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Cheap flights from Pensacola to Wisconsin from $88

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to Wisconsin departing on 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Pensacola to Wisconsin

Cheap round-trip flights

Frontier Logo
4:30 pm - 12:15 amPNS-ORD
7h 45m1 stop
Frontier Logo
6:00 am - 3:35 pmORD-PNS
9h 35m1 stop
$166Frontier
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Fri, Nov 14 - Sun, Nov 16
Frontier Logo
4:30 pm - 12:12 amPNS-ORD
7h 42m1 stop
Frontier Logo
7:39 pm - 6:31 pmORD-PNS
22h 52m1 stop
$176Frontier
Find Deal
Sat, Nov 1 - Thu, Dec 11
United Airlines Logo
2:17 pm - 4:54 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:50 am - 1:15 pmORD-PNS
2h 25mnonstop
$203United Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
United Airlines Logo
2:17 pm - 4:54 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:50 am - 1:15 pmORD-PNS
2h 25mnonstop
$209United Airlines
Find Deal
Fri, Oct 17 - Mon, Oct 20
Delta Logo
7:00 am - 12:16 pmPNS-ORD
5h 16m1 stop
Delta Logo
6:45 am - 10:42 amORD-PNS
3h 57m1 stop
$217Delta
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Wed, Oct 22 - Wed, Oct 29
Delta Logo
7:00 am - 12:16 pmPNS-ORD
5h 16m1 stop
Delta Logo
6:45 am - 10:39 amORD-PNS
3h 54m1 stop
$223Delta
Find Deal
Wed, Oct 22 - Mon, Oct 27
Southwest Logo
7:40 am - 12:45 pmPNS-ORD
5h 05m1 stop
Southwest Logo
2:50 pm - 9:55 pmORD-PNS
7h 05m1 stop
$228Southwest
Find Deal
Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
3:59 pm - 9:14 pmPNS-ORD
5h 15m1 stop
American Airlines Logo
10:30 am - 1:00 pmORD-PNS
2h 30mnonstop
$234American Airlines
Find Deal
Wed, Oct 22 - Wed, Nov 19
American Airlines Logo
1:01 pm - 3:39 pmPNS-ORD
2h 38mnonstop
American Airlines Logo
10:30 am - 1:00 pmORD-PNS
2h 30mnonstop
$237American Airlines
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Sat, Nov 8 - Wed, Nov 12
Southwest Logo
10:10 am - 9:10 pmPNS-MKE
11h 00m2 stops
Southwest Logo
5:30 am - 9:20 amMKE-PNS
3h 50m1 stop
$242Southwest
Find Deal
Wed, Oct 22 - Wed, Nov 19

American Airlines flights from Pensacola to Wisconsin

Our best American Airlines deals on Pensacola to Wisconsin flight tickets
American Airlines
Oct 22
PNS3:59 pmPensacola
5h 15m
1 stop
ORD9:14 pmChicago O'Hare Intl
Nov 19
ORD10:30 amChicago O'Hare Intl
2h 30m
PNS1:00 pmPensacola
$234
Find similar
American Airlines
Nov 8
PNS1:01 pmPensacola
2h 38m
ORD3:39 pmChicago O'Hare Intl
Nov 12
ORD10:30 amChicago O'Hare Intl
2h 30m
PNS1:00 pmPensacola
$237
Find similar
American Airlines
Oct 30
PNS3:50 pmPensacola
7h 04m
1 stop
ORD10:54 pmChicago O'Hare Intl
Nov 3
ORD10:00 amChicago O'Hare Intl
2h 31m
PNS12:31 pmPensacola
$240
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Spirit Airlines flights from Pensacola to Wisconsin

Our best Spirit Airlines deals on Pensacola to Wisconsin flight tickets
Spirit Airlines
Oct 24
PNS4:36 pmPensacola
7h 09m
1 stop
ORD11:45 pmChicago O'Hare Intl
Oct 29
ORD6:00 amChicago O'Hare Intl
11h 01m
1 stop
PNS5:01 pmPensacola
$182
Find similar
Spirit Airlines
Oct 17
PNS4:36 pmPensacola
7h 09m
1 stop
ORD11:45 pmChicago O'Hare Intl
Oct 19
ORD5:05 amChicago O'Hare Intl
10h 26m
1 stop
PNS3:31 pmPensacola
$184
Find similar
Spirit Airlines
Oct 4
PNS4:44 pmPensacola
6h 04m
1 stop
ORD10:48 pmChicago O'Hare Intl
Oct 8
ORD6:00 amChicago O'Hare Intl
11h 01m
1 stop
PNS5:01 pmPensacola
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pensacola to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Pensacola to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/14

4:30 pm-12:15 am

1 stop7h 45m

Chicago O'Hare Intl

Sun 11/16

6:00 am-3:35 pm

1 stop9h 35m

$166

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 11/1

4:30 pm-12:12 am

1 stop7h 42m

Chicago O'Hare Intl

Thu 12/11

7:39 pm-6:31 pm

1 stop22h 52m

$176

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 10/15

2:17 pm-4:54 pm

Nonstop2h 37m

Chicago O'Hare Intl

Mon 10/20

10:50 am-1:15 pm

Nonstop2h 25m

$203

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/17

2:17 pm-4:54 pm

Nonstop2h 37m

Chicago O'Hare Intl

Mon 10/20

10:50 am-1:15 pm

Nonstop2h 25m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 10/22

7:00 am-12:16 pm

1 stop5h 16m

Chicago O'Hare Intl

Wed 10/29

6:45 am-10:42 am

1 stop3h 57m

$217

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 10/22

7:00 am-12:16 pm

1 stop5h 16m

Chicago O'Hare Intl

Mon 10/27

6:45 am-10:39 am

1 stop3h 54m

$223

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 10/15

7:40 am-12:45 pm

1 stop5h 05m

Chicago O'Hare Intl

Mon 10/20

2:50 pm-9:55 pm

1 stop7h 05m

$228

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 10/22

3:59 pm-9:14 pm

1 stop5h 15m

Chicago O'Hare Intl

Wed 11/19

10:30 am-1:00 pm

Nonstop2h 30m

$234

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 11/8

1:01 pm-3:39 pm

Nonstop2h 38m

Chicago O'Hare Intl

Wed 11/12

10:30 am-1:00 pm

Nonstop2h 30m

$237

PensacolaMilwaukee

PNS - MKE

PNSMKE

Pensacola

Wed 10/22

10:10 am-9:10 pm

2 stops11h 00m

Milwaukee-Mitchell

Wed 11/19

5:30 am-9:20 am

1 stop3h 50m

$242

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Wisconsin from

How to get the cheapest flight ticket from Pensacola to Wisconsin

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 to Wisconsin?

If you aren’t able to travel during the month of April, then book flights to Wisconsin from Pensacola during February instead. Flights to Wisconsin in February, while not as cheap as those in April, still average around $299.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Pensacola to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $331. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $510.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the evening. Flights from Pensacola to Wisconsin during this time can be as low as $329. Flights in the morning are often more expensive with an average ticket price of $398.

Can stopping save me money on Pensacola to Wisconsin flights?

You could potentially save up to 34% on your flight if you consider stops on a Pensacola to Wisconsin flight.

Cheap Pensacola to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pensacola to Wisconsin

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Wisconsin

1 airport
The fastest flight from Pensacola to Wisconsin takes 2h 30m
Direct flights go from Pensacola to Wisconsin every day.
There is 1 airport near Wisconsin: Chicago O'Hare Intl (ORD)
Search flight deals

  • When did momondo last update prices for flights from Pensacola Airport to Wisconsin?

    Prices for flights from Pensacola Airport to Wisconsin are updated daily.

  • How many operators does momondo search for flights from Pensacola Airport to Wisconsin?

  • How old do you have to be to fly from Pensacola Airport to Wisconsin?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pensacola Airport to Wisconsin.

  • What documentation or ID do you need to fly to Wisconsin?

    The required travel and health documents for your Wisconsin trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Wisconsin. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Pensacola to Wisconsin

Compare and see reviews for airlines that fly from Pensacola to Wisconsin with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $145Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $174Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $198Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $328Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Pensacola to Wisconsin?

It is quick and easy to find Pensacola to Wisconsin flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Wisconsin that suits you.

Can I find flights from Pensacola to Wisconsin with flexible booking policies on momondo?

Yes. All flights to Wisconsin from Pensacola on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Pensacola to Wisconsin?

Once all potential Pensacola to Wisconsin flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Pensacola to Wisconsin right now. Can momondo alert me if prices change?

Price alerts on flights to Wisconsin from Pensacola are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Wisconsin trip

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