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Illinois

$56+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:20 amPIT - MDW
1 stop3h 29mDelta
Tue 1/66:14 pmMDW - PIT
1 stop4h 28mDelta
Deal found 12/11$206
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:20 amPIT - ORD
1 stop3h 41mDelta
Tue 1/69:35 amORD - PIT
1 stop7h 25mDelta
Deal found 12/11$206
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:09 pmPIT - ORD
1 stop5h 57mFrontier
Fri 12/265:15 amORD - PIT
1 stop7h 56mFrontier
Deal found 12/10$214
This Southwest deal was found by Cheapflights users on 12/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:55 pmPIT - MDW
Nonstop1h 30mSouthwest
Wed 12/316:05 pmMDW - PIT
Nonstop1h 25mSouthwest
Deal found 12/9$235
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:55 amPIT - ORD
Nonstop1h 59mUnited Airlines
Wed 12/317:24 amORD - PIT
Nonstop1h 43mUnited Airlines
Deal found 12/11$235
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:20 amPIT - ORD
Nonstop2h 01mAmerican Airlines
Wed 12/316:07 amORD - PIT
1 stop4h 12mAmerican Airlines
Deal found 12/11$245
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:20 amPIT - MDW
1 stop3h 29mDelta
Wed 12/316:08 pmMDW - PIT
1 stop3h 28mDelta
Deal found 12/10$255
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:30 pmPIT - ORD
1 stop6h 32mDelta
Wed 12/316:02 pmORD - PIT
1 stop3h 34mDelta
Deal found 12/10$255
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/3110:53 amPIT - STL
1 stop25h 03mMultiple Airlines
Sun 1/115:11 pmSTL - PIT
2 stops39h 29mMultiple Airlines
Deal found 12/9$260
This Southwest deal was found by Cheapflights users on 12/10. 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.
Thu 12/256:40 amPIT - MDW
Nonstop1h 40mSouthwest
Wed 12/3110:15 amMDW - PIT
Nonstop1h 30mSouthwest
Deal found 12/10$265
This Mytrip deal was found by Cheapflights users on 12/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:53 amPIT - ORD
2 stops22h 38mSpirit Airlines
Sun 1/118:43 pmORD - PIT
1 stop11h 57mSpirit Airlines
Deal found 12/11$266
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/3110:53 amPIT - STL
1 stop25h 03mMultiple Airlines
Thu 1/83:43 pmSTL - PIT
2 stops16h 57mMultiple Airlines
Deal found 12/9$269

Find flight deals from Pittsburgh to Illinois

Keep the following information in mind while searching for Pittsburgh to Illinois flight deals. Data was last updated December 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$164
(Southwest)

One-way from

$56
(Flightnetwork)

Popular in

December

Cheapest in

August

Average price

$355

Good round-trip deal

$337 or less

Good one-way deal

$177 or less
Provider with most accurate pricing for Pittsburgh-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pittsburgh-Chicago (CHI) flights.
Search Deals
From Pittsburgh to Illinois
Search Deals
One-way flight from Pittsburgh to Illinois
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Pittsburgh to Illinois.
Search Deals
Price to beat on a one-way flight from Pittsburgh to Illinois.
Search Deals

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 December 12, 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

PittsburghSt. Louis

PIT - STL

PITSTL

Pittsburgh

Mon 1/26

12:35 pm-7:05 pm

1 stop7h 30m

Lambert-St Louis

Tue 1/27

8:20 am-3:40 pm

1 stop6h 20m

$164

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/22

6:25 am-2:15 pm

2 stops8h 50m

Chicago Midway

Mon 1/26

2:20 pm-9:55 pm

2 stops6h 35m

$201

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sun 1/18

5:46 pm-6:37 pm

Nonstop1h 51m

Chicago O'Hare Intl

Mon 1/19

2:07 pm-4:44 pm

Nonstop1h 37m

$203

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/15

10:49 am-11:41 am

Nonstop1h 52m

Chicago O'Hare Intl

Sun 1/18

6:04 pm-8:41 pm

Nonstop1h 37m

$203

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/15

1:25 pm-2:00 pm

Nonstop1h 35m

Chicago Midway

Sun 1/18

1:25 pm-3:45 pm

Nonstop1h 20m

$203

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/17

5:46 pm-6:37 pm

Nonstop1h 51m

Chicago O'Hare Intl

Wed 1/21

6:04 pm-8:41 pm

Nonstop1h 37m

$204

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/31

5:46 pm-6:37 pm

Nonstop1h 51m

Chicago O'Hare Intl

Wed 2/4

6:04 pm-8:41 pm

Nonstop1h 37m

$204

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 12/25

6:20 am-8:49 am

1 stop3h 29m

Chicago Midway

Tue 1/6

6:14 pm-11:42 pm

1 stop4h 28m

$206

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/15

5:50 pm-11:46 pm

1 stop6h 56m

Chicago O'Hare Intl

Sun 1/18

7:45 am-2:41 pm

1 stop5h 56m

$216

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/15

6:05 am-1:26 pm

1 stop8h 21m

Chicago O'Hare Intl

Sun 1/18

5:30 am-11:50 am

1 stop5h 20m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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, November is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $76). Flying from Pittsburgh to Illinois in February is currently the most expensive (average of $153). 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 December 12, 2025.

It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Pittsburgh to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pittsburgh to Illinois flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 12, 2025.

The most flights from PIT to USIL are scheduled on a Wednesday (51 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 December 12, 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
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,048 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 51m. Southwest provides one of the quickest options available for as low as $203. Pittsburgh and Illinois are separated by a distance of 411 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 $38. American Airlines flights start at $48 while deals on United Airlines start at $68 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 - Chicago Greater Rockford.

  • 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: SWISS (88%), Copa Airlines (87%), Republic Airways( 85%).

  • What are the cheapest flights from Pittsburgh to Illinois?

    Looking at all options, your cheapest flight can be booked for $107. While the most popular route (Pittsburgh - Chicago O'Hare Intl) can be booked for $112 on average, our data indicates $951 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, November is the cheapest month in which you can book a flight from Pittsburgh to Illinois (average of $76). Flying from Pittsburgh to Illinois in February is currently the most expensive (average of $153). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$92Average$374FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$313FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$106Average$355FlexibilityNo cancel feeOn-time69%

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