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Cheap flights from Pittsburgh (PIT) to Chicago (CHI) from $69

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 5/7. 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.
PIT — CHI
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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The best prices from Pittsburgh to Chicago are usually found in December or February, booked 63 days in advance, depart on a Saturday or Wednesday and return on a Tuesday

Cheap flight deals from Pittsburgh to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) 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 April 26, 2024.

Popular in

June

Cheapest in

December

Round-trip from

$222

One-way from

$78
High demand for flights, 13% potential price rise
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Best time to find cheap flights, 19% potential price drop
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From Pittsburgh to Chicago (CHI)
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One-way flight from Pittsburgh to Chicago (CHI)
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What is the cheapest day to fly round-trip from Pittsburgh to Chicago?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 17% on your flight compared to booking on days when demand is much higher.

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

Find a great deal and save up to 60% by booking at least 27 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Pittsburgh to Chicago within the next two weeks, with the cheapest ticket starting at $324.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, December can be a great choice for travel to Chicago. Flights to Chicago from Pittsburgh in December are about $297 on average during December, but can be found for as low as $142.

When is the cheapest time to fly from Pittsburgh to Chicago (PIT - CHI)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 10% on flights from Pittsburgh to Chicago by exploring options for tickets in the evening.

Cheap United Airlines flights from Pittsburgh to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
Find some of the cheapest United Airlines flights traveling from Pittsburgh to Chicago. Deals update often to give you more flight options matching your criteria
Wed 5/227:20 amPIT - ORD
Nonstop1h 38mUnited Airlines
Wed 5/292:18 pmORD - PIT
Nonstop1h 36mUnited Airlines
Deal found 4/24$177
Tue 7/28:50 amPIT - ORD
Nonstop1h 46mUnited Airlines
Fri 7/57:30 amORD - PIT
Nonstop1h 38mUnited Airlines
Deal found 4/25$179
Sat 5/258:00 pmPIT - ORD
1 stop4h 20mUnited Airlines
Tue 5/2810:35 amORD - PIT
Nonstop1h 36mUnited Airlines
Deal found 4/25$201
Wed 5/227:20 pmPIT - ORD
1 stop5h 10mUnited Airlines
Sun 5/267:46 amORD - PIT
Nonstop1h 44mUnited Airlines
Deal found 4/25$202
Sat 5/256:00 amPIT - ORD
Nonstop1h 39mUnited Airlines
Fri 6/72:25 pmORD - PIT
Nonstop1h 36mUnited Airlines
Deal found 4/25$206
Wed 5/157:20 amPIT - ORD
Nonstop1h 38mUnited Airlines
Sat 5/185:51 pmORD - PIT
Nonstop1h 39mUnited Airlines
Deal found 4/24$217
Sat 5/186:00 pmPIT - ORD
Nonstop1h 40mUnited Airlines
Sun 5/197:25 amORD - PIT
Nonstop1h 40mUnited Airlines
Deal found 4/26$258
Tue 5/217:20 amPIT - ORD
Nonstop1h 38mUnited Airlines
Mon 5/277:46 amORD - PIT
Nonstop1h 44mUnited Airlines
Deal found 4/26$273
Mon 6/35:56 pmPIT - ORD
Nonstop1h 40mUnited Airlines
Thu 6/610:35 amORD - PIT
Nonstop1h 36mUnited Airlines
Deal found 4/25$281

Cheap Spirit Airlines flights from Pittsburgh to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
Some of the lowest-priced Spirit Airlines flights we've found at this time heading from Pittsburgh to Chicago. Check back soon if you're not seeing flights that suit your needs.
Fri 5/2410:25 pmPIT - ORD
1 stop12h 30mSpirit Airlines
Tue 5/286:40 pmORD - PIT
2 stops26h 26mSpirit Airlines
Deal found 4/25$161
Fri 5/2410:25 pmPIT - ORD
1 stop12h 30mSpirit Airlines
Tue 5/2810:58 amORD - PIT
1 stop11h 43mSpirit Airlines
Deal found 4/25$163
Mon 5/139:17 pmPIT - ORD
3 stops24h 18mSpirit Airlines
Mon 5/209:25 pmORD - PIT
2 stops20h 16mSpirit Airlines
Deal found 4/24$166
Mon 5/69:15 pmPIT - ORD
1 stop21h 31mSpirit Airlines
Tue 5/79:25 pmORD - PIT
1 stop20h 16mSpirit Airlines
Deal found 4/25$168
Thu 5/1610:25 pmPIT - ORD
1 stop19h 10mSpirit Airlines
Sat 5/187:30 amORD - PIT
1 stop6h 58mSpirit Airlines
Deal found 4/25$170
Fri 5/1710:25 pmPIT - ORD
3 stops27h 53mSpirit Airlines
Mon 5/209:25 pmORD - PIT
2 stops20h 16mSpirit Airlines
Deal found 4/24$172
Wed 5/228:42 amPIT - ORD
2 stops12h 42mSpirit Airlines
Tue 6/49:25 pmORD - PIT
3 stops23h 46mSpirit Airlines
Deal found 4/25$173
Mon 5/69:04 pmPIT - ORD
2 stops21h 42mSpirit Airlines
Tue 5/710:00 pmORD - PIT
2 stops19h 41mSpirit Airlines
Deal found 4/25$175
Thu 5/1610:25 pmPIT - ORD
1 stop19h 10mSpirit Airlines
Mon 5/206:40 pmORD - PIT
1 stop23h 01mSpirit Airlines
Deal found 4/25$176

Cheap Pittsburgh to Chicago flights in April & May 2024

Find cheap flight options from Pittsburgh to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.
Listed are some of the best fares we've found on flights departing from Pittsburgh to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Tue 5/75:10 amPIT - ORD
1 stop13h 36mSpirit Airlines
Wed 5/810:58 amORD - PIT
1 stop11h 43mSpirit Airlines
Deal found 4/25$90
Tue 5/79:15 pmPIT - ORD
1 stop13h 40mMultiple Airlines
Wed 5/225:01 amORD - PIT
1 stop6h 08mMultiple Airlines
Deal found 4/26$99
Tue 5/79:00 amPIT - ORD
1 stop16h 20mSpirit Airlines
Wed 5/85:00 amORD - PIT
1 stop12h 41mSpirit Airlines
Deal found 4/26$105
Thu 5/169:00 pmPIT - ORD
1 stop29h 08mFrontier
Wed 5/225:01 amORD - PIT
1 stop6h 08mFrontier
Deal found 4/24$107
Wed 5/226:04 pmPIT - MDW
1 stop4h 49mFrontier
Sat 5/2510:33 pmMDW - PIT
1 stop11h 25mFrontier
Deal found 4/25$109
Sat 5/181:30 pmPIT - ORD
Nonstop1h 38mAmerican Airlines
Sat 5/186:31 pmORD - PIT
Nonstop1h 29mAmerican Airlines
Deal found 4/25$117
Wed 5/226:04 pmPIT - MDW
1 stop4h 49mFrontier
Wed 5/2912:09 pmMDW - PIT
1 stop8h 29mFrontier
Deal found 4/24$118
Wed 5/226:37 amPIT - ORD
1 stop12h 03mMultiple Airlines
Wed 5/295:01 amORD - PIT
1 stop6h 08mMultiple Airlines
Deal found 4/24$118
Tue 5/79:00 amPIT - ORD
1 stop16h 20mSpirit Airlines
Wed 5/87:00 amORD - PIT
2 stops15h 41mSpirit Airlines
Deal found 4/25$126

Pittsburgh to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Pittsburgh and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Listed are some of the best fares we've found on flights departing from Pittsburgh to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Tue 5/75:10 amPIT - ORD
1 stop13h 36mSpirit Airlines
Wed 5/810:58 amORD - PIT
1 stop11h 43mSpirit Airlines
Deal found 4/25$90
Tue 7/25:05 pmPIT - ORD
Nonstop1h 40mAmerican Airlines
Fri 7/58:10 amORD - PIT
Nonstop1h 34mAmerican Airlines
Deal found 4/25$91
Tue 5/79:15 pmPIT - ORD
1 stop13h 40mMultiple Airlines
Wed 5/225:01 amORD - PIT
1 stop6h 08mMultiple Airlines
Deal found 4/26$99
Tue 5/79:00 amPIT - ORD
1 stop16h 20mSpirit Airlines
Wed 5/85:00 amORD - PIT
1 stop12h 41mSpirit Airlines
Deal found 4/26$105
Thu 5/169:00 pmPIT - ORD
1 stop29h 08mFrontier
Wed 5/225:01 amORD - PIT
1 stop6h 08mFrontier
Deal found 4/24$107
Wed 5/226:04 pmPIT - MDW
1 stop4h 49mFrontier
Sat 5/2510:33 pmMDW - PIT
1 stop11h 25mFrontier
Deal found 4/25$109
Sat 5/181:30 pmPIT - ORD
Nonstop1h 38mAmerican Airlines
Sat 5/186:31 pmORD - PIT
Nonstop1h 29mAmerican Airlines
Deal found 4/25$117
Wed 5/226:04 pmPIT - MDW
1 stop4h 49mFrontier
Wed 5/2912:09 pmMDW - PIT
1 stop8h 29mFrontier
Deal found 4/24$118
Wed 5/226:37 amPIT - ORD
1 stop12h 03mMultiple Airlines
Wed 5/295:01 amORD - PIT
1 stop6h 08mMultiple Airlines
Deal found 4/24$118

Non-stop flights to Chicago from Pittsburgh

Discover non-stop flight options from Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
For a quicker trip, book one of these direct flights from Pittsburgh to Chicago. Users seeking other options on flights from Pittsburgh to Chicago should update the search form at the top of the page.
Tue 7/25:05 pmPIT - ORD
Nonstop1h 40mAmerican Airlines
Fri 7/58:10 amORD - PIT
Nonstop1h 34mAmerican Airlines
Deal found 4/25$91
Tue 9/107:00 amPIT - ORD
Nonstop1h 40mAmerican Airlines
Sat 9/148:20 amORD - PIT
Nonstop1h 25mAmerican Airlines
Deal found 4/25$107
Sat 5/181:30 pmPIT - ORD
Nonstop1h 38mAmerican Airlines
Sat 5/186:31 pmORD - PIT
Nonstop1h 29mAmerican Airlines
Deal found 4/25$117
Tue 7/167:00 amPIT - ORD
Nonstop1h 39mUnited Airlines
Wed 7/319:05 pmORD - PIT
Nonstop1h 39mUnited Airlines
Deal found 4/25$119
Tue 8/612:01 pmPIT - ORD
Nonstop1h 39mAmerican Airlines
Sat 8/108:20 amORD - PIT
Nonstop1h 25mAmerican Airlines
Deal found 4/25$137
Sat 9/77:00 amPIT - ORD
Nonstop1h 40mAmerican Airlines
Mon 9/95:00 pmORD - PIT
Nonstop1h 24mAmerican Airlines
Deal found 4/25$147
Wed 5/227:20 amPIT - ORD
Nonstop1h 38mUnited Airlines
Wed 5/292:18 pmORD - PIT
Nonstop1h 36mUnited Airlines
Deal found 4/24$177
Wed 5/227:20 amPIT - ORD
Nonstop1h 38mUnited Airlines
Sun 5/267:46 amORD - PIT
Nonstop1h 44mUnited Airlines
Deal found 4/25$178
Tue 7/28:50 amPIT - ORD
Nonstop1h 46mUnited Airlines
Fri 7/57:30 amORD - PIT
Nonstop1h 38mUnited Airlines
Deal found 4/25$179

Pittsburgh to Chicago flights leaving soon

Find last-minute flight options from Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
Have a look at some of the last-minute flights available departing from Pittsburgh to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.
Sun 5/512:36 pmPIT - ORD
1 stop13h 20mMultiple Airlines
Tue 5/710:38 amORD - PIT
1 stop11h 04mMultiple Airlines
Deal found 4/25$155
Mon 5/69:15 pmPIT - ORD
1 stop21h 31mSpirit Airlines
Tue 5/79:25 pmORD - PIT
1 stop20h 16mSpirit Airlines
Deal found 4/25$168
Mon 5/69:04 pmPIT - ORD
2 stops21h 42mSpirit Airlines
Tue 5/710:00 pmORD - PIT
2 stops19h 41mSpirit Airlines
Deal found 4/25$175
Sat 5/46:40 amPIT - ORD
1 stop12h 06mSpirit Airlines
Tue 5/145:00 amORD - PIT
1 stop12h 41mSpirit Airlines
Deal found 4/26$178
Mon 5/69:04 pmPIT - ORD
2 stops20h 41mSpirit Airlines
Tue 5/79:25 pmORD - PIT
3 stops23h 41mSpirit Airlines
Deal found 4/25$184
Mon 5/610:54 pmPIT - ORD
1 stop22h 15mSpirit Airlines
Wed 5/87:20 amORD - PIT
1 stop13h 46mSpirit Airlines
Deal found 4/25$187
Mon 5/69:04 pmPIT - ORD
3 stops22h 39mSpirit Airlines
Tue 5/79:25 pmORD - PIT
3 stops23h 41mSpirit Airlines
Deal found 4/25$198
Mon 5/62:42 pmPIT - ORD
1 stop8h 01mSpirit Airlines
Tue 5/710:38 amORD - PIT
2 stops19h 44mSpirit Airlines
Deal found 4/25$202
Mon 5/69:04 pmPIT - ORD
2 stops21h 42mMultiple Airlines
Fri 5/108:00 pmORD - PIT
2 stops21h 13mMultiple Airlines
Deal found 4/25$218

One-way flights to Chicago from Pittsburgh

Search for one-way flight options from Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
If you're seeking multiple options on one-way flights from Pittsburgh to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Pittsburgh to Chicago should utilize the search form above.
Tue 5/712:57 pmPIT - ORD
3 stops28h 38mSpirit Airlines
Deal found 4/24$69
Sat 5/255:46 pmPIT - ORD
1 stop26h 01mFrontier
Deal found 4/25$71
Fri 7/510:37 amPIT - ORD
1 stop10h 02mSun Country Air
Deal found 4/25$72
Tue 5/289:43 pmPIT - MDW
1 stop14h 26mFrontier
Deal found 4/26$73
Tue 5/141:41 pmPIT - MDW
1 stop9h 24mFrontier
Deal found 4/25$75
Wed 5/158:42 amPIT - ORD
3 stops15h 47mSpirit Airlines
Deal found 4/25$76
Wed 5/158:42 amPIT - ORD
3 stops15h 47mSpirit Airlines
Deal found 4/26$77
Mon 7/16:15 amPIT - MDW
1 stop3h 34mDelta
Deal found 4/26$78
Sat 5/186:17 pmPIT - ORD
1 stop6h 41mDelta
Deal found 4/26$78

Find flights from Pittsburgh to Chicago within your budget

Customize your flight search to find flights from Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$155 - $263

Route

Depart

Return

Price

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Fri 5/31

1 stop5h 02m

Chicago Midway

Tue 6/4

1 stop13h 43m

$155

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Sun 5/5

1 stop13h 20m

Chicago O'Hare Intl

Tue 5/7

1 stop11h 04m

$155

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Wed 5/22

1 stop6h 49m

Chicago O'Hare Intl

Sat 5/25

1 stop4h 44m

$156

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Wed 5/22

1 stop12h 03m

Chicago O'Hare Intl

Sun 5/26

1 stop5h 44m

$158

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Fri 5/24

1 stop12h 30m

Chicago O'Hare Intl

Tue 5/28

2 stops26h 26m

$161

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Wed 5/22

Nonstop1h 38m

Chicago O'Hare Intl

Wed 5/29

Nonstop1h 36m

$177

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Sat 5/18

1 stop6h 43m

Chicago O'Hare Intl

Sat 5/18

Nonstop1h 29m

$185

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Thu 7/11

1 stop6h 29m

Chicago O'Hare Intl

Sun 7/14

1 stop15h 36m

$245

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Mon 7/8

Nonstop1h 25m

Chicago Midway

Fri 7/12

Nonstop1h 20m

$263

Flights are sorted by cheapest first

Deals found on 4/26

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

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Chicago. Price data was last updated on January 28, 2024.
The price you pay for your flight from Pittsburgh to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 63 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 Pittsburgh to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Chicago. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Pittsburgh to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons 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 Pittsburgh to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Pittsburgh to Chicago is currently $74 while a round-trip flight costs $184. Price data was last updated on April 21, 2024.

Currently, February is the cheapest month in which you can book a flight from Pittsburgh to Chicago (average of $245). Flying from Pittsburgh to Chicago in June is currently the most expensive (average of $356). 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

$245

March

$280

April

$273

May

$282

June

$356

July

$336

August

$276

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 April 26, 2024.
Peruse reviews from past customers who have flown with United Airlines, Spirit Airlines and American Airlines from Pittsburgh to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Southwest
8.2
Very good
6,173 reviews
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Delta
8.1
Very good
10,966 reviews
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

WestJet
7.5
Good
2,981 reviews
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

United Airlines
7.4
Good
11,228 reviews
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

American Airlines
7.3
Good
14,889 reviews
Southwest
8.2
Very good
6,173 reviews
Check prices

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Related info for your journey

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

    If you book a flight to Chicago from Pittsburgh, you will be flying from Pittsburgh, which is the city’s only airport. Pittsburgh (PIT) is located 13.5 mi from the center of Pittsburgh. There are 40 flights from Pittsburgh to Chicago per day from 4 different airlines.

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

    Yes, there are multiple flights from Pittsburgh to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $155, but on average you can expect to pay $167.

  • Are there nonstop flights from Pittsburgh to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Pittsburgh to Chicago under $100. A good price for a nonstop flight from Pittsburgh to Chicago is less than $173.

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

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

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

    Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Wednesday, Friday, Saturday.

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

    Travelers can expect 27 flights from Pittsburgh to Chicago on average per day.
    Morning (6am - Noon) - 96% of flight departures
    Evening (6pm - Midnight) - 4% of flight departures

  • How long is the flight from Pittsburgh to Chicago?

    Departing from Pittsburgh to Chicago will take you 5h 02m. The distance between Pittsburgh and Chicago is about 413 mi. This flight may include one or multiple stops.

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

    According to our current data, Frontier ($155), Delta ($156), and Spirit Airlines ($161) offers the cheapest pricing from Pittsburgh to Chicago. Frontier is currently priced 47% below the average price you’ll pay for this route.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Frontier and Sun Country Air, as they are both options that can get you from Pittsburgh to Chicago for a low price.

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

    When deciding which route to take from Pittsburgh to Chicago consider Pittsburgh - Chicago O'Hare Intl, Pittsburgh - Chicago Midway or Pittsburgh - Chicago Greater Rockford as they are the most popular.

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

    Consider American Airlines, Delta or Spirit Airlines when booking your flight. These represent the most popular airlines when flying from Pittsburgh to Chicago.

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

    No one likes to see their flight delayed. When booking a flight from Pittsburgh to Chicago consider choosing Gulf Air (100%), Republic Airways (98%) or Envoy Air (97%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Pittsburgh to Chicago?

    The cheapest flight price from Pittsburgh to Chicago is $88. On average you can expect to pay $823. The most popular route, (Pittsburgh - Chicago O'Hare Intl), can usually be booked for $90.

  • What does PIT to ORD mean?

    PIT stands for Pittsburgh Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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

    The amount of baggage you can bring on your Pittsburgh 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 Pittsburgh to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Pittsburgh 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 Pittsburgh to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Pittsburgh 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 Pittsburgh to Chicago that allow pets onboard?

    Many airlines flying from Pittsburgh 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 Pittsburgh to Chicago?

    Yes, you can often find last-minute deals on Pittsburgh 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 Pittsburgh to Chicago flight deals updated?

    The Pittsburgh to Chicago flight deals you see on this page were last updated on 4/26.

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

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Top 4 airlines flying from Pittsburgh to Chicago

Discover the top 4 airlines that operate flights from Pittsburgh 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 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$170FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$138Average$308FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$147Average$294FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$155Average$313FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Search flights from Pittsburgh to Chicago by cabin class

Find flights from Pittsburgh 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 Pittsburgh to Chicago

Find hourly flight availability from Pittsburgh 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 April 26, 2024.
1%of flight departuresEarly morningMidnight to 6 am
74%of flight departuresMorning6 am to noon
24%of flight departuresAfternoonNoon to 6 pm
1%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Pittsburgh to Chicago

Explore weekly flight availability from Pittsburgh 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 April 26, 2024.
Sunday37daily flights
Monday47daily flights
Tuesday35daily flights
Wednesday35daily flights
Thursday46daily flights
Friday49daily flights
Saturday31daily flights

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When you search for this flight from Pittsburgh to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Pittsburgh to Chicago for you. Better yet — we are completely free to use.

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Need flexible booking options for your flight to Chicago from Pittsburgh? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Pittsburgh to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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