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Cheap flights from Pensacola to Chicago

26 nonstop flights a week, 3 of them today. Operated by 3 airlines, about 3h 46m in the air, 792 mi (1,274 km).

Flights from Pensacola to Chicago

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Pensacola to Chicago at a glance

flight time, from 3h 15m to 3h 57m
3h 46m
straight-line distance
792 mi (1,274 km)
flights a week
26
flights today
3
first and last departure
10:55 - 15:10
airlines
3

Pensacola to Chicago flight schedule

26 flights a week, 3 today, 36 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
AA 3414
American Airlines
10:55 Pensacola International
13:50 , terminal 3
3h 55m
Thu, Fri, Sat, Sun
Embraer EMB 175
AA 3414
American Airlines
11:01 Pensacola International
13:56 , terminal 3
3h 55m
Mon
Embraer EMB 175
AA 3428
American Airlines
11:54 Pensacola International
14:44 , terminal 3
3h 50m
Daily
Embraer EMB 175
UA 2005
United Airlines
14:18 Pensacola International
17:00 , terminal 1
3h 42m
Sun
Boeing 737-900
UA 2005
United Airlines
14:22 Pensacola International
17:02 , terminal 1
3h 40m
Mon, Tue, Wed, Thu, Fri, Sat
Airbus A320
AA 4384
American Airlines
14:34 Pensacola International
17:29 , terminal 3
3h 55m
Mon, Tue, Wed, Thu, Sun
Embraer EMB 175
AA 4384
American Airlines
14:48 Pensacola International
17:43 , terminal 3
3h 55m
Sat
Embraer EMB 175
AA 4384
American Airlines
14:52 Pensacola International
17:49 , terminal 3
3h 57m
Mon, Thu, Sat, Sun
Embraer EMB 175
AA 1625
American Airlines
15:10 Pensacola International
18:05 , terminal 3
3h 55m
Fri
Airbus A319

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 27 November.

FlightDepartsArrivesDurationDaysAircraft
UA 1049
United Airlines
09:15 Pensacola International
11:58 , terminal 1
3h 43m
Seasonal
Airbus A320
UA 2005
United Airlines
14:12 Pensacola International
16:53 , terminal 1
3h 41m
Seasonal
Boeing 737-800
UA 6016
United Airlines
17:45 Pensacola International
20:32 , terminal 2
3h 47m
Seasonal
Embraer 175
AA 3795
American Airlines
11:59 Pensacola International
14:44 , terminal 3
3h 45m
Seasonal
Embraer EMB 175
AA 4384
American Airlines
14:35 Pensacola International
17:29 , terminal 3
3h 54m
Seasonal
Embraer EMB 175
AA 3795
American Airlines
11:17 Pensacola International
14:02 , terminal 3
3h 45m
Seasonal
Embraer EMB 175
UA 5427
United Airlines
14:12 Pensacola International
17:00 , terminal 2
3h 48m
Selected dates
Embraer 175
AA 4384
American Airlines
14:49 Pensacola International
17:43 , terminal 3
3h 54m
Seasonal
Embraer EMB 175
AA 3795
American Airlines
12:58 Pensacola International
15:43 , terminal 3
3h 45m
Seasonal
Embraer EMB 175
UA 2005
United Airlines
14:14 Pensacola International
16:55 , terminal 1
3h 41m
Seasonal
Boeing 737-800
AA 4736
American Airlines
14:58 Pensacola International
17:52 , terminal 3
3h 54m
Seasonal
Embraer EMB 175
UA 6016
United Airlines
17:15 Pensacola International
20:03 , terminal 2
3h 48m
Seasonal
Embraer 175
AA 4736
American Airlines
14:59 Pensacola International
17:53 , terminal 3
3h 54m
Seasonal
Embraer EMB 175
AA 3795
American Airlines
13:06 Pensacola International
15:51 , terminal 3
3h 45m
Seasonal
Embraer EMB 175
AA 4736
American Airlines
15:25 Pensacola International
18:14 , terminal 3
3h 49m
Seasonal
Embraer EMB 175
UA 6016
United Airlines
17:12 Pensacola International
20:00 , terminal 2
3h 48m
Seasonal
Embraer 175
UA 5436
United Airlines
14:14 Pensacola International
17:00 , terminal 2
3h 46m
Seasonal
Embraer 175
UA 6016
United Airlines
17:34 Pensacola International
20:20 , terminal 2
3h 46m
Seasonal
Embraer 175
AA 3795
American Airlines
10:56 Pensacola International
13:43 , terminal 3
3h 47m
Seasonal
Embraer EMB 175
UA 1748
United Airlines
14:18 Pensacola International
16:59 , terminal 1
3h 41m
Seasonal
Boeing 737-800
WN 1436
Southwest Airlines
16:25 Pensacola International
18:45 Chicago Midway International
3h 20m
Seasonal
WN 4160
Southwest Airlines
06:00 Pensacola International
08:20 Chicago Midway International
3h 20m
Seasonal
Boeing 737-800
WN 1264
Southwest Airlines
18:10 Pensacola International
20:30 Chicago Midway International
3h 20m
Seasonal
WN 1436
Southwest Airlines
16:40 Pensacola International
19:00 Chicago Midway International
3h 20m
Seasonal
Boeing 737
WN 1436
Southwest Airlines
17:35 Pensacola International
19:50 Chicago Midway International
3h 15m
Seasonal
UA 1748
United Airlines
13:56 Pensacola International
16:26 , terminal 1
3h 30m
Seasonal
Boeing 737-800
AA 4150
American Airlines
13:12 Pensacola International
16:01 , terminal 3
3h 49m
Seasonal
Embraer EMB 175
WN 16
Southwest Airlines
14:25 Pensacola International
16:40 Chicago Midway International
3h 15m
Seasonal
AA 4150
American Airlines
15:06 Pensacola International
17:56 , terminal 3
3h 50m
Seasonal
Embraer EMB 175
AA 4379
American Airlines
15:33 Pensacola International
18:24 , terminal 3
3h 51m
Seasonal
Embraer EMB 175
WN 4275
Southwest Airlines
11:00 Pensacola International
13:15 Chicago Midway International
3h 15m
Seasonal
WN 3868
Southwest Airlines
17:25 Pensacola International
19:40 Chicago Midway International
3h 15m
Seasonal
WN 2697
Southwest Airlines
16:45 Pensacola International
19:00 Chicago Midway International
3h 15m
Seasonal
WN 2577
Southwest Airlines
09:55 Pensacola International
12:10 Chicago Midway International
3h 15m
Seasonal
AA 4150
American Airlines
15:15 Pensacola International
18:02 , terminal 3
3h 47m
Seasonal
Embraer EMB 175
AA 4150
American Airlines
14:59 Pensacola International
17:49 , terminal 3
3h 50m
Seasonal
Embraer EMB 175

Days of the week are taken from the schedule for the next 14 days; schedules change by season. The search shows seat availability and the price for your date.

Airlines flying Pensacola to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

American Airlines19 a week United Airlines7 a week Southwest Airlinesfrom 11 March

Airports

Where flights from Pensacola to Chicago depart and land

Departure from Pensacola

Pensacola International PNS

26 flights a week, 4 mi (6 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Pensacola to Chicago?
A nonstop flight takes 3 hours 46 minutes on average, from 3h 15m to 3h 57m depending on the flight.
How far is Chicago from Pensacola?
792 mi (1,274 km) in a straight line between the cities.
Which airlines fly nonstop from Pensacola to Chicago?
American Airlines (19 a week), United Airlines (7 a week) and Southwest Airlines.
How many flights a day are there from Pensacola to Chicago?
3 flights today and 26 a week, about 3.7 a day on average.
When are the first and last flights from Pensacola to Chicago?
The first departure is at 10:55 (AA3414), the last at 15:10 (AA1625). Local time.
Which Pensacola airport do flights to Chicago leave from?
Pensacola International (26 a week).