Cheap flights from Boston to Chicago
Choose between Delta Air Lines, American Airlines, or Southwest Airlines to find the best price
Travelers usually depart from Logan International, Boston Back Bay Station, Boston South Station, Boston-LAZ parking lot, or Boston - North Station when they travel from Boston to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Downtown Greyhound Station, or Chicago - Cabrini St Parking. The distance between Boston and Chicago is 1392 km. The most popular airlines for this route are Delta Air Lines, American Airlines, Southwest Airlines, United Airlines, and JetBlue Airways. Boston and Chicago have 210 direct flights per week.
Cheap one-way trips starting from $ 50 from Boston BOS to Chicago CHI
Logan International
O Hare International
One-way,
From $ 50
Logan International
O Hare International
One-way,
From $ 50
Logan International
O Hare International
One-way,
From $ 50
Logan International
O Hare International
One-way,
From $ 50
Logan International
O Hare International
One-way,
From $ 50
Logan International
O Hare International
One-way,
From $ 53
Weekly flights
| Mondays | Tuesdays | Wednesdays | Thursdays | Fridays | Saturdays | Sundays | |
|---|---|---|---|---|---|---|---|
| Number of flights | 46 | 32 | 40 | 36 | - | 26 | 30 |
Fly direct with
American Airlines on Mondays, Tuesdays, Thursdays, Fridays, and Sundays.
JetBlue Airways on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
United 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 Boston to Chicago
| Name | Carrier code | IATA Code | Passport needed during booking | Airport check-in closes | Online check-in available |
|---|---|---|---|---|---|
| Delta Air Lines | DAL | DL | Yes | Unknown | No |
| American Airlines | AAL | AA | Yes | Unknown | No |
| Southwest Airlines | SWA | WN | No | Unknown | No |
| United Airlines | UAL | UA | Yes | Unknown | No |
| JetBlue Airways | JBU | B6 | Yes | Unknown | No |
Frequently asked questions
How long does it take to travel from Boston to Chicago?
A one-way nonstop (direct) flight between Boston and Chicago takes around 2.9 hours.
What is the flight distance between Boston and Chicago?
The flight distance between Boston and Chicago is 1392 km.
What airlines offer nonstop (direct) flights between Boston and Chicago?
Several carriers operate flights between Boston and Chicago. Airlines offering nonstop (direct) flights include American Airlines, JetBlue Airways, Southwest Airlines, United Airlines.
What are the most popular routes to and from Boston?
Travelers frequently search for route combinations, such as Boston and McCarran International, Miami International, John F. Kennedy International, Orlando International, Fort Lauderdale–Hollywood International, Hartsfield–Jackson Atlanta International, Luis Muñoz Marín International, Baltimore–Washington International, O Hare International, Minneapolis–Saint Paul International, Nashville International.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Los Angeles International, McCarran International, Miami International, Newark Liberty International, Orlando International, Fort Lauderdale–Hollywood International, Denver International, Dallas/Fort Worth International, Logan International, Tampa International, Minneapolis–Saint Paul International.
What airports are near Boston?
The main airport in Boston is Logan International. It is also served by Logan International, Bradley International, Albany International, T. F. Green, Portland International Jetport, Lebanon Municipal, Portsmouth International Airport at Pease, Barnstable Municipal, Manchester–Boston Regional, Augusta State.
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, Fort Wayne International, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Kalamazoo/Battle Creek International, Decatur.
What buses and trains depart from Boston?
A number of bus and train companies depart from Boston, including Amtrak train.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Boston and Chicago?
What is Virtual Interlining and how do I use it?
Which airlines fly between Boston and Chicago?
When's the best time to travel between Boston and Chicago?
What flights operate between Boston and Chicago?
How many airports are there near Boston?
How many airports are there near Chicago?
Is it possible to reach Boston by bus or train?
What time do nonstop (direct) flights between Boston and Chicago depart?
What time do nonstop (direct) flights between Boston and Chicago arrive?
What time do flights between Boston and Chicago depart?
What time do flights between Boston and Chicago 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 Boston
- Flights from Boston to McCarran International
- Flights from Boston to Miami International
- Flights from Boston to John F. Kennedy International
- Flights from Boston to Orlando International
- Flights from Boston to Fort Lauderdale–Hollywood International
- Flights from Boston to Hartsfield–Jackson Atlanta International
- Flights from Boston to Luis Muñoz Marín International
- Flights from Boston to Baltimore–Washington International
- Flights from Boston to O Hare International
- Flights from Boston to Minneapolis–Saint Paul International
- Flights from Boston to Nashville International
Flights to Chicago
- Flights from Los Angeles International to Chicago
- Flights from McCarran International to Chicago
- Flights from Miami International to Chicago
- Flights from Newark Liberty International to Chicago
- Flights from Orlando International to Chicago
- Flights from Fort Lauderdale–Hollywood International to Chicago
- Flights from Denver International to Chicago
- Flights from Dallas/Fort Worth International to Chicago
- Flights from Logan International to Chicago
- Flights from Tampa International to Chicago
- Flights from Minneapolis–Saint Paul International to Chicago
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