Cheap flights from Pensacola to Chicago from $55

Round-trip
1 adult
Economy
From?
To?
Sat 10/23
Sat 10/30

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Pensacola to Chicago.
View current United States travel restrictions

Flight information for Pensacola to Chicago
(PNS to CHI)

Find info about flight duration, direct flights, and airports for your flight from Pensacola to Chicago
Best Price Found$140The best flight deal from Pensacola to Chicago found on momondo in the last 72 hours is $140
Fastest flight time2h 34mThe fastest flight from Pensacola to Chicago takes 2h 34m
Direct flightsNoneThere are no direct flights from Pensacola to Chicago. Popular non-direct routes for this connection are Pensacola Airport - Chicago Midway Airport, Pensacola Airport - Chicago Greater Rockford Airport and Pensacola Airport - Chicago O'Hare Intl Airport.
Airports in Chicago3 airportsThere are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Pensacola to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Pensacola to Chicago?

August

The cheapest time of year to fly to Chicago from Pensacola is August. Most expensive is December

What is the cheapest day to depart Pensacola for Chicago?

Monday

The cheapest day of the week is typically Monday. The most expensive is typically Sunday

When is the cheapest time to fly from Pensacola to Chicago?

in the evening

Pensacola to Chicago flights are approximately 57% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from Pensacola?

Frontier

American Airlines, Delta, and Frontier are the most popular carriers operating from Pensacola to Chicago

What is the cheapest Pensacola to Chicago flight route?

Pensacola - Chicago O'Hare Intl

Fly from Pensacola to Chicago O'Hare Intl for the best Pensacola - Chicago flight prices

How far in advance should you book Pensacola to Chicago flights?

60 days before

The cheapest time to buy a flight from Pensacola to Chicago is approximately 60 days to departure


Easily compare round-trip flights from Pensacola to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Pensacola to Chicago by changing tabs
Frontier
Nov 3
PNS6:38 amPensacola
13h 14m
1 stop
ORD7:52 pmChicago O'Hare Intl
Nov 10
ORD8:42 amChicago O'Hare Intl
21h 16m
1 stop
PNS5:58 amPensacola
Multiple Airlines
Dec 1
PNS1:50 pmPensacola
14h 30m
1 stop
ORD4:20 amChicago O'Hare Intl
Dec 8
ORD8:43 amChicago O'Hare Intl
21h 13m
1 stop
PNS5:56 amPensacola
Spirit Airlines
Nov 24
PNS1:59 pmPensacola
19h 42m
1 stop
ORD9:41 amChicago O'Hare Intl
Dec 2
ORD6:30 amChicago O'Hare Intl
30h 33m
2 stops
PNS1:03 pmPensacola
Delta
Nov 12
PNS6:50 amPensacola
6h 02m
1 stop
MDW12:52 pmChicago Midway
Nov 16
MDW1:00 amChicago Midway
4h 38m
1 stop
PNS5:38 amPensacola
Multiple Airlines
Nov 11
PNS6:43 amPensacola
22h 30m
1 stop
ORD5:13 amChicago O'Hare Intl
Nov 14
ORD12:40 pmChicago O'Hare Intl
17h 04m
1 stop
PNS5:44 amPensacola
Multiple Airlines
Nov 5
PNS2:07 pmPensacola
19h 55m
1 stop
ORD10:02 amChicago O'Hare Intl
Nov 7
ORD2:24 amChicago O'Hare Intl
27h 20m
1 stop
PNS5:44 amPensacola

Find the cheapest one-way flights from Pensacola to Chicago

If you're looking for one-way flights from Pensacola to Chicago, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Spirit Airlines
Jan 10
PNS1:50 pmPensacola
14h 05m
1 stop
ORD3:55 amChicago O'Hare Intl
Frontier
Jan 19
PNS6:01 amPensacola
13h 33m
1 stop
ORD7:34 pmChicago O'Hare Intl
Multiple Airlines
Nov 22
PNS1:59 pmPensacola
29h 11m
1 stop
ORD7:10 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Pensacola

Find and compare flight prices for your last-minute flight from Pensacola to Chicago
Multiple Airlines
Oct 28
PNS6:48 amPensacola
13h 07m
1 stop
ORD7:55 pmChicago O'Hare Intl
Nov 2
ORD9:32 amChicago O'Hare Intl
20h 21m
1 stop
PNS5:53 amPensacola
American Airlines
Oct 27
PNS10:59 amPensacola
2h 47m
ORD1:46 pmChicago O'Hare Intl
Oct 29
ORD7:45 amChicago O'Hare Intl
2h 18m
PNS10:03 amPensacola
Delta
Oct 26
PNS1:27 amPensacola
3h 53m
1 stop
MDW5:20 amChicago Midway
Nov 1
MDW2:00 amChicago Midway
4h 45m
1 stop
PNS6:45 amPensacola
United Airlines
Oct 23
PNS7:10 amPensacola
5h 53m
1 stop
ORD1:03 pmChicago O'Hare Intl
Nov 7
ORD7:55 amChicago O'Hare Intl
2h 33m
PNS10:28 amPensacola
Multiple Airlines
Oct 26
PNS7:16 amPensacola
12h 47m
3 stops
ORD8:03 pmChicago O'Hare Intl
Oct 30
ORD8:22 amChicago O'Hare Intl
21h 43m
1 stop
PNS6:05 amPensacola
Multiple Airlines
Oct 27
PNS8:20 amPensacola
11h 43m
2 stops
ORD8:03 pmChicago O'Hare Intl
Oct 30
ORD8:22 amChicago O'Hare Intl
21h 43m
1 stop
PNS6:05 amPensacola

Best airlines flying from Pensacola to Chicago

Compare and see reviews for airlines that fly from Pensacola to Chicago with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $56
Free Cancellation
Rating
6.3
6.6

Boarding

6.0

Comfort

7.1

Crew

4.8

Entertainment

5.1

Food

Reviews

some wifi

1 / 10
American Airlines
PriceFrom $142
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Delta
PriceFrom $145
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
United Airlines
PriceFrom $171
Free Cancellation
Rating
6.8
7.2

Boarding

6.7

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Cons: Sarasota ticketing agent was not very nice at all 😟 Houston Gate agent was not nice either. We were treated like we were stupid for asking questions. I hope it’s not racism issues. I wished I had taken their names.

1 / 10

  • Are airlines flying from Pensacola to Chicago offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Pensacola to Chicago are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: United Airlines, Frontier, and Delta.

  • How far is Pensacola to Chicago by plane?

    A flight from Pensacola to Chicago will travel around 791.2 mi. 3h 48m is a normal flight duration for this route.


Can I fly to Chicago from Pensacola right now?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Pensacola need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Pensacola must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Pensacola are not required to quarantine after entering Chicago.

Can I fly back to Pensacola from Chicago?

Returning to Pensacola from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Pensacola.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Pensacola.

If you are planning to travel to Chicago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

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