| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago Boston | Outbound 02/13/26 direct AA1033 02h 24min | Return 02/26/26 direct B60811 02h 52min |  American Airlines |  | ? | $143 | |
| Chicago Boston | Outbound 02/13/26 direct UA1989 02h 28min | Return 02/26/26 direct UA0398 03h 05min |  United Airlines |  | ? | $211 | |
| Chicago Boston | Outbound 02/13/26 direct B61012 02h 25min | Return 02/26/26 direct B60811 02h 52min |  JetBlue Airways |  | ? | $217 | |
| Chicago Boston | Outbound 02/13/26 direct UA1989 02h 28min | Return 02/26/26 direct UA1414 03h 05min | United Airlines |  | ? | $235 | |
| Chicago Boston | Outbound 02/13/26 direct AA1033 02h 24min | Return 02/26/26 direct AA3477 03h 01min | American Airlines |  | ? | $283 | |
| Chicago Boston | Outbound 04/03/26 direct UA1693 02h 33min | Return 04/16/26 direct UA1921 02h 44min | United Airlines | | ? | $311 | |
| Chicago Boston | Outbound 02/13/26 1 Stopover (FLL) NK0002, NK3061 12h 06min | Return 02/26/26 1 Stopover (FLL) NK1097, NK1986 12h 35min |  Spirit Airlines |  | $361 | ||
| Chicago Boston | Outbound 02/13/26 1 Stopover (FLL) NK0002, NK3061 12h 06min | Return 02/26/26 1 Stopover (FLL) NK1097, NK1986 12h 35min | Spirit Airlines |  | $379 | ||
| Chicago Boston | Outbound 04/03/26 1 Stopover (ATL) F91442, F93086 12h 25min | Return 04/16/26 1 Stopover (MSP) SY0252, SY0261 08h 04min |  Frontier Airlines |  | ? | $436 | |
| Chicago Boston | Outbound 04/03/26 direct AA4650 02h 31min | Return 04/16/26 1 Stopover (CVG) AA4760, AA3554 05h 10min | American Airlines | | ? | $486 |
Stops
- Direct flight
Airline
- United Airlines
- American Airlines
- Spirit Airlines
- Frontier Airlines
- JetBlue Airways
Tips and tricks to help you find cheap flights from Chicago to Boston
Favorite airline: Spirit Airlines
Flight tickets on the route Chicago – Boston are most frequently booked with Spirit Airlines.
Spirit Airlines
33 %
United Airlines
20 %
Delta
15 %
Direct flights are more expensive
On this route, direct flights are $13.00 more expensive than flights with a stopover.
non stop flight
1 stop
02h 30min
09h 23min
160 $
147 $
The favorite connection is non-stop
Flights from Chicago to Boston are most often booked as a direct flight.
Route
bookings
Direct flights
02h 30min, from 160 $
44 %
1 stopover Orlando International Airport, FL
09h 23min, from 147 $
15 %
1 stopover Minneapolis - St. Paul International Airport, MN
13h 44min, from 335 $
12 %
Important flight information
Flight information: Chicago - Boston
| Roundtrip from | 142,61 $ |
|---|---|
| Flight duration | min. 02:08 / max. 11:15 |
| Return flight duration | min. 02:45/ max. 06:55 |
| Distance | 1371 km |
| Flights per week | 153 |
| Departure airport | Airport Chicago-IL, all airports (CHI) |
| Arrival airport | Airport Boston Logan International Airport, MA (BOS) |
| Destination country | Flights to United States |
Alternative routes to United States
- Flight Chicago - New York from 130 $
- Flight Chicago - Las Vegas from 166 $
- Flight Chicago - Los Angeles from 90 $
- Flight Chicago - Miami from 141 $
- Flight Chicago - San Francisco from 333 $
- Flight Chicago - Tampa from 278 $
- Flight Chicago - Denver from 230 $
- Flight Chicago - Orlando from 250 $
- Flight Chicago - New Orleans from 232 $
- Flight Chicago - Atlanta from 132 $
Alternative flights to Boston
- Flight New York - Boston from 73 $
- Flight New York - Boston from 73 $
- Flight Washington-DC - Boston from 117 $
- Flight Orlando - Boston from 287 $
- Flight Buffalo - Boston from 229 $
- Flight Las Vegas - Boston from 146 $
- Flight Austin - Boston from 214 $
- Flight Washington DC - Boston from 247 $
- Flight Fort Lauderdale - Boston from 119 $
- Flight Atlanta - Boston from 149 $
Flight destinations with a similar price
- Flight Boston - Vienna from 506 $
- Flight Boston - Sydney from 1.239 $
- Flight Boston - Aruba from 464 $
- Flight Boston - Sarajevo from 389 $
- Flight Boston - Bermuda from 600 $
- Flight Boston - Vancouver from 462 $
- Flight Boston - Toronto from 402 $
- Flight Boston - Toronto from 375 $
- Flight Boston - Toronto - City Centre from 375 $
- Flight Boston - Zurich from 549 $
Flight destinations with a similar price
- Flight Chicago - New York from 130 $
- Flight Chicago - Miami from 141 $
- Flight Chicago - Atlanta from 132 $
- Flight Chicago - Owensboro from 138 $