- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Flights from Pittsburgh, PA to Chicago, IL depart on average 27 times per day, taking around 2h 22m. Cheap flight tickets for this journey start at $75 (€60) but you can travel from only $45 (€36) by bus.
There are 7 flights per day. The earliest flight runs at 00:02, the last at 23:56. The fastest flight covers the 410 miles (660 km) distance in 1h 46m. May is the cheapest month to fly.
Distance 410 miles (660 km) |
Average flight duration 2h 22m |
Cheapest ticket price $75 (€60) |
Flights per day 27 |
Direct flights 7 |
Fastest flight 1h 46m |
First flight 12:02 AM |
Last flight 11:56 PM |
Cheapest Month May |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Apr - Jun |
Busiest Day Mon |
Least Busy Day Sun |
Best time to book 21 days |
Cheapest price
$249
Average price
$557
Fastest journey
1 h 42 m
Average duration
1 h 48 m
Flights per day
59
Distance
660 km
The best way to find a cheap flight ticket from Pittsburgh, PA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Pittsburgh, PA to Chicago, IL will cost around $557 if you buy it on the day, but the cheapest tickets can be found for only $249.
Of the 59 flights that leave Pittsburgh, PA for Chicago, IL onThu, Jun 04, 13 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jun 04 the direct flights cover the 660 km distance in an average of 1 h 48 m but if you time it right, some flights will get you there in just 1 h 42 m .
On Thu, Jun 04 the longest flights will take 1 h 51 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
SY1054 · SY261
UA455
AA4478
AA4480
UA3461
UA2180
UA455
UA1803
UA602
UA3577Omio recommends booking the train as it is the most popular option from Pittsburgh, PA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $45. For those with little time consider booking a flight which can get you there in 2h 22m. The ticket price range depends on the travel mode: a bus costs an average of $45, and a flight costs an average of $75.
Distance: 410 miles (660 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$308 Average price | $173 Average price | $92 Average price Cheapest | $137 Average price (fuel + tolls) |
5h 22m Average total duration Fastest 2h 22m Onboard + 3h 0m Additional time* | 10h 16m Average total duration 9h 46m Onboard + 30m Additional time* | 12h 11m Average total duration 11h 41m Onboard + 30m Additional time* | 6h 37m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Pittsburgh, PA to Chicago, IL:
A bus is $81 (€66) less than a train for this route with tickets for a train from Pittsburgh, PA to Chicago, IL costing on average $173 (€140).
A bus is $216 (€174) less than a flight for this route with tickets for a flight from Pittsburgh, PA to Chicago, IL costing on average $308 (€249).
Other travel options to Chicago, IL take longer:
Train takes on average 9h 46m.
Bus takes on average 11h 41m.
The table below shows live departures for Pittsburgh, PA to Chicago, IL flights for today, Wednesday, June 3. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
AA4427 | 6:00 AM Pittsburgh International Airport | 1h55 | 6:55 AM O'Hare International Airport | 0 transfersDirect | |
AA589+ AA4610 | 6:05 AM Pittsburgh International Airport | 5h29 | 10:34 AM O'Hare International Airport | 1 transfer | |
UA3679 · UA1252 | 6:06 AM Pittsburgh International Airport | 6h47 | 11:53 AM O'Hare International Airport | 1 transfer | |
UA3679 · UA1775 | 6:06 AM Pittsburgh International Airport | 4h30 | 9:36 AM O'Hare International Airport | 1 transfer | |
UA1859 · UA2417 | 6:10 AM Pittsburgh International Airport | 9h41 | 2:51 PM O'Hare International Airport | 1 transfer | |
UA1859 · UA2124 | 6:10 AM Pittsburgh International Airport | 7h19 | 12:29 PM O'Hare International Airport | 1 transfer | |
AA4529 · AA4360 | 6:14 AM Pittsburgh International Airport | 4h40 | 9:54 AM O'Hare International Airport | 1 transfer | |
AA384 · AA1038 | 6:37 AM Pittsburgh International Airport | 5h22 | 10:59 AM O'Hare International Airport | 1 transfer | |
UA1803 | 6:49 AM Pittsburgh International Airport | 1h48 | 7:37 AM O'Hare International Airport | 0 transfersDirect | |
UA3673 · UA1875 | 7:23 AM Pittsburgh International Airport | 6h45 | 1:08 PM O'Hare International Airport | 1 transfer | |
UA3673 · UA4172 · UA1325 | 7:23 AM Pittsburgh International Airport | 10h29 | 4:52 PM O'Hare International Airport | 2 transfers | |
UA3673 · UA4172 · UA511 | 7:23 AM Pittsburgh International Airport | 7h55 | 2:18 PM O'Hare International Airport | 2 transfers | |
UA3673 · UA4172 · UA1888 | 7:23 AM Pittsburgh International Airport | 8h55 | 3:18 PM O'Hare International Airport | 2 transfers | |
UA3673 · UA1525 | 7:23 AM Pittsburgh International Airport | 5h43 | 12:06 PM O'Hare International Airport | 1 transfer | |
AA4625 | 7:59 AM Pittsburgh International Airport | 2h01 | 9:00 AM O'Hare International Airport | 0 transfersDirect | |
AA2335 · AA1041 | 8:05 AM Pittsburgh International Airport | 4h54 | 11:59 AM O'Hare International Airport | 1 transfer | |
UA1765 · UA617 | 8:30 AM Pittsburgh International Airport | 9h35 | 5:05 PM O'Hare International Airport | 1 transfer | |
UA1765 · UA2865 | 8:30 AM Pittsburgh International Airport | 7h25 | 2:55 PM O'Hare International Airport | 1 transfer | |
UA1765 · UA1023 | 8:30 AM Pittsburgh International Airport | 11h21 | 6:51 PM O'Hare International Airport | 1 transfer | |
UA3461 | 8:51 AM Pittsburgh International Airport | 1h54 | 9:45 AM O'Hare International Airport | 0 transfersDirect | |
UA3560 · UA1875 | 9:00 AM Pittsburgh International Airport | 5h08 | 1:08 PM O'Hare International Airport | 1 transfer | |
UA3560 · UA2053 | 9:00 AM Pittsburgh International Airport | 6h43 | 2:43 PM O'Hare International Airport | 1 transfer | |
UA3560 · UA4181 · UA1325 | 9:00 AM Pittsburgh International Airport | 8h52 | 4:52 PM O'Hare International Airport | 2 transfers | |
AA6209 | 9:00 AM Pittsburgh International Airport | 2h02 | 10:02 AM O'Hare International Airport | 0 transfersDirect | |
AA489+ AA5323 | 9:09 AM Pittsburgh International Airport | 4h46 | 12:55 PM O'Hare International Airport | 1 transfer | |
AA2310 · AA2530 | 9:44 AM Pittsburgh International Airport | 5h36 | 2:20 PM O'Hare International Airport | 1 transfer | |
AA4480 | 10:05 AM Pittsburgh International Airport | 1h55 | 11:00 AM O'Hare International Airport | 0 transfersDirect | |
UA6184 · UA3502 · UA5264 | 10:30 AM Pittsburgh International Airport | 9h27 | 6:57 PM O'Hare International Airport | 2 transfers | |
UA6184 · UA2649 | 10:30 AM Pittsburgh International Airport | 7h32 | 5:02 PM O'Hare International Airport | 1 transfer | |
UA6184 · UA2331 | 10:30 AM Pittsburgh International Airport | 4h59 | 2:29 PM O'Hare International Airport | 1 transfer | |
UA455 | 10:54 AM Pittsburgh International Airport | 1h48 | 11:42 AM O'Hare International Airport | 0 transfersDirect | |
AA2889 · AA1852 | 10:55 AM Pittsburgh International Airport | 4h20 | 2:15 PM O'Hare International Airport | 1 transfer | |
UA4403 · UA4486 · UA2148 | 11:27 AM Pittsburgh International Airport | 9h05 | 7:32 PM O'Hare International Airport | 2 transfers | |
UA4403 · UA4433 · UA2148 | 11:27 AM Pittsburgh International Airport | 9h05 | 7:32 PM O'Hare International Airport | 2 transfers | |
AA1200+ AA4543 | 11:41 AM Pittsburgh International Airport | 4h41 | 3:22 PM O'Hare International Airport | 1 transfer | |
AA4478 | 11:48 AM Pittsburgh International Airport | 1h55 | 12:43 PM O'Hare International Airport | 0 transfersDirect | |
AA2932 · AA470 | 12:48 PM Pittsburgh International Airport | 5h44 | 5:32 PM O'Hare International Airport | 1 transfer | |
UA1507 · UA2197 | 1:05 PM Pittsburgh International Airport | 9h46 | 9:51 PM O'Hare International Airport | 1 transfer | |
UA1507 · UA787 | 1:05 PM Pittsburgh International Airport | 11h10 | 11:15 PM O'Hare International Airport | 1 transfer | |
UA1507 · UA2135 | 1:05 PM Pittsburgh International Airport | 8h11 | 8:16 PM O'Hare International Airport | 1 transfer | |
AA3254+ AA4757 | 1:12 PM Pittsburgh International Airport | 5h18 | 5:30 PM O'Hare International Airport | 1 transfer | |
AA2295 · AA536 | 1:48 PM Pittsburgh International Airport | 4h52 | 5:40 PM O'Hare International Airport | 1 transfer | |
UA2180 | 2:13 PM Pittsburgh International Airport | 1h42 | 2:55 PM O'Hare International Airport | 0 transfersDirect | |
UA2607 · UA6246 · UA5552 | 3:06 PM Pittsburgh International Airport | 6h18 | 8:24 PM O'Hare International Airport | 2 transfers | |
UA2607 · UA2497 | 3:06 PM Pittsburgh International Airport | 4h49 | 6:55 PM O'Hare International Airport | 1 transfer | |
UA4408 · UA546 | 3:12 PM Pittsburgh International Airport | 7h55 | 10:07 PM O'Hare International Airport | 1 transfer | |
AA2309 · AA2488 | 3:30 PM Pittsburgh International Airport | 5h18 | 7:48 PM O'Hare International Airport | 1 transfer | |
AA555 | 3:56 PM Pittsburgh International Airport | 1h54 | 4:50 PM O'Hare International Airport | 0 transfersDirect | |
UA3577 | 4:10 PM Pittsburgh International Airport | 1h51 | 5:01 PM O'Hare International Airport | 0 transfersDirect | |
UA667 · UA2258 | 4:25 PM Pittsburgh International Airport | 7h24 | 10:49 PM O'Hare International Airport | 1 transfer | |
AA4493 · AA4492 | 4:50 PM Pittsburgh International Airport | 5h20 | 9:10 PM O'Hare International Airport | 1 transfer | |
AA4655+ AA1773 | 4:55 PM Pittsburgh International Airport | 5h11 | 9:06 PM O'Hare International Airport | 1 transfer | |
UA1444 · UA787 | 5:02 PM Pittsburgh International Airport | 7h13 | 11:15 PM O'Hare International Airport | 1 transfer | |
AA2312 · AA3042 | 5:11 PM Pittsburgh International Airport | 5h28 | 9:39 PM O'Hare International Airport | 1 transfer | |
AA1473 · AA2903 | 6:04 PM Pittsburgh International Airport | 4h30 | 9:34 PM O'Hare International Airport | 1 transfer | |
UA602 | 6:16 PM Pittsburgh International Airport | 1h49 | 7:05 PM O'Hare International Airport | 0 transfersDirect | |
UA3666 · UA1206 | 6:18 PM Pittsburgh International Airport | 6h13 | 11:31 PM O'Hare International Airport | 1 transfer | |
AA2840+ AA6092 | 7:45 PM Pittsburgh International Airport | 5h53 | 12:38 AM O'Hare International Airport | 1 transfer | |
UA3449 · UA1738 | 7:59 PM Pittsburgh International Airport | 4h27 | 11:26 PM O'Hare International Airport | 1 transfer | |
AA3014+ AA5602 | 7:59 PM Pittsburgh International Airport | 5h00 | 11:59 PM O'Hare International Airport | 1 transfer | |
AA2296 | 8:37 PM Pittsburgh International Airport | 2h02 | 9:39 PM O'Hare International Airport | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Major natural history museum known for Sue the T. rex, ancient cultures, and large family-friendly science exhibits.
Large hands-on science museum in Hyde Park with a U-505 submarine, aviation exhibits, and immersive interactive displays.
Chicago’s signature public space, home to Cloud Gate and major events, with strong appeal for first-time visitors and photographers.
Scenic pedestrian route along the Chicago River, popular for architecture views, strolling, and social-media-friendly city scenes.
Famous stretch of North Michigan Avenue known for landmark architecture, flagship stores, and busy big-city energy.
Chicago’s iconic thick-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
A classic Chicago sandwich of thin-sliced seasoned beef served on a roll, often dipped in jus and topped with giardiniera or sweet peppers.
A well-known Magnificent Mile restaurant serving Mediterranean-influenced small plates, charcuterie, and strong wine selections.
Chicago’s internationally acclaimed fine-dining restaurant known for inventive tasting menus and a polished, theatrical experience.
A legendary Chicago pizzeria best known for buttery-crust deep-dish pizza in a casual, family-friendly setting.
Moderate by U.S. big-city standards. Hotels can be pricey downtown, but food and transit offer good value.
Tip 18-20% at sit-down restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and USD 1-2 per bag for hotel staff.
Find answers to the most common questions about traveling from Pittsburgh, PA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

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