| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago Boston | Outbound 11/09/25 direct UA0618 02h 24min | Return 12/07/25 direct UA2040 03h 00min |  United Airlines |  | ? | $195 | |
| Chicago Boston | Outbound 11/09/25 direct UA0618 02h 24min | Return 12/07/25 direct UA1015 03h 00min | United Airlines |  | $204 | ||
| Chicago Boston | Outbound 09/25/25 1 Stopover (FLL) NK1380, NK0449 11h 00min | Return 10/05/25 1 Stopover (BNA) NK2301, NK1765 28h 07min |  Spirit Airlines |  | $213 | ||
| Chicago Boston | Outbound 11/09/25 direct UA0618 02h 24min | Return 12/07/25 direct UA1015 03h 00min | United Airlines |  | ? | $224 | |
| Chicago Boston | Outbound 11/09/25 1 Stopover (JFK) B62106, B60618 08h 53min | Return 12/07/25 direct B60311 02h 58min |  JetBlue Airways |  | ? | $234 | |
| Chicago Boston | Outbound 11/09/25 2 Stopovers (BNA, CLT) NK0416, NK2480, NK0507 26h 30min | Return 12/07/25 1 Stopover (FLL) NK2068, NK0001 13h 23min | Spirit Airlines |  | $243 | ||
| Chicago Boston | Outbound 09/25/25 1 Stopover (FLL) NK1380, NK0449 11h 00min | Return 10/05/25 direct B60311 02h 57min | Spirit Airlines | | ? | $246 | |
| Chicago Boston | Outbound 09/25/25 direct AA3710 02h 27min | Return 10/05/25 1 Stopover (PHL) AA1540, AA2095 05h 38min |  American Airlines | | ? | $316 | |
| Chicago Boston | Outbound 09/25/25 direct B60312 02h 29min | Return 10/05/25 direct B60311 02h 57min | JetBlue Airways | | ? | $349 | |
| Chicago Boston | Outbound 09/25/25 1 Stopover (PHL) AA2098, AA1257 04h 26min | Return 10/05/25 direct AA3324 02h 51min | American Airlines | | ? | $357 |
Stops
- Direct flight
Airline
- American Airlines
- Spirit Airlines
- United Airlines
- JetBlue Airways
- Alaska Airlines
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 $13.00 more expensive than flights with a stopover.
non stop flight
1 stop
02h 30min
09h 23min
160 US$
147 US$
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 US$
44 %
1 stopover Orlando International Airport, FL
09h 23min, from 147 US$
15 %
1 stopover Minneapolis - St. Paul International Airport, MN
13h 44min, from 335 US$
12 %
Important flight information
Flight information: Chicago - Boston
| Roundtrip from | 194,20 US$ |
|---|---|
| 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 106 US$
- Flight Chicago - Las Vegas from 110 US$
- Flight Chicago - Los Angeles from 172 US$
- Flight Chicago - Miami from 98 US$
- Flight Chicago - San Francisco from 156 US$
- Flight Chicago - Tampa from 56 US$
- Flight Chicago - Denver from 101 US$
- Flight Chicago - Orlando from 130 US$
- Flight Chicago - New Orleans from 103 US$
- Flight Chicago - Atlanta from 57 US$
Alternative flights to Boston
- Flight New York - Boston from 127 US$
- Flight New York - Boston from 127 US$
- Flight Washington-DC - Boston from 141 US$
- Flight Orlando - Boston from 56 US$
- Flight Buffalo - Boston from 110 US$
- Flight Austin - Boston from 215 US$
- Flight Washington DC - Boston from 203 US$
- Flight Fort Lauderdale - Boston from 138 US$
- Flight Atlanta - Boston from 90 US$
- Flight Chicago O'Hare - Boston from 195 US$
Flight destinations with a similar price
- Flight Boston - Vienna from 489 US$
- Flight Boston - Sydney from 973 US$
- Flight Boston - Aruba from 354 US$
- Flight Boston - Bermuda from 379 US$
- Flight Boston - Vancouver from 322 US$
- Flight Boston - Toronto from 196 US$
- Flight Boston - Toronto from 196 US$
- Flight Boston - Toronto - City Centre from 202 US$
- Flight Boston - Zurich from 448 US$
- Flight Boston - Shanghai Pudong from 932 US$
Flight destinations with a similar price
- Flight Chicago - Portland-Oregon from 195 US$
- Flight Chicago - Louisville from 192 US$
- Flight Chicago - Toronto from 197 US$
- Flight Chicago - Santa Ana, CA from 191 US$
- Flight Chicago - Jacksonville, Florida from 204 US$
- Flight Chicago - Appleton from 187 US$
- Flight Chicago - Cancun from 195 US$