Pensacola (PNS) to Chicago (ORD) Flights from ₹13,888
Fares on this route currently start from ₹13,888. Compare live PNS to ORD prices, non-stop and connecting flights, departure times and airline choices before booking. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
PNS → ORD04 Jun 2026Live inventory
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Showing 25
of 95
live flights
Frontier Airlines
F9-2443
19:36
06/04/2026
PNS
Pensacola Airport
24h 56m
1 Stop
⏱ DEN · 18h 44mDEN Airport
20:32
06/05/2026
+1
ORD
Chicago Airport
₹13,888
per person
✕ Non-refundable
American Airlines
AA-4444
15:33
06/04/2026
PNS
Pensacola Airport
2h 51m
Non-stop
18:24
06/04/2026
ORD
Chicago Airport
₹17,989
per person
✕ Non-refundable24 fare options
Southwest Airlines
WN-2866
10:40
06/04/2026
PNS
Pensacola Airport
2h 15m
Non-stop
12:55
06/04/2026
MDW
Chicago Airport
₹18,806
per person
✕ Non-refundable13 fare options
American Airlines
AA-2316
10:49
06/04/2026
PNS
Pensacola Airport
4h 59m
1 Stop
⏱ CLT · 0h 55mCLT Airport
15:48
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable24 fare options
American Airlines
AA-2103
07:10
06/04/2026
PNS
Pensacola Airport
5h 10m
1 Stop
⏱ CLT · 1h 4mCLT Airport
12:20
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable24 fare options
American Airlines
AA-2314
18:54
06/04/2026
PNS
Pensacola Airport
5h 50m
1 Stop
⏱ DFW · 1h 10mDFW Airport
00:44
06/05/2026
+1
ORD
Chicago Airport
₹18,919
per person
✓ Refundable24 fare options
American Airlines
AA-3749
17:30
06/04/2026
PNS
Pensacola Airport
6h 0m
1 Stop
⏱ MIA · 0h 43mMIA Airport
23:30
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable24 fare options
American Airlines
AA-3749
17:30
06/04/2026
PNS
Pensacola Airport
6h 49m
1 Stop
⏱ MIA · 1h 32mMIA Airport
00:19
06/05/2026
+1
ORD
Chicago Airport
₹18,919
per person
✓ Refundable24 fare options
American Airlines
AA-5548
05:22
06/04/2026
PNS
Pensacola Airport
5h 38m
1 Stop
⏱ CLT · 1h 26mCLT Airport
11:00
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-5548
05:22
06/04/2026
PNS
Pensacola Airport
6h 58m
1 Stop
⏱ CLT · 2h 46mCLT Airport
12:20
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-2316
10:49
06/04/2026
PNS
Pensacola Airport
5h 54m
1 Stop
⏱ CLT · 1h 50mCLT Airport
16:43
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-2316
10:49
06/04/2026
PNS
Pensacola Airport
6h 53m
1 Stop
⏱ CLT · 2h 43mCLT Airport
17:42
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-3742
15:50
06/04/2026
PNS
Pensacola Airport
7h 40m
1 Stop
⏱ DCA · 2h 55mDCA Airport
23:30
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-5604
16:41
06/04/2026
PNS
Pensacola Airport
7h 17m
1 Stop
⏱ CLT · 3h 6mCLT Airport
23:58
06/04/2026
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
American Airlines
AA-5355
17:23
06/04/2026
PNS
Pensacola Airport
7h 21m
1 Stop
⏱ DFW · 2h 44mDFW Airport
00:44
06/05/2026
+1
ORD
Chicago Airport
₹18,919
per person
✓ Refundable19 fare options
Delta Air Lines
DL-1013
16:35
06/04/2026
PNS
Pensacola Airport
4h 34m
1 Stop
⏱ ATL · 1h 19mATL Airport
21:09
06/04/2026
MDW
Chicago Airport
₹18,995
per person
✕ Non-refundable
Southwest Airlines
WN-2264
18:20
06/04/2026
PNS
Pensacola Airport
3h 35m
1 Stop
⏱ BNA · 0h 40mBNA Airport
21:55
06/04/2026
MDW
Chicago Airport
₹20,646
per person
✕ Non-refundable13 fare options
Southwest Airlines
WN-3394
16:20
06/04/2026
PNS
Pensacola Airport
5h 40m
1 Stop
⏱ DAL · 1h 40mDAL Airport
22:00
06/04/2026
MDW
Chicago Airport
₹20,646
per person
✕ Non-refundable13 fare options
Southwest Airlines
WN-279
17:15
06/04/2026
PNS
Pensacola Airport
6h 40m
1 Stop
⏱ AUS · 2h 5mAUS Airport
23:55
06/04/2026
MDW
Chicago Airport
₹20,646
per person
✕ Non-refundable13 fare options
Southwest Airlines
WN-1514
17:10
06/04/2026
PNS
Pensacola Airport
7h 0m
1 Stop
⏱ DEN · 1h 35mDEN Airport
00:10
06/05/2026
+1
MDW
Chicago Airport
₹20,646
per person
✕ Non-refundable🔥 Last 5 seats13 fare options
Delta Air Lines
DL-3019
06:00
06/04/2026
PNS
Pensacola Airport
4h 0m
1 Stop
⏱ ATL · 0h 46mATL Airport
10:00
06/04/2026
MDW
Chicago Airport
₹20,705
per person
✕ Non-refundable5 fare options
Delta Air Lines
DL-3059
19:30
06/04/2026
PNS
Pensacola Airport
4h 29m
1 Stop
⏱ ATL · 0h 53mATL Airport
23:59
06/04/2026
ORD
Chicago Airport
₹20,705
per person
✕ Non-refundable6 fare options
Southwest Airlines
WN-4795
14:10
06/04/2026
PNS
Pensacola Airport
7h 10m
1 Stop
⏱ MCI · 3h 40mMCI Airport
21:20
06/04/2026
MDW
Chicago Airport
₹20,812
per person
✓ Refundable8 fare options
American Airlines
AA-5424
06:00
06/04/2026
PNS
Pensacola Airport
5h 34m
1 Stop
⏱ DCA · 0h 42mDCA Airport
11:34
06/04/2026
ORD
Chicago Airport
₹22,810
per person
✓ Refundable24 fare options
American Airlines
AA-5424
06:00
06/04/2026
PNS
Pensacola Airport
6h 57m
1 Stop
⏱ DCA · 2h 6mDCA Airport
12:57
06/04/2026
ORD
Chicago Airport
₹22,810
per person
✓ Refundable24 fare options
😕 No flights match your filters.
Pensacola (PNS)
Chicago (ORD)
📅 Results on this page are loaded for 04 Jun 2026. Click View all flights for the complete live search.
Pensacola to Chicago — what to expect when booking
The PNS–ORD 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.
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❓ Frequently asked questions — Pensacola to Chicago 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 Pensacola,USA (PNS) and Chicago,USA (ORD) 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.