Compare live prices for ORD to BOS on
Wed, 15 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
ORD → BOS15 Apr 2026Live inventory
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Showing 25
of 147
live flights
Delta Air Lines
DL-2570
10:15
04/15/2026
ORD
3h 20m
Non-stop
13:35
04/15/2026
BOS
₹7,257
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-2828
06:00
04/15/2026
ORD
3h 26m
Non-stop
09:26
04/15/2026
BOS
₹7,257
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-2816
15:30
04/15/2026
ORD
3h 28m
Non-stop
18:58
04/15/2026
BOS
₹7,257
per person
✕ Non-refundable8 fare options
American Airlines
AA-3325
08:05
04/15/2026
ORD
3h 27m
Non-stop
11:32
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
American Airlines
AA-2784
20:56
04/15/2026
ORD
3h 29m
Non-stop
00:25
04/16/2026
+1
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
American Airlines
AA-3209
10:55
04/15/2026
ORD
3h 31m
Non-stop
14:26
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
American Airlines
AA-2952
11:45
04/15/2026
ORD
3h 33m
Non-stop
15:18
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
American Airlines
AA-2837
17:39
04/15/2026
ORD
3h 33m
Non-stop
21:12
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
American Airlines
AA-4616
07:05
04/15/2026
ORD
3h 34m
Non-stop
10:39
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats17 fare options
American Airlines
AA-2815
13:11
04/15/2026
ORD
3h 34m
Non-stop
16:45
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats17 fare options
American Airlines
AA-2278
15:16
04/15/2026
ORD
3h 34m
Non-stop
18:50
04/15/2026
BOS
₹7,321
per person
✕ Non-refundable🔥 Last 1 seats17 fare options
Southwest Airlines
WN-1800
07:45
04/15/2026
MDW
3h 15m
Non-stop
11:00
04/15/2026
BOS
₹7,440
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-3737
12:45
04/15/2026
MDW
3h 20m
Non-stop
16:05
04/15/2026
BOS
₹7,440
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-1280
15:15
04/15/2026
MDW
3h 20m
Non-stop
18:35
04/15/2026
BOS
₹7,440
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-2392
18:00
04/15/2026
MDW
3h 20m
Non-stop
21:20
04/15/2026
BOS
₹7,440
per person
✕ Non-refundable10 fare options
Southwest Airlines Dallas
WN-658
14:40
04/15/2026
ORD
7h 50m
1 Stop
⏱ BNA · 2h 35m
22:30
04/15/2026
BOS
₹8,356
per person
✕ Non-refundable7 fare options
Southwest Airlines
WN-2630
08:15
04/15/2026
MDW
5h 35m
1 Stop
⏱ STL · 0h 45m
13:50
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-3395
16:40
04/15/2026
MDW
5h 40m
1 Stop
⏱ STL · 0h 55m
22:20
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-1266
09:10
04/15/2026
MDW
6h 45m
1 Stop
⏱ BWI · 2h 25m
15:55
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-2003
08:00
04/15/2026
MDW
5h 45m
1 Stop
⏱ BNA · 0h 45m
13:45
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-1266
09:10
04/15/2026
MDW
8h 5m
1 Stop
⏱ BWI · 3h 45m
17:15
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable
Southwest Airlines
WN-1370
13:55
04/15/2026
MDW
8h 25m
1 Stop
⏱ STL · 3h 45m
22:20
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable
Southwest Airlines
WN-1059
05:30
04/15/2026
MDW
8h 10m
1 Stop
⏱ DAL · 1h 5m
13:40
04/15/2026
BOS
₹8,369
per person
✕ Non-refundable
JetBlue Airways
B6-312
09:41
04/15/2026
ORD
3h 26m
Non-stop
13:07
04/15/2026
BOS
₹8,510
per person
✕ Non-refundable🔥 Last 5 seats5 fare options
JetBlue Airways
B6-6312
09:41
04/15/2026
ORD
3h 26m
Non-stop
13:07
04/15/2026
BOS
₹8,607
per person
✕ Non-refundable
😕 No flights match your filters.
Chicago (ORD)
Boston (BOS)
📅 Results on this page are loaded for 15 Apr 2026. Click View all flights for the complete live search.
Chicago to Boston — what to expect when booking
The ORD–BOS route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
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❓ Frequently asked questions — Chicago to Boston flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Chicago,USA (ORD) and Boston,USA (BOS) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.