| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Chicago Boston | Outbound 12/13/24 1 Stopover (RDU) F93718, F93058 20h 05min | Return 12/31/24 1 Stopover (ATL) F93511, F92143 05h 55min |  Frontier Airlines |  | $140 | ||
| Best option Chicago Boston | Outbound 12/13/24 direct AA3201 02h 29min | Return 12/31/24 direct AA1741 03h 04min |  American Airlines |  | ? | $148 | |
| Chicago Boston | Outbound 12/13/24 1 Stopover (TPA) NK0138, NK1909 06h 54min | Return 12/31/24 1 Stopover (MSP) SY0252, SY0261 06h 52min |  Spirit Airlines |  | $272 | ||
| Chicago Boston | Outbound 12/13/24 1 Stopover (RDU) F93718, F93058 20h 05min | Return 12/31/24 1 Stopover (ATL) F93511, F92143 05h 55min | Frontier Airlines | | $145 | ||
| Chicago Boston | Outbound 12/13/24 direct UA1742 02h 25min | Return 12/31/24 direct UA1414 03h 03min |  United Airlines |  | ? | $165 | |
| Chicago Boston | Outbound 12/13/24 direct UA0217 02h 25min | Return 12/31/24 direct UA1414 03h 03min | United Airlines |  | ? | $167 | |
| Chicago Boston | Outbound 12/13/24 direct AA3201 02h 29min | Return 12/31/24 direct AA1741 03h 04min | American Airlines | | ? | $171 | |
| Chicago Boston | Outbound 02/19/25 1 Stopover (DTW) NK3795, NK2329 13h 09min | Return 03/10/25 direct AA1239 02h 59min | Spirit Airlines | | ? | $183 | |
| Chicago Boston | Outbound 12/12/24 direct NK0177 02h 28min | Return 01/05/25 1 Stopover (MSP) SY0252, SY0261 08h 19min | Spirit Airlines |  | $191 | ||
| Chicago Boston | Outbound 12/12/24 direct NK0177 02h 28min | Return 01/05/25 1 Stopover (MSP) SY0252, SY0261 08h 19min | Spirit Airlines |  | ? | $205 |
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- Flight Routes
- Flights to United States
- Flights to Boston
- Flights Chicago (CHI) Boston (BOS)
Stops
- Direct flight
Airline
- Spirit Airlines
- United Airlines
- American Airlines
- Frontier Airlines
- Sun Country Airlines
Flight type
- Return
Outbound departure month
- December 2024
- January 2025
- February 2025
Outbound weekday
- Wednesday
- Thursday
- Friday
Return departure month
- December 2024
- January 2025
- March 2025
Return weekday
- Monday
- Tuesday
- Sunday
Change in
- Hartsfield-Jackson Atlanta International Airport, GA
- New York - Newark Liberty International Airport, NJ
- Tampa International Airport, FL
- Detroit Metropolitan Wayne County Airport, MI
- Minneapolis - St. Paul International Airport, MN
- Philadelphia International Airport, PA
- Raleigh-Durham International Airport , NC
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 %
Flight information: Chicago - Boston
| Roundtrip from | $139.56 |
|---|---|
| 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 (ORD, MDW, RFD) (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 $76
- Flight Chicago - Las Vegas from $148
- Flight Chicago - Los Angeles from $139
- Flight Chicago - Miami from $208
- Flight Chicago - San Francisco from $164
- Flight Chicago - Tampa from $132
- Flight Chicago - Denver from $91
- Flight Chicago - Orlando from $199
- Flight Chicago - New Orleans from $161
- Flight Chicago - Washington-DC from $106
Alternative flights to Boston
- Flight New York - Boston from $154
- Flight Miami - Boston from $129
- Flight New York - Boston from $198
- Flight Tampa - Boston from $98
- Flight Washington-DC - Boston from $130
- Flight Orlando - Boston from $159
- Flight Buffalo - Boston from $164
- Flight Los Angeles - Boston from $294
- Flight San Francisco - Boston from $316
- Flight Las Vegas - Boston from $236
Flight destinations with a similar price
- Flight Boston - London from $448
- Flight Boston - Sydney from $1,231
- Flight Boston - Lagos from $802
- Flight Boston - Casablanca from $547
- Flight Boston - Beijing International from $922
- Flight Boston - Paris from $366
- Flight Boston - Shanghai Pudong from $1,161
- Flight Boston - Hannover from $395
- Flight Boston - Budapest from $485
- Flight Boston - Panama City from $332
Flight destinations with a similar price
- Flight Chicago - Las Vegas from $148
- Flight Chicago - Los Angeles from $139
- Flight Chicago - Tampa from $132
- Flight Chicago - San Diego from $139
- Flight Chicago - Portland-Oregon from $139
- Flight Chicago - Philadelphia from $134
- Flight Chicago - Owensboro from $136