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$51+ Cheap flights from Pittsburgh (PIT) to Illinois

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Pittsburgh to Illinois

Keep the following information in mind while searching for Pittsburgh to Illinois flight deals. Data was last updated September 11, 2025.

Round-trip from

$101
(Southwest)

One-way from

$51
(Southwest)

Popular in

March

Cheapest in

August

Average price

$255

Good round-trip deal

$250 or less

Good one-way deal

$176 or less
From Pittsburgh to Illinois
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One-way flight from Pittsburgh to Illinois
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Highest demand for flights based on searches. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Pittsburgh to Illinois.
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Price to beat on a one-way flight from Pittsburgh to Illinois.
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Find flight deals from Pittsburgh to Illinois

Cheapest flights from Pittsburgh to Illinois
Explore the most affordable flight options available from Pittsburgh to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/84:00 pmPIT - MDW
Nonstop1h 25mSouthwest
Wed 10/1510:05 amMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/10$101
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/411:04 amPIT - ORD
Nonstop1h 43mUnited Airlines
Tue 10/72:15 pmORD - PIT
Nonstop1h 37mUnited Airlines
Deal found 9/9$101
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/199:30 pmPIT - MDW
Nonstop1h 30mSouthwest
Wed 10/224:55 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/11$117
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:00 pmPIT - ORD
Nonstop1h 50mUnited Airlines
Sun 10/1212:45 pmORD - PIT
Nonstop1h 39mUnited Airlines
Deal found 9/10$117
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/45:23 pmPIT - ORD
Nonstop1h 47mAmerican Airlines
Sun 10/58:42 amORD - PIT
Nonstop1h 47mAmerican Airlines
Deal found 9/10$118
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/178:10 pmPIT - MDW
Nonstop1h 30mSouthwest
Mon 10/209:55 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/11$133
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:00 pmPIT - ORD
Nonstop1h 50mUnited Airlines
Sun 10/127:25 amORD - PIT
Nonstop1h 37mUnited Airlines
Deal found 9/10$133
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/211:10 pmPIT - MDW
1 stop6h 20mSouthwest
Tue 10/284:55 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/10$137
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:10 pmPIT - MDW
Nonstop1h 30mSouthwest
Wed 10/810:05 amMDW - PIT
Nonstop1h 20mSouthwest
Deal found 9/11$143
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:38 pmPIT - ORD
1 stop7h 04mFrontier
Mon 11/108:26 amORD - PIT
1 stop4h 27mFrontier
Deal found 9/9$143
This Priceline deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:30 pmPIT - ORD
1 stop7h 45mFrontier
Sun 11/95:11 amORD - PIT
1 stop8h 12mFrontier
Deal found 9/10$144
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:45 pmPIT - MDW
Nonstop1h 30mSouthwest
Sat 10/189:40 amMDW - PIT
1 stop5h 20mSouthwest
Deal found 9/10$149

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Illinois 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 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Pittsburgh to Illinois that are best for you.

Fly from

Pittsburgh

Fly to

Illinois

Route

Depart

Return

Price

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 10/4

4:05 pm-4:55 pm

Nonstop1h 50m

Chicago O'Hare Intl

Tue 10/7

12:45 pm-3:24 pm

Nonstop1h 39m

$101

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 10/8

4:05 pm-4:55 pm

Nonstop1h 50m

Chicago O'Hare Intl

Wed 10/15

12:45 pm-3:24 pm

Nonstop1h 39m

$101

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 10/1

2:07 pm-2:51 pm

Nonstop1h 44m

Chicago O'Hare Intl

Sat 10/4

2:15 pm-4:52 pm

Nonstop1h 37m

$101

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 10/8

8:35 am-9:25 am

Nonstop1h 50m

Chicago O'Hare Intl

Tue 10/14

2:15 pm-4:52 pm

Nonstop1h 37m

$101

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 1/17

6:00 pm-6:35 pm

Nonstop1h 35m

Chicago Midway

Mon 1/19

9:45 am-12:10 pm

Nonstop1h 25m

$117

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 10/23

6:20 am-6:50 am

Nonstop1h 30m

Chicago Midway

Wed 10/29

10:05 am-12:25 pm

Nonstop1h 20m

$117

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Fri 10/24

7:00 pm-7:50 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sat 11/1

7:25 am-9:54 am

Nonstop1h 29m

$117

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/2

7:00 pm-7:50 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sat 10/4

3:35 pm-6:16 pm

Nonstop1h 41m

$117

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/9

7:05 am-7:48 am

Nonstop1h 43m

Chicago O'Hare Intl

Sat 10/11

2:15 pm-4:52 pm

Nonstop1h 37m

$117

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 11/3

2:11 pm-2:55 pm

Nonstop1h 44m

Chicago O'Hare Intl

Tue 11/4

6:25 pm-9:05 pm

Nonstop1h 40m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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Best time to book a flight from Pittsburgh to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Illinois

What is the cheapest month to book a flight from Pittsburgh to Illinois?

Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $245). Flying from Pittsburgh to Illinois in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from PIT to IL?

Find hourly flight availability from Pittsburgh to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Pittsburgh to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Pittsburgh to Illinois

Explore weekly flight availability from Pittsburgh to Illinois. 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 September 11, 2025.

The most flights from PIT to USIL are scheduled on a Thursday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Pittsburgh to Illinois. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Illinois. 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 Pittsburgh to Illinois?

    Located just 13.5 mi from the city center, Pittsburgh (PIT) is the airport most travelers will use when flying to Illinois from Pittsburgh.

  • How long is the flight from Pittsburgh to Illinois?

    A quick flight from Pittsburgh to Illinois can take about 1h 35m. United Airlines provides one of the quickest options available for as low as $117. Pittsburgh and Illinois are separated by a distance of 400 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 to fly from Pittsburgh to Illinois one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $51. United Airlines flights start at $51 while deals on Frontier start at $90 one-way.

  • What are the most popular routes from Pittsburgh to Illinois?

    The most popular flight routes from Pittsburgh to Illinois are Pittsburgh - Chicago O'Hare Intl, Pittsburgh - Chicago Midway and Pittsburgh - Lambert-St Louis.

  • What are the most reliable airlines from Pittsburgh to Illinois?

    Before booking your flight to Illinois from Pittsburgh, check out the most reliable airlines to get you to your destination on time: Envoy Air (93%), Avianca (92%), Copa Airlines( 91%).

  • What are the cheapest flights from Pittsburgh to Illinois?

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (Pittsburgh - Chicago O'Hare Intl) can be booked for $101 on average, our data indicates $792 when flying from Pittsburgh to Illinois.

  • Can I find deals for flights from Pittsburgh to Illinois that include hotel bookings?

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

  • How can I find direct flights from Pittsburgh to Illinois?

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

  • Can I find deals for business class flights from Pittsburgh to Illinois?

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

  • What is the cheapest month to book a flight from Pittsburgh to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $245). Flying from Pittsburgh to Illinois in March is currently the most expensive (average of $321). 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.

See more FAQs

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Alternative routes for Pittsburgh to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Pittsburgh to Illinois

Discover the top 3 airlines that operate flights from Pittsburgh to Illinois. 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 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$93Average$396FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$318FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$131Average$361FlexibilityNo cancel feeOn-time69%

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