Jackson Atlanta International
- Flights from Chicago to Dallas/Fort Worth International
- Flights from Chicago to Logan International
- Flights from Chicago to Tampa International
- Flights from Chicago to San Diego International
- Flights from Chicago to Minneapolis–Saint Paul International
Flights to Boston
- Flights from Miami International to Boston
- Flights from Orlando International to Boston
- Flights from Fort Lauderdale–Hollywood International to Boston
- Flights from Dallas/Fort Worth International to Boston
- Flights from Luis Muñoz Marín International to Boston
- Flights from Baltimore–Washington International to Boston
- Flights from Tampa International to Boston
- Flights from O Hare International to Boston
- Flights from Myrtle Beach International to Boston
- Flights from McGhee Tyson to Boston
- Flights from Destin–Fort Walton Beach to Boston
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