| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago Boston | Outbound 03/28/26 direct UA1182 02h 20min | Return 04/25/26 direct AA1040 03h 15min |  United Airlines |  | ? | $193 | |
| Chicago Boston | Outbound 03/28/26 2 Stopovers (EWR, MCO) NK0107, NK1066, NK0272 21h 28min | Return 04/25/26 1 Stopover (FLL) NK1740, NK0001 19h 01min |  Spirit Airlines |  | $355 | ||
| Chicago Boston | Outbound 05/16/26 1 Stopover (MCO) NK1605, NK0272 06h 25min | Return 05/29/26 1 Stopover (FLL) NK1740, NK2204 30h 47min | Spirit Airlines |  | $219 | ||
| Chicago Boston | Outbound 05/16/26 direct AA2278 02h 34min | Return 05/29/26 1 Stopover (EWR) UA1693, UA1206 05h 30min |  American Airlines | | ? | $236 | |
| Chicago Boston | Outbound 03/28/26 direct UA1182 02h 20min | Return 04/25/26 direct UA1349 03h 00min | United Airlines |  | ? | $255 | |
| Chicago Boston | Outbound 03/28/26 direct B60312 02h 24min | Return 04/25/26 direct B60811 03h 01min |  JetBlue Airways |  | ? | $270 | |
| Chicago Boston | Outbound 03/28/26 1 Stopover (ATL) F92198, F93512 17h 50min | Return 04/25/26 1 Stopover (ATL) F93085, F93397 17h 39min |  Frontier Airlines |  | ? | $287 | |
| Chicago Boston | Outbound 05/16/26 1 Stopover (MCO) NK1605, NK0272 06h 25min | Return 05/29/26 direct B60811 02h 56min | Spirit Airlines | | ? | $300 | |
| Chicago Boston | Outbound 05/16/26 direct UA2331 02h 36min | Return 05/29/26 1 Stopover (EWR) UA1693, UA1206 05h 30min | United Airlines | | ? | $310 | |
| Chicago Boston | Outbound 04/03/26 direct UA1693 02h 33min | Return 04/16/26 direct UA1921 02h 44min | United Airlines | | ? | $311 |
Stops
- Direct flight
Airline
- Spirit Airlines
- United Airlines
- American Airlines
- Delta Air Lines
- Frontier 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 | 192,83 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 100 US$
- Flight Chicago - Las Vegas from 161 US$
- Flight Chicago - Los Angeles from 180 US$
- Flight Chicago - Miami from 135 US$
- Flight Chicago - San Francisco from 279 US$
- Flight Chicago - Tampa from 165 US$
- Flight Chicago - Denver from 199 US$
- Flight Chicago - Orlando from 119 US$
- Flight Chicago - New Orleans from 160 US$
- Flight Chicago - Atlanta from 134 US$
Alternative flights to Boston
- Flight New York - Boston from 192 US$
- Flight New York - Boston from 192 US$
- Flight Washington-DC - Boston from 117 US$
- Flight Orlando - Boston from 327 US$
- Flight Buffalo - Boston from 161 US$
- Flight Las Vegas - Boston from 248 US$
- Flight Austin - Boston from 185 US$
- Flight Washington DC - Boston from 237 US$
- Flight Fort Lauderdale - Boston from 100 US$
- Flight Atlanta - Boston from 106 US$
Flight destinations with a similar price
- Flight Boston - Aruba from 343 US$
- Flight Boston - Bermuda from 399 US$
- Flight Boston - Paris - Charles de Gaulle from 558 US$
- Flight Boston - Cancun from 352 US$
- Flight Boston - Rome-Fiumicino from 470 US$
- Flight Boston - Frankfurt from 319 US$
- Flight Boston - London Heathrow from 500 US$
- Flight Boston - Mexico City from 447 US$
- Flight Boston - Munich from 634 US$
- Flight Boston - Santo Domingo from 268 US$
Flight destinations with a similar price
- Flight Chicago - Los Angeles from 180 US$
- Flight Chicago - Denver from 199 US$
- Flight Chicago - San Diego from 202 US$
- Flight Chicago - Phoenix - Sky Harbor from 177 US$
- Flight Chicago - Louisville from 203 US$
- Flight Chicago - Appleton from 207 US$