Compare live prices for PNS to ORD. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
PNS → ORD10 May 2026Live inventory
✈ Flight Search
Modify your route
From
To
Depart
Return
Adults
Children
Infants
Cabin
Trip Type
PNS→ORD
Sort By
💰 Cheapest
⚡ Fastest
🕐 Earliest
🎚️ Filters
Stops Reset
0
0
0
Max Price Reset
Up to ₹5,00,000
Departure Time Reset
🌙 Night 12am–6am
🌅 Morning 6am–12pm
☀️ Afternoon 12pm–6pm
🌆 Evening 6pm–12am
Fare Type
Airlines All
Loading…
Select Fare
—
—
per person · incl. taxes
Stops Reset
0
0
0
Max Price Reset
Up to ₹5,00,000
Departure Time Reset
🌙 Night 12am–6am
🌅 Morning 6am–12pm
☀️ Afternoon 12pm–6pm
🌆 Evening 6pm–12am
Fare Type
Airlines All
Loading…
Showing 25
of 118
live flights
Spirit Airlines
NK-1989
16:48
05/10/2026
PNS
Pensacola Airport
5h 26m
1 Stop
⏱ MCO · 0h 47mMCO Airport
22:14
05/10/2026
ORD
Chicago Airport
₹14,326
per person
✕ Non-refundable2 fare optionsLCC
Frontier Airlines
F9-2443
19:36
05/10/2026
PNS
Pensacola Airport
24h 56m
1 Stop
⏱ DEN · 18h 44mDEN Airport
20:32
05/11/2026
+1
ORD
Chicago Airport
₹19,051
per person
✕ Non-refundable
Frontier Airlines
F9-4662
13:42
05/10/2026
PNS
Pensacola Airport
9h 31m
1 Stop
⏱ MCO · 4h 41mMCO Airport
23:13
05/10/2026
ORD
Chicago Airport
₹19,051
per person
✕ Non-refundable
Southwest Airlines
WN-1083
16:50
05/10/2026
PNS
Pensacola Airport
2h 15m
Non-stop
19:05
05/10/2026
MDW
Chicago Airport
₹22,066
per person
✕ Non-refundable9 fare options
Delta Air Lines
DL-3067
08:06
05/10/2026
PNS
Pensacola Airport
3h 50m
1 Stop
⏱ ATL · 0h 40mATL Airport
11:56
05/10/2026
MDW
Chicago Airport
₹22,546
per person
✕ Non-refundable
Delta Air Lines
DL-3019
06:00
05/10/2026
PNS
Pensacola Airport
4h 0m
1 Stop
⏱ ATL · 0h 46mATL Airport
10:00
05/10/2026
MDW
Chicago Airport
₹22,546
per person
✕ Non-refundable
Delta Air Lines
DL-3198
11:44
05/10/2026
PNS
Pensacola Airport
4h 28m
1 Stop
⏱ ATL · 1h 18mATL Airport
16:12
05/10/2026
MDW
Chicago Airport
₹22,546
per person
✕ Non-refundable
Delta Air Lines
DL-3019
06:00
05/10/2026
PNS
Pensacola Airport
4h 16m
1 Stop
⏱ ATL · 0h 53mATL Airport
10:16
05/10/2026
ORD
Chicago Airport
₹22,546
per person
✕ Non-refundable
Delta Air Lines
DL-3059
19:30
05/10/2026
PNS
Pensacola Airport
4h 29m
1 Stop
⏱ ATL · 0h 53mATL Airport
23:59
05/10/2026
ORD
Chicago Airport
₹22,546
per person
✕ Non-refundable
Southwest Airlines
WN-3443
10:45
05/10/2026
PNS
Pensacola Airport
4h 35m
1 Stop
⏱ STL · 1h 30mSTL Airport
15:20
05/10/2026
MDW
Chicago Airport
₹23,895
per person
✕ Non-refundable🔥 Last 5 seats9 fare options
Southwest Airlines
WN-460
05:40
05/10/2026
PNS
Pensacola Airport
4h 55m
1 Stop
⏱ HOU · 0h 50mHOU Airport
10:35
05/10/2026
MDW
Chicago Airport
₹23,895
per person
✕ Non-refundable🔥 Last 3 seats9 fare options
Southwest Airlines
WN-1194
07:15
05/10/2026
PNS
Pensacola Airport
5h 35m
1 Stop
⏱ BNA · 2h 15mBNA Airport
12:50
05/10/2026
ORD
Chicago Airport
₹23,895
per person
✕ Non-refundable14 fare options
Southwest Airlines
WN-3443
10:45
05/10/2026
PNS
Pensacola Airport
7h 5m
1 Stop
⏱ STL · 4h 0mSTL Airport
17:50
05/10/2026
MDW
Chicago Airport
₹23,957
per person
✓ Refundable🔥 Last 4 seats8 fare options
Southwest Airlines
WN-4020
18:05
05/10/2026
PNS
Pensacola Airport
6h 15m
1 Stop
⏱ BNA · 3h 10mBNA Airport
00:20
05/11/2026
+1
MDW
Chicago Airport
₹23,957
per person
✓ Refundable8 fare options
Southwest Airlines
WN-313
13:35
05/10/2026
PNS
Pensacola Airport
4h 15m
1 Stop
⏱ BNA · 1h 5mBNA Airport
17:50
05/10/2026
MDW
Chicago Airport
₹24,363
per person
✕ Non-refundable🔥 Last 3 seats9 fare options
Southwest Airlines
WN-2740
16:55
05/10/2026
PNS
Pensacola Airport
4h 55m
1 Stop
⏱ DAL · 0h 45mDAL Airport
21:50
05/10/2026
MDW
Chicago Airport
₹24,363
per person
✕ Non-refundable🔥 Last 2 seats9 fare options
Southwest Airlines
WN-3955
15:10
05/10/2026
PNS
Pensacola Airport
6h 10m
1 Stop
⏱ MCI · 2h 30mMCI Airport
21:20
05/10/2026
MDW
Chicago Airport
₹24,363
per person
✕ Non-refundable🔥 Last 2 seats9 fare options
United Airlines
UA-5478
17:56
05/10/2026
PNS
Pensacola Airport
2h 54m
Non-stop
20:50
05/10/2026
ORD
Chicago Airport
₹24,915
per person
✕ Non-refundable10 fare options
United Airlines
UA-2005
14:11
05/10/2026
PNS
Pensacola Airport
2h 43m
Non-stop
16:54
05/10/2026
ORD
Chicago Airport
₹25,382
per person
✕ Non-refundable8 fare options
Southwest Airlines
WN-1934
09:40
05/10/2026
PNS
Pensacola Airport
5h 50m
1 Stop
⏱ DAL · 1h 30mDAL Airport
15:30
05/10/2026
ORD
Chicago Airport
₹25,868
per person
✕ Non-refundable🔥 Last 4 seats14 fare options
Delta Air Lines
DL-3103
09:20
05/10/2026
PNS
Pensacola Airport
4h 27m
1 Stop
⏱ ATL · 1h 1mATL Airport
13:47
05/10/2026
ORD
Chicago Airport
₹26,207
per person
✕ Non-refundable
United Airlines
UA-540
15:50
05/10/2026
PNS
Pensacola Airport
8h 7m
1 Stop
⏱ DEN · 2h 5mDEN Airport
23:57
05/10/2026
ORD
Chicago Airport
₹28,003
per person
✓ Refundable7 fare options
United Airlines
UA-540
15:50
05/10/2026
PNS
Pensacola Airport
7h 8m
1 Stop
⏱ DEN · 1h 5mDEN Airport
22:58
05/10/2026
ORD
Chicago Airport
₹28,003
per person
✓ Refundable🔥 Last 1 seats7 fare options
United Airlines
UA-540
15:50
05/10/2026
PNS
Pensacola Airport
9h 8m
1 Stop
⏱ DEN · 3h 5mDEN Airport
00:58
05/11/2026
+1
ORD
Chicago Airport
₹28,003
per person
✓ Refundable7 fare options
Southwest Airlines
WN-1194
07:15
05/10/2026
PNS
Pensacola Airport
5h 55m
1 Stop
⏱ BNA · 2h 50mBNA Airport
13:10
05/10/2026
MDW
Chicago Airport
₹29,340
per person
✕ Non-refundable🔥 Last 5 seats9 fare options
😕 No flights match your filters.
Pensacola (PNS)
Chicago (ORD)
📅 Results on this page are loaded for 10 May 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.
Before you book
Compare nearby dates
The date strip above lets you scan nearby fares without restarting the search.
Open full search for more control
Route page shows a limited live set. Full search opens the complete inventory with fresh results.
Check fare details
Each result shows baggage, refundability and fare details before you proceed.
❓ 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.