Cheap flights from Chicago to Boston
Choose between American Airlines, Southwest 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 - Cabrini St Parking when they travel from Chicago to Boston. Book your trip to arrive at Logan International, Boston Back Bay Station, Boston South Station, Boston-LAZ parking lot, or Boston - North Station. The distance between Chicago and Boston is 1392 km. The most popular airlines for this route are American Airlines, Southwest Airlines, Delta Air Lines, United Airlines, and JetBlue Airways. Chicago and Boston have 213 direct flights per week.
Cheap one-way trips starting from $ 48 from Chicago CHI to Boston BOS
O Hare International
Logan International
One-way,
From $ 48
O Hare International
Logan International
One-way,
From $ 49
O Hare International
Logan International
One-way,
From $ 49
O Hare International
Logan International
One-way,
From $ 52
O Hare International
Logan International
One-way,
From $ 52
O Hare International
Logan International
One-way,
From $ 52
Cheap round trips starting from $ 172 from Chicago CHI to Boston BOS
O Hare International
Logan International
Round trip, -
From $ 172
O Hare International
Logan International
Round trip, -
From $ 172
O Hare International
Logan International
Round trip, -
From $ 172
O Hare International
Logan International
Round trip, -
From $ 183
O Hare International
Logan International
Round trip, -
From $ 183
O Hare International
Logan International
Round trip, -
From $ 183
Weekly flights
| Mondays | Tuesdays | Wednesdays | Thursdays | Fridays | Saturdays | Sundays | |
|---|---|---|---|---|---|---|---|
| Number of flights | 46 | 30 | 41 | 40 | - | 24 | 32 |
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 Chicago to Boston
| Name | Carrier code | IATA Code | Passport needed during booking | Airport check-in closes | Online check-in available |
|---|---|---|---|---|---|
| American Airlines | AAL | AA | Yes | Unknown | No |
| Southwest Airlines | SWA | WN | No | Unknown | No |
| Delta Air Lines | DAL | DL | Yes | 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 Chicago to Boston?
A one-way nonstop (direct) flight between Chicago and Boston takes around 2.3 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, Southwest Airlines, American Airlines, United Airlines.
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, Orlando International, Denver International, Dallas/Fort Worth International, Hartsfield–Jackson Atlanta International, Logan International, George Bush Intercontinental, Tampa 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 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.
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, Fort Wayne International, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Kalamazoo/Battle Creek International, Decatur.
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 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.
Explore alternative destinations
Flights from Chicago
- Flights from Chicago to Los Angeles International
- Flights from Chicago to McCarran International
- Flights from Chicago to Miami International
- Flights from Chicago to Orlando International
- Flights from Chicago to Denver International
- Flights from Chicago to Dallas/Fort Worth International
- Flights from Chicago to Hartsfield–Jackson Atlanta International
- Flights from Chicago to Logan International
- Flights from Chicago to George Bush Intercontinental
- Flights from Chicago to Tampa International
- Flights from Chicago to Minneapolis–Saint Paul International
Flights to Boston
- Flights from McCarran International to Boston
- Flights from Miami International to Boston
- Flights from John F. Kennedy International to Boston
- Flights from Orlando International to Boston
- Flights from Fort Lauderdale–Hollywood International to Boston
- Flights from Hartsfield–Jackson Atlanta International to Boston
- Flights from Luis Muñoz Marín International to Boston
- Flights from Baltimore–Washington International to Boston
- Flights from O Hare International to Boston
- Flights from Minneapolis–Saint Paul International to Boston
- Flights from Nashville International to Boston
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