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$57+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — ORD
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/245:45 pm
PIT
-
STL
1 stop29h 42m
Multiple Airlines
Tue 3/33:49 pm
STL
-
PIT
1 stop23h 50m
Multiple Airlines
Deal found 1/27$142
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:00 am
PIT
-
STL
2 stops25h 51m
Multiple Airlines
Wed 2/253:49 pm
STL
-
PIT
1 stop6h 36m
Multiple Airlines
Deal found 1/27$146
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:25 am
PIT
-
MDW
2 stops8h 55m
Southwest
Tue 3/31:25 pm
MDW
-
PIT
Nonstop1h 20m
Southwest
Deal found 1/27$172
This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:09 pm
PIT
-
ORD
1 stop15h 13m
Spirit Airlines
Wed 2/2510:19 am
ORD
-
PIT
2 stops12h 40m
Spirit Airlines
Deal found 1/28$174
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 4/159:19 am
PIT
-
ORD
Nonstop1h 47m
American Airlines
Thu 4/306:15 pm
ORD
-
PIT
Nonstop1h 42m
American Airlines
Deal found 1/28$175
This Mytrip deal was found by Cheapflights users on 1/27. 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 2/246:00 am
PIT
-
ORD
1 stop14h 11m
Spirit Airlines
Tue 3/36:51 pm
ORD
-
PIT
3 stops28h 08m
Spirit Airlines
Deal found 1/27$176
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
PIT
-
ORD
1 stop5h 14m
Delta
Wed 3/49:52 am
ORD
-
PIT
1 stop4h 58m
Delta
Deal found 1/28$177
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:35 pm
PIT
-
STL
1 stop5h 23m
Delta
Tue 3/2412:04 pm
STL
-
PIT
1 stop5h 25m
Delta
Deal found 1/28$177
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:09 pm
PIT
-
ORD
1 stop15h 13m
Spirit Airlines
Wed 3/410:44 am
ORD
-
PIT
1 stop11h 41m
Spirit Airlines
Deal found 1/28$180
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/199:09 pm
PIT
-
ORD
1 stop26h 54m
Multiple Airlines
Mon 2/238:16 pm
ORD
-
PIT
1 stop26h 43m
Multiple Airlines
Deal found 1/27$182
This Southwest deal was found by Cheapflights users on 1/28. 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 2/236:55 pm
PIT
-
MDW
Nonstop1h 35m
Southwest
Wed 2/251:50 pm
MDW
-
PIT
1 stop6h 00m
Southwest
Deal found 1/28$185
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
PIT
-
ORD
1 stop6h 25m
Multiple Airlines
Mon 3/238:41 pm
ORD
-
PIT
1 stop11h 57m
Multiple Airlines
Deal found 1/27$185

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$142
(Kiwi.com)

One-way from

$57
(Super.com)

Popular in

December

Cheapest in

August

Average price

$297

Good round-trip deal

$329 or less

Good one-way deal

$191 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. 12% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Mon 2/23

9:09 pm-11:22 am

1 stop15h 13m

Chicago O'Hare Intl

Wed 2/25

10:19 am-11:59 pm

2 stops12h 40m

$174

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 2/24

6:00 pm-6:35 pm

Nonstop1h 35m

Chicago Midway

Tue 3/3

5:40 pm-8:00 pm

Nonstop1h 20m

$175

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 3/23

7:00 am-7:53 am

Nonstop1h 53m

Chicago O'Hare Intl

Tue 3/24

2:15 pm-4:50 pm

Nonstop1h 35m

$175

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/7

7:10 pm-7:40 pm

Nonstop1h 30m

Chicago Midway

Wed 4/8

7:50 am-10:15 am

Nonstop1h 25m

$175

PittsburghSt. Louis

PIT - STL

PITSTL

Pittsburgh

Tue 2/24

3:32 pm-8:16 pm

1 stop5h 44m

Lambert-St Louis

Wed 2/25

11:41 am-8:05 pm

1 stop7h 24m

$177

PittsburghSt. Louis

PIT - STL

PITSTL

Pittsburgh

Wed 3/18

10:26 am-12:58 pm

1 stop3h 32m

Lambert-St Louis

Wed 3/25

5:59 pm-10:46 pm

1 stop3h 47m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 2/24

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Tue 2/24

1:45 pm-8:45 pm

1 stop6h 00m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 3/3

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

Tue 3/3

1:45 pm-8:45 pm

1 stop6h 00m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 3/19

6:00 am-11:25 am

1 stop6h 25m

Chicago O'Hare Intl

Mon 3/23

8:41 pm-9:38 am

1 stop11h 57m

$185

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 2/23

5:40 am-6:30 am

Nonstop1h 50m

Chicago Midway

Wed 2/25

1:25 pm-8:45 pm

2 stops6h 20m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $155). 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 January 29, 2026.

It’s optimal to fly from Pittsburgh to Illinois in the evening. By choosing this option you can save up to 21% 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 January 24, 2026.

Travelers seeking maximum savings on their Pittsburgh to Illinois flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday afternoons 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 January 29, 2026.

The most flights from PIT to USIL are scheduled on a Monday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).

How much does it cost to fly round-trip from Pittsburgh to Illinois?

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 January 29, 2026.
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
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
11,206 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

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 35m. Spirit Airlines provides one of the quickest options available for as low as $175. 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 $38. American Airlines flights start at $45 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 - 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%), Envoy Air (86%), ANA( 83%).

  • What are the cheapest flights from Pittsburgh to Illinois?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Pittsburgh - Chicago O'Hare Intl) can be booked for $141 on average, our data indicates $1,068 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 $155). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$91Average$393FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$308FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$106Average$332FlexibilityNo cancel feeOn-time69%

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