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$54+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Priceline deal was found by Cheapflights users on 10/27. 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 11/1412:14 pmPIT - ORD
1 stop9h 13mMultiple Airlines
Mon 11/178:26 amORD - PIT
1 stop4h 27mMultiple Airlines
Deal found 10/27$119
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/243:01 pmPIT - ORD
Nonstop1h 54mAmerican Airlines
Thu 11/271:15 pmORD - PIT
Nonstop1h 38mAmerican Airlines
Deal found 10/28$121
This Southwest deal was found by Cheapflights users on 10/28. 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 12/155:45 amPIT - MDW
1 stop5h 25mSouthwest
Wed 12/172:10 pmMDW - PIT
2 stops5h 55mSouthwest
Deal found 10/28$122
This Southwest deal was found by Cheapflights users on 10/28. 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 12/166:00 amPIT - ORD
1 stop7h 15mSouthwest
Thu 12/181:45 pmORD - PIT
2 stops9h 00mSouthwest
Deal found 10/28$122
This Flightnetwork deal was found by Cheapflights users on 10/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:30 pmPIT - ORD
1 stop7h 45mMultiple Airlines
Wed 11/1910:52 amORD - PIT
1 stop9h 19mMultiple Airlines
Deal found 10/27$123
This Southwest deal was found by Cheapflights users on 10/29. 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 12/41:20 pmPIT - MDW
2 stops7h 55mSouthwest
Mon 12/82:30 pmMDW - PIT
2 stops6h 25mSouthwest
Deal found 10/29$127
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Tue 11/1810:15 amPIT - ORD
1 stop11h 12mSpirit Airlines
Thu 11/203:53 pmORD - PIT
1 stop14h 28mSpirit Airlines
Deal found 10/27$130
This Priceline deal was found by Cheapflights users on 10/28. 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.
Mon 11/102:38 pmPIT - ORD
1 stop7h 04mMultiple Airlines
Wed 11/1210:52 amORD - PIT
1 stop9h 19mMultiple Airlines
Deal found 10/28$131
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 12/85:51 pmPIT - ORD
Nonstop1h 44mUnited Airlines
Wed 12/109:05 pmORD - PIT
Nonstop1h 33mUnited Airlines
Deal found 10/28$134
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/1310:06 pmPIT - ORD
1 stop15h 39mMultiple Airlines
Sun 11/166:40 amORD - PIT
1 stop22h 41mMultiple Airlines
Deal found 10/27$136
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Mon 11/1010:15 amPIT - ORD
2 stops27h 38mSpirit Airlines
Wed 11/1210:52 amORD - PIT
1 stop9h 19mSpirit Airlines
Deal found 10/27$137
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/412:16 pmPIT - ORD
Nonstop1h 56mAmerican Airlines
Mon 12/83:29 pmORD - PIT
Nonstop1h 40mAmerican Airlines
Deal found 10/27$138

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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$119
(Priceline)

One-way from

$54
(Southwest)

Popular in

December

Cheapest in

August

Average price

$286

Good round-trip deal

$289 or less

Good one-way deal

$190 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. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 29, 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 - MDW

PITMDW

Pittsburgh

Mon 12/15

5:30 am-12:35 pm

2 stops8h 05m

Chicago Midway

Tue 12/16

5:35 am-12:30 pm

1 stop5h 55m

$122

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 12/16

5:45 am-1:00 pm

2 stops8h 15m

Chicago Midway

Wed 12/17

2:30 pm-9:55 pm

2 stops6h 25m

$127

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 12/15

5:30 am-12:35 pm

2 stops8h 05m

Chicago Midway

Wed 12/17

2:10 pm-9:05 pm

2 stops5h 55m

$127

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 12/8

5:51 pm-6:35 pm

Nonstop1h 44m

Chicago O'Hare Intl

Wed 12/10

9:05 pm-11:38 pm

Nonstop1h 33m

$134

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/22

6:00 am-1:10 pm

1 stop8h 10m

Chicago O'Hare Intl

Mon 1/26

2:05 pm-11:53 pm

1 stop8h 48m

$155

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/15

10:24 am-12:48 pm

1 stop3h 24m

Chicago Midway

Mon 1/19

6:35 pm-10:39 pm

1 stop3h 04m

$157

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 3/3

11:45 am-4:25 pm

1 stop5h 40m

Chicago Midway

Wed 3/4

6:00 am-12:55 pm

1 stop5h 55m

$157

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/22

6:32 am-1:09 pm

1 stop7h 37m

Chicago Midway

Mon 1/26

6:35 pm-10:39 pm

1 stop3h 04m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 1/15

6:00 am-9:40 am

1 stop4h 40m

Chicago O'Hare Intl

Mon 1/19

5:37 pm-10:39 pm

1 stop4h 02m

$157

PittsburghSt. Louis

PIT - STL

PITSTL

Pittsburgh

Thu 12/4

7:10 pm-10:10 pm

1 stop4h 00m

Lambert-St Louis

Mon 12/8

7:40 am-3:15 pm

1 stop6h 35m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 $91). 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 October 29, 2025.

It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 25% 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. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 29, 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
4,240 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

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
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

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
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

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
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

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 44m. Southwest provides one of the quickest options available for as low as $134. 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 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: GoJet (100%), Copa Airlines (96%), SWISS( 94%).

  • What are the cheapest flights from Pittsburgh to Illinois?

    Looking at all options, your cheapest flight can be booked for $114. While the most popular route (Pittsburgh - Chicago O'Hare Intl) can be booked for $97 on average, our data indicates $904 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 $91). 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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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$93Average$377FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$319FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$127Average$360FlexibilityNo cancel feeOn-time69%

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