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Cheap flights from Pensacola (PNS) to Chicago (CHI) from $57

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PNS — CHI
May 13 — May 201
From?
To?
Mon 5/13
Mon 5/20
1 adult, Economy
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The best prices from Pensacola to Chicago are usually found in April or October, booked 69 days in advance, depart on a Thursday or Tuesday and return on a Saturday

Cheap flight deals from Pensacola to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 8, 2024.

Popular in

July

Cheapest in

April

Round-trip from

$223

One-way from

$169
High demand for flights, 18% potential price rise
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Best time to find cheap flights, 18% potential price drop
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From Pensacola to Chicago (CHI)
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One-way flight from Pensacola to Chicago (CHI)
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What is the cheapest day to fly round-trip from Pensacola to Chicago?

Wednesday is generally a great day to depart. Flying on this day could help you save up to 52%.

How far in advance should I book a flight from Pensacola to Chicago?

Travelers have found it’s best to book a flight 32 days in advance to save up to 71% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 32 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pensacola to Chicago 1-2 weeks in advance for as low as $262, or $365 for flights within the next 24 hours.

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

Flights from Pensacola to Chicago lean towards being more expensive in July. Prices are generally better when you fly from Pensacola to Chicago in April, with the cheapest ticket starting at $155.

When is the cheapest time to fly from Pensacola to Chicago (PNS - CHI)?

Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Pensacola to Chicago by exploring options for tickets in the afternoon.

Cheap Spirit Airlines flights from Pensacola to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Pensacola and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Consider these cheap Spirit Airlines flights we've found departing from Pensacola to Chicago. It's recommended that users confirm their flight details before booking.
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$101
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$116
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$123
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$140
Sat 5/188:36 amPNS - ORD
1 stop16h 42mSpirit Airlines
Fri 5/316:40 pmORD - PNS
1 stop22h 51mSpirit Airlines
Deal found 5/7$158
Wed 5/156:31 pmPNS - ORD
1 stop15h 24mSpirit Airlines
Sat 5/186:40 pmORD - PNS
1 stop13h 22mSpirit Airlines
Deal found 5/6$161
Tue 5/146:21 pmPNS - ORD
3 stops29h 31mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$165
Mon 5/137:21 pmPNS - ORD
1 stop21h 14mSpirit Airlines
Sat 5/185:41 pmORD - PNS
1 stop14h 21mSpirit Airlines
Deal found 5/7$171
Sat 5/188:36 amPNS - ORD
1 stop16h 42mSpirit Airlines
Fri 5/317:35 amORD - PNS
2 stops33h 56mSpirit Airlines
Deal found 5/7$189

Cheap American Airlines flights from Pensacola to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Pensacola and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Browse through some of the cheapest American Airlines flights traveling from Pensacola to Chicago. Check back soon if you're not seeing flights that suit your needs.
Fri 6/282:38 pmPNS - ORD
1 stop6h 59mAmerican Airlines
Sun 7/75:00 amORD - PNS
1 stop5h 35mAmerican Airlines
Deal found 5/7$296
Sat 6/2910:55 amPNS - ORD
Nonstop2h 29mAmerican Airlines
Wed 7/101:15 pmORD - PNS
1 stop6h 10mAmerican Airlines
Deal found 5/7$317
Mon 5/135:58 pmPNS - ORD
1 stop6h 01mAmerican Airlines
Sat 5/188:05 amORD - PNS
Nonstop2h 25mAmerican Airlines
Deal found 5/7$347
Sat 6/111:15 amPNS - ORD
Nonstop2h 28mAmerican Airlines
Tue 6/118:30 amORD - PNS
1 stop5h 23mAmerican Airlines
Deal found 5/7$358
Fri 5/314:41 pmPNS - ORD
1 stop5h 13mAmerican Airlines
Sat 6/88:01 amORD - PNS
Nonstop2h 24mAmerican Airlines
Deal found 5/7$359
Sat 5/1111:15 amPNS - ORD
Nonstop2h 28mAmerican Airlines
Mon 5/138:30 amORD - PNS
1 stop7h 26mAmerican Airlines
Deal found 5/7$367
Sat 6/111:15 amPNS - ORD
Nonstop2h 28mAmerican Airlines
Sun 6/95:07 amORD - PNS
1 stop5h 18mAmerican Airlines
Deal found 5/7$369
Thu 5/96:47 amPNS - ORD
1 stop5h 53mAmerican Airlines
Sat 5/116:30 amORD - PNS
1 stop5h 24mAmerican Airlines
Deal found 5/7$375
Sat 7/2711:14 amPNS - ORD
Nonstop2h 32mAmerican Airlines
Sat 8/38:15 amORD - PNS
Nonstop2h 29mAmerican Airlines
Deal found 5/7$400

Cheap Pensacola to Chicago flights in May & June 2024

Find cheap flight options from Pensacola to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 8, 2024.
Check out some of the best flight deals from Pensacola to Chicago in 2024. For more flight deals, be sure to check back very soon.
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$101
Tue 6/46:21 pmPNS - ORD
1 stop22h 07mSpirit Airlines
Tue 6/1111:02 amORD - PNS
1 stop5h 57mSpirit Airlines
Deal found 5/7$108
Tue 6/46:21 pmPNS - ORD
2 stops21h 46mSpirit Airlines
Tue 6/1111:02 amORD - PNS
1 stop5h 57mSpirit Airlines
Deal found 5/7$110
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$116
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$123
Tue 6/46:21 pmPNS - ORD
2 stops21h 46mSpirit Airlines
Tue 6/119:37 pmORD - PNS
2 stops19h 22mSpirit Airlines
Deal found 5/7$132
Sat 6/16:21 pmPNS - ORD
1 stop22h 14mSpirit Airlines
Tue 6/115:05 amORD - PNS
1 stop11h 54mSpirit Airlines
Deal found 5/7$133
Fri 5/317:21 pmPNS - ORD
1 stop14h 34mSpirit Airlines
Sat 6/86:40 pmORD - PNS
1 stop23h 49mSpirit Airlines
Deal found 5/7$137
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$140

Pensacola to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Pensacola and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Check out some of the best flight deals from Pensacola to Chicago in 2024. For more flight deals, be sure to check back very soon.
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$101
Tue 6/46:21 pmPNS - ORD
1 stop22h 07mSpirit Airlines
Tue 6/1111:02 amORD - PNS
1 stop5h 57mSpirit Airlines
Deal found 5/7$108
Tue 6/46:21 pmPNS - ORD
2 stops21h 46mSpirit Airlines
Tue 6/1111:02 amORD - PNS
1 stop5h 57mSpirit Airlines
Deal found 5/7$110
Wed 9/115:39 pmPNS - ORD
1 stop6h 21mSpirit Airlines
Sat 9/147:12 amORD - PNS
1 stop9h 37mSpirit Airlines
Deal found 5/7$115
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$116
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$123
Tue 6/46:21 pmPNS - ORD
2 stops21h 46mSpirit Airlines
Tue 6/119:37 pmORD - PNS
2 stops19h 22mSpirit Airlines
Deal found 5/7$132
Sat 6/16:21 pmPNS - ORD
1 stop22h 14mSpirit Airlines
Tue 6/115:05 amORD - PNS
1 stop11h 54mSpirit Airlines
Deal found 5/7$133
Fri 5/317:21 pmPNS - ORD
1 stop14h 34mSpirit Airlines
Sat 6/86:40 pmORD - PNS
1 stop23h 49mSpirit Airlines
Deal found 5/7$137

Non-stop flights to Chicago from Pensacola

Discover non-stop flight options from Pensacola to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Take a look at some of the direct flights traveling from Pensacola to Chicago in the near future. Search for alternative flights from Pensacola to Chicago by utilizing the search form above.
Wed 8/282:12 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Tue 9/310:45 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$259
Wed 9/112:12 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Fri 9/1310:50 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$324
Tue 6/42:25 pmPNS - ORD
Nonstop2h 36mUnited Airlines
Tue 6/1111:04 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$352
Sat 6/110:24 amPNS - ORD
Nonstop2h 43mUnited Airlines
Tue 6/1111:04 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$353
Sun 7/142:20 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Wed 7/1711:00 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$375
Wed 7/312:20 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Tue 8/611:00 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$379
Sat 7/2711:14 amPNS - ORD
Nonstop2h 32mAmerican Airlines
Sat 8/38:15 amORD - PNS
Nonstop2h 29mAmerican Airlines
Deal found 5/7$400
Thu 6/202:25 pmPNS - ORD
Nonstop2h 36mUnited Airlines
Tue 7/211:00 amORD - PNS
Nonstop2h 22mUnited Airlines
Deal found 5/7$413
Thu 10/172:15 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Sun 10/2010:49 amORD - PNS
Nonstop2h 21mUnited Airlines
Deal found 5/7$428

Pensacola to Chicago flights leaving soon

Find last-minute flight options from Pensacola to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Consider one of these great deals we found on last-minute flights from Pensacola to Chicago. Users should examine the flight details to ensure there are no surprises.
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$101
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/215:36 pmORD - PNS
1 stop13h 21mSpirit Airlines
Deal found 5/7$116
Tue 5/146:21 pmPNS - ORD
1 stop15h 34mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$123
Tue 5/147:31 pmPNS - ORD
2 stops23h 48mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$140
Sat 5/188:36 amPNS - ORD
1 stop16h 42mSpirit Airlines
Fri 5/316:40 pmORD - PNS
1 stop22h 51mSpirit Airlines
Deal found 5/7$158
Wed 5/156:31 pmPNS - ORD
1 stop15h 24mSpirit Airlines
Sat 5/186:40 pmORD - PNS
1 stop13h 22mSpirit Airlines
Deal found 5/6$161
Tue 5/146:21 pmPNS - ORD
3 stops29h 31mSpirit Airlines
Tue 5/219:35 amORD - PNS
3 stops21h 22mSpirit Airlines
Deal found 5/7$165
Mon 5/137:21 pmPNS - ORD
1 stop21h 14mSpirit Airlines
Sat 5/185:41 pmORD - PNS
1 stop14h 21mSpirit Airlines
Deal found 5/7$171
Mon 5/139:10 pmPNS - MDW
1 stop14h 28mFrontier
Sat 5/1810:01 pmMDW - PNS
1 stop17h 39mFrontier
Deal found 5/7$172

One-way flights to Chicago from Pensacola

Search for one-way flight options from Pensacola to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Take a look at some of the one-way flights we've detected from Pensacola to Chicago. Users needing a return flight from Pensacola to Chicago should utilize the search form above.
Tue 5/147:31 pmPNS - ORD
2 stops28h 21mSpirit Airlines
Deal found 5/7$57
Fri 5/317:21 pmPNS - ORD
1 stop21h 14mSpirit Airlines
Deal found 5/7$63
Tue 5/147:31 pmPNS - ORD
1 stop13h 53mSpirit Airlines
Deal found 5/7$74
Tue 5/146:21 pmPNS - ORD
3 stops29h 31mSpirit Airlines
Deal found 5/7$80
Fri 6/75:21 pmPNS - ORD
2 stops23h 00mSpirit Airlines
Deal found 5/7$82
Fri 5/317:21 pmPNS - ORD
2 stops29h 11mSpirit Airlines
Deal found 5/7$83
Wed 5/299:51 pmPNS - MDW
1 stop13h 18mFrontier
Deal found 5/7$84
Thu 6/610:39 amPNS - ORD
1 stop10h 02mSpirit Airlines
Deal found 5/7$87
Sun 5/197:31 pmPNS - ORD
1 stop13h 53mSpirit Airlines
Deal found 5/6$101

Find flights from Pensacola to Chicago within your budget

Customize your flight search to find flights from Pensacola to Chicago 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, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$148 - $318

Route

Depart

Return

Price

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Sat 6/1

1 stop13h 28m

Chicago Midway

Tue 6/11

1 stop8h 32m

$148

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Wed 9/11

1 stop15h 42m

Chicago Midway

Sat 9/14

1 stop13h 13m

$158

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Thu 9/26

1 stop15h 42m

Chicago Midway

Sun 9/29

1 stop13h 13m

$162

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Sat 8/24

1 stop4h 02m

Chicago Midway

Wed 8/28

1 stop4h 15m

$198

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Tue 9/10

1 stop6h 38m

Chicago Midway

Fri 9/13

1 stop6h 25m

$203

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Tue 5/21

1 stop13h 53m

Chicago O'Hare Intl

Fri 5/24

1 stop23h 50m

$206

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Sun 7/14

1 stop28h 53m

Chicago O'Hare Intl

Wed 7/17

1 stop12h 30m

$207

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Fri 6/28

1 stop6h 59m

Chicago O'Hare Intl

Sun 7/7

1 stop5h 35m

$296

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Tue 7/16

1 stop6h 58m

Chicago O'Hare Intl

Tue 7/23

Nonstop2h 22m

$318

Flights are sorted by cheapest first

Deals found on 5/7

When is the best time to book a flight from Pensacola to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Chicago. Price data was last updated on May 3, 2024.
The price you pay for your flight from Pensacola to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Chicago. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Pensacola to Chicago flight should consider departing on Saturday afternoons when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Pensacola to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Pensacola to Chicago is currently $79 while a round-trip flight costs $211. Price data was last updated on May 5, 2024.

Currently, February is the cheapest month in which you can book a flight from Pensacola to Chicago (average of $244). Flying from Pensacola to Chicago in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$348

July

$330

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 8, 2024.
Get a feel of what it's like to fly with Spirit Airlines, American Airlines and United Airlines from Pensacola to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,073 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,686 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Spirit Airlines
6.4
Okay
8,711 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.3
Okay
4,088 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pensacola to Chicago?

    Located just 4.0 mi from the city center, Pensacola is the airport most travelers will use when flying to Chicago from Pensacola. Booking flights from Pensacola (PNS) to Chicago should be relatively easy as there is 1 daily outbound flight to Chicago from 5 different airlines.

  • Can I find flights from Pensacola to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Pensacola to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $148, but on average you can expect to pay $199.

  • Are there nonstop flights from Pensacola to Chicago for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Pensacola to Chicago under $300. A good price for a nonstop flight from Pensacola to Chicago is less than $427.

  • Are there last-minute flights available from Pensacola to Chicago for under $200?

    There are currently 20+ open flights from Pensacola to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from Pensacola to Chicago?

    Days when nonstop flights are available for this flight are: Friday.

  • How many flights depart from Pensacola to Chicago on average per day?

    2 flight departures from Pensacola to Chicago per day on average.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Pensacola to Chicago?

    Departing from Pensacola to Chicago will take you 4h 02m. The distance from Pensacola to Chicago is about 800 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Pensacola to Chicago round-trip?

    Our cheapest airline available from Pensacola to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $148 on this airline. Additional options worth looking into are Delta and Spirit Airlines, starting at $198 and $206 round-trip. Frontier is 55% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Pensacola to Chicago one-way?

    The cheapest airlines for a one-way flight from Pensacola to Chicago are Spirit Airlines ($57), Frontier ($84), and Delta ($139).

  • What are the most popular routes from Pensacola to Chicago?

    Most travelers choose Pensacola - Chicago O'Hare Intl, Pensacola - Chicago Midway or Pensacola - Chicago Greater Rockford when deciding on the best route from Pensacola to Chicago.

  • What are the most popular airlines that fly from Pensacola to Chicago?

    Before booking your flight from Pensacola to Chicago check out the most popular airlines for this route: American Airlines, Delta or Spirit Airlines.

  • What are the most reliable airlines from Pensacola to Chicago?

    The top 3 most reliable airlines when flying from Pensacola to Chicago are SkyWest Airlines (100%), American Airlines (100%) and Qatar Airways (100%).

  • What are the cheapest flights from Pensacola to Chicago?

    On average you can expect to pay $512 for a flight from Pensacola to Chicago. The cheapest flight overall is $183 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $108.

  • What does PNS to ORD mean?

    This is defined as Pensacola Airport (PNS) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Pensacola to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Pensacola to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Pensacola to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Pensacola to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Pensacola to Chicago that include hotel bookings?

    Yes. In addition to deals on Pensacola to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Chicago.

  • Can I find deals for business class flights from Pensacola to Chicago?

    Yes. Cheapflights offers flight deals from Pensacola to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Pensacola to Chicago that allow pets onboard?

    Many airlines flying from Pensacola to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Pensacola to Chicago?

    Yes, you can often find last-minute deals on Pensacola to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Pensacola to Chicago flight deals updated?

    The Pensacola to Chicago flight deals you see on this page were last updated on 5/7.

See more FAQs

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Alternative routes for Pensacola to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 5 airlines flying from Pensacola to Chicago

Discover the top 5 airlines that operate flights from Pensacola to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$119Average$200FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
Allegiant AirCheapest$152Average$214FlexibilityNo cancel feeOn-time88%
Search Allegiant Air flights
United AirlinesCheapest$186Average$366FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$186Average$356FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$204Average$354FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Pensacola to Chicago by cabin class

Find flights from Pensacola to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Pensacola to Chicago

Find hourly flight availability from Pensacola to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 8, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
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Weekly flight availability from Pensacola to Chicago

Explore weekly flight availability from Pensacola to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 8, 2024.
Sunday2daily flights
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday0daily flights
Friday1daily flight
Saturday2daily flights

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Not ready to book yet? You can track prices for flights from Pensacola to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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