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ORD → BOS07 May 2026Live inventory
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Showing 25
of 111
live flights
Delta Air Lines
DL-2560
10:30
05/07/2026
ORD
Chicago Airport
3h 27m
Non-stop
13:57
05/07/2026
BOS
Boston Airport
₹8,184
per person
✕ Non-refundable3 fare options
Delta Air Lines
DL-2828
07:00
05/07/2026
ORD
Chicago Airport
3h 35m
Non-stop
10:35
05/07/2026
BOS
Boston Airport
₹8,184
per person
✕ Non-refundable3 fare options
American Airlines
AA-2784
20:56
05/07/2026
ORD
Chicago Airport
3h 29m
Non-stop
00:25
05/08/2026
+1
BOS
Boston Airport
₹8,184
per person
✕ Non-refundable14 fare options
American Airlines
AA-3325
08:05
05/07/2026
ORD
Chicago Airport
3h 27m
Non-stop
11:32
05/07/2026
BOS
Boston Airport
₹8,184
per person
✕ Non-refundable9 fare options
American Airlines
AA-2278
15:15
05/07/2026
ORD
Chicago Airport
3h 34m
Non-stop
18:49
05/07/2026
BOS
Boston Airport
₹8,184
per person
✕ Non-refundable9 fare options
JetBlue Airways
B6-312
09:49
05/07/2026
ORD
Chicago Airport
3h 29m
Non-stop
13:18
05/07/2026
BOS
Boston Airport
₹8,451
per person
✕ Non-refundable5 fare options
JetBlue Airways
B6-1012
07:20
05/07/2026
ORD
Chicago Airport
3h 26m
Non-stop
10:46
05/07/2026
BOS
Boston Airport
₹8,451
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-164
09:25
05/07/2026
MDW
Chicago Airport
3h 15m
Non-stop
12:40
05/07/2026
BOS
Boston Airport
₹9,081
per person
✕ Non-refundable🔥 Last 5 seats6 fare options
American Airlines
AA-4616
07:05
05/07/2026
ORD
Chicago Airport
3h 34m
Non-stop
10:39
05/07/2026
BOS
Boston Airport
₹9,479
per person
✕ Non-refundable9 fare options
American Airlines
AA-3209
10:55
05/07/2026
ORD
Chicago Airport
3h 31m
Non-stop
14:26
05/07/2026
BOS
Boston Airport
₹9,479
per person
✕ Non-refundable14 fare options
American Airlines
AA-2952
11:45
05/07/2026
ORD
Chicago Airport
3h 33m
Non-stop
15:18
05/07/2026
BOS
Boston Airport
₹9,479
per person
✕ Non-refundable14 fare options
American Airlines
AA-2815
13:11
05/07/2026
ORD
Chicago Airport
3h 34m
Non-stop
16:45
05/07/2026
BOS
Boston Airport
₹9,479
per person
✕ Non-refundable14 fare options
United Airlines
UA-2213
06:00
05/07/2026
ORD
Chicago Airport
3h 25m
Non-stop
09:25
05/07/2026
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
United Airlines
UA-1693
13:55
05/07/2026
ORD
Chicago Airport
3h 27m
Non-stop
17:22
05/07/2026
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
United Airlines
UA-1779
21:30
05/07/2026
ORD
Chicago Airport
3h 29m
Non-stop
00:59
05/08/2026
+1
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
United Airlines
UA-1976
07:30
05/07/2026
ORD
Chicago Airport
3h 31m
Non-stop
11:01
05/07/2026
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
United Airlines
UA-442
09:15
05/07/2026
ORD
Chicago Airport
3h 31m
Non-stop
12:46
05/07/2026
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
United Airlines
UA-1332
12:45
05/07/2026
ORD
Chicago Airport
3h 31m
Non-stop
16:16
05/07/2026
BOS
Boston Airport
₹9,975
per person
✕ Non-refundable7 fare options
Southwest Airlines
WN-3737
07:40
05/07/2026
MDW
Chicago Airport
3h 15m
Non-stop
10:55
05/07/2026
BOS
Boston Airport
₹10,006
per person
✕ Non-refundable6 fare options
Southwest Airlines
WN-1280
13:55
05/07/2026
MDW
Chicago Airport
3h 15m
Non-stop
17:10
05/07/2026
BOS
Boston Airport
₹10,006
per person
✕ Non-refundable🔥 Last 5 seats6 fare options
Delta Air Lines
DL-2646
19:16
05/07/2026
ORD
Chicago Airport
3h 34m
Non-stop
22:50
05/07/2026
BOS
Boston Airport
₹10,500
per person
✕ Non-refundable3 fare options
United Airlines
UA-563
07:00
05/07/2026
ORD
Chicago Airport
5h 51m
1 Stop
⏱ EWR · 1h 15mEWR Airport
12:51
05/07/2026
BOS
Boston Airport
₹10,675
per person
✕ Non-refundable6 fare options
United Airlines
UA-2145
06:00
05/07/2026
ORD
Chicago Airport
6h 51m
1 Stop
⏱ EWR · 2h 23mEWR Airport
12:51
05/07/2026
BOS
Boston Airport
₹10,675
per person
✕ Non-refundable6 fare options
United Airlines
UA-563
07:00
05/07/2026
ORD
Chicago Airport
6h 51m
1 Stop
⏱ EWR · 2h 20mEWR Airport
13:51
05/07/2026
BOS
Boston Airport
₹10,675
per person
✕ Non-refundable6 fare options
United Airlines
UA-2145
06:00
05/07/2026
ORD
Chicago Airport
7h 51m
1 Stop
⏱ EWR · 3h 28mEWR Airport
13:51
05/07/2026
BOS
Boston Airport
₹10,675
per person
✕ Non-refundable6 fare options
😕 No flights match your filters.
Chicago (ORD)
Boston (BOS)
📅 Results on this page are loaded for 07 May 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.