Cheap Flights from Philadelphia, PA to Chicago, IL from $66

One way Round trip

Adults

Children under 12

Infants under 2 without place

Economy

Business

First

done

Return flight: Chicago – Philadelphia

Page navigation

Price Calendar Cheap Flights Flights Schedule

On Cheapflightsplus.com you will find 11 direct and 295 connecting flights from Philadelphia to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $66, book and save on cheap plane tickets and last minute offers. Also check out PHL-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Philadelphia to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $66 (one-way), $113 (round-trip).

Direct flights

Check to choose departure date Check to choose departure date

Check prices for return flight

Find flights

Best Flights from Philadelphia to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Philadelphia to Chicago with the lowest price of $66. The fastest direct flight takes 2h 11m and the fastest connecting – 3h 55m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $66 Find flight	12:47 Philadelphia Philadelphia Int.	13:58 Chicago Midway	2h 11m	Frontier Airlines	F91617
from $83 Find flight	20:39 Philadelphia Philadelphia Int.	22:15 Chicago O'Hare International	2h 36m	Frontier Airlines	F92113
from $127 Find flight	06:30 Philadelphia Philadelphia Int.	07:52 Chicago O'Hare International	2h 22m	United Airlines	UA1659
from $96 Find flight	09:00 Philadelphia Philadelphia Int.	18:43 Chicago O'Hare International	10h 43m layover 4h 49m - Orlando	Spirit Airlines	NK3161 NK506
from $97 Find flight	12:29 Philadelphia Philadelphia Int.	18:43 Chicago O'Hare International	7h 14m layover 1h 24m - Orlando	Spirit Airlines	NK321 NK506
from $97 Find flight	12:29 Philadelphia Philadelphia Int.	19:58 Chicago O'Hare International	8h 29m layover 2h 37m - Orlando	Spirit Airlines	NK321 NK1109
from $98 Find flight	11:49 Philadelphia Philadelphia Int.	16:35 Chicago O'Hare International	5h 46m layover 1h 46m - Raleigh	Frontier Airlines	F91517 F93351
from $98 Find flight	15:55 Philadelphia Philadelphia Int.	00:25+1 день Chicago O'Hare International	9h 30m layover 3h 27m - Tampa	Frontier Airlines	F92339 F92317
from $99 Find flight	07:00 Philadelphia Philadelphia Int.	16:40 Chicago O'Hare International	10h 40m layover 6h 40m - Raleigh	Frontier Airlines	F92059 F93351
from $104 Find flight	18:30 Philadelphia Philadelphia Int.	23:21 Chicago O'Hare International	5h 51m layover 1h 6m - Atlanta	Frontier Airlines	F91101 F91595
from $105 Find flight	22:29 Philadelphia Philadelphia Int.	06:55+1 день Chicago Midway	9h 26m layover 3h 53m - Orlando	Frontier Airlines	F94169 F93853
from $105 Find flight	13:02 Philadelphia Philadelphia Int.	00:10+1 день Chicago O'Hare International	12h 8m layover 5h 10m - Denver	Frontier Airlines	F93265 F93172
from $105 Find flight	06:19 Philadelphia Philadelphia Int.	23:53 Chicago O'Hare International	18h 34m layover 11h 47m - Denver	Frontier Airlines	F93339 F93172
from $105 Find flight	22:29 Philadelphia Philadelphia Int.	23:31+1 день Chicago O'Hare International	26h 2m layover 20h 22m - Orlando	Frontier Airlines	F94169 F92791
from $108 Find flight	15:20 Philadelphia Philadelphia Int.	07:39+1 день Chicago Midway	17h 19m layover 11h 42m - Orlando	Frontier Airlines	F92505 F93853
from $111 Find flight	12:59 Philadelphia Philadelphia Int.	22:47 Chicago O'Hare International	10h 48m layover 4h 23m - Miami	Spirit Airlines	NK3149 NK3203

Show all tickets

*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 04, 2025

Flight Schedule Philadelphia (Pennsylvania) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Philadelphia to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
06:30 — 07:52	06:30 — 07:52 UA1659 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$127
06:30 — 07:54	06:30 — 07:54 UA2011 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$128
06:30 — 07:52	06:30 — 07:52 UA1945 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$129
10:10 — 11:32	10:10 — 11:32 UA622 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$127
12:47 — 13:58	12:47 — 13:58 F91617 Frontier Airlines Philadelphia — Chicago	2h 11m	Find flight from$66
12:50 — 14:12	12:50 — 14:12 UA511 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$127
12:50 — 14:14	12:50 — 14:14 UA2394 United Airlines Philadelphia — Chicago	2h 24m	Find flight from$137
17:03 — 18:25	17:03 — 18:25 UA308 United Airlines Philadelphia — Chicago	2h 22m	Find flight from$127
18:27 — 19:55	18:27 — 19:55 UA706 United Airlines Philadelphia — Chicago	2h 28m	Find flight from$129
18:52 — 20:17	18:52 — 20:17 UA2378 United Airlines Philadelphia — Chicago	2h 25m	Find flight from$128
20:39 — 22:15	20:39 — 22:15 F92113 Frontier Airlines Philadelphia — Chicago	2h 36m	Find flight from$83
05:25 — 13:56	08:00 — 10:52 F91473 Frontier Airlines Philadelphia — Tampa 3h 45m stop 15:23 — 17:26 F91415 Frontier Airlines Tampa — Chicago	9h 31m including layover	Find flight from$123
05:30 — 13:47	05:40 — 08:01 F92551 Frontier Airlines Philadelphia — Atlanta 4h 59m stop 13:08 — 14:10 F92291 Frontier Airlines Atlanta — Chicago	9h 17m including layover	Find flight from$121
06:10 — 14:34	06:10 — 09:03 NK1005 Spirit Airlines Philadelphia — Miami 3h 14m stop 12:17 — 14:34 NK866 Spirit Airlines Miami — Chicago	9h 24m including layover	Find flight from$116
06:19 — 23:53	06:15 — 08:28 F93339 Frontier Airlines Philadelphia — Denver 11h 47m stop 20:31 — 00:10 F93172 Frontier Airlines Denver — Chicago	18h 34m including layover	Find flight from$105
07:00 — 16:40	06:39 — 08:13 F92059 Frontier Airlines Philadelphia — Raleigh 6h 40m stop 15:38 — 17:08 F93351 Frontier Airlines Raleigh — Chicago	10h 40m including layover	Find flight from$99
07:19 — 20:56	08:00 — 10:48 F91601 Frontier Airlines Philadelphia — Las Vegas 5h 19m stop 23:22 — 05:01 F92146 Frontier Airlines Las Vegas — Chicago	14h 37m including layover	Find flight from$126
08:00 — 14:53	05:01 — 07:46 F92415 Frontier Airlines Philadelphia — Orlando 2h 1m stop 12:43 — 14:58 F93043 Frontier Airlines Orlando — Chicago	7h 53m including layover	Find flight from$154
09:00 — 18:43	18:47 — 21:31 NK3161 Spirit Airlines Philadelphia — Orlando 4h 49m stop 16:33 — 18:43 NK506 Spirit Airlines Orlando — Chicago	10h 43m including layover	Find flight from$96
09:00 — 19:58	18:47 — 21:31 NK3161 Spirit Airlines Philadelphia — Orlando 6h 2m stop 17:46 — 19:58 NK1109 Spirit Airlines Orlando — Chicago	11h 58m including layover	Find flight from$96
11:49 — 16:35	11:49 — 13:21 F91517 Frontier Airlines Philadelphia — Raleigh 1h 46m stop 15:38 — 17:08 F93351 Frontier Airlines Raleigh — Chicago	5h 46m including layover	Find flight from$98
12:29 — 18:43	12:29 — 15:09 NK321 Spirit Airlines Philadelphia — Orlando 1h 24m stop 16:33 — 18:43 NK506 Spirit Airlines Orlando — Chicago	7h 14m including layover	Find flight from$97
13:02 — 00:10 +1 day	13:02 — 15:21 F93265 Frontier Airlines Philadelphia — Denver 5h 10m stop 20:31 — 00:10 F93172 Frontier Airlines Denver — Chicago	12h 8m including layover	Find flight from$105
13:02 — 18:03	13:02 — 15:29 F91003 Frontier Airlines Philadelphia — Atlanta 1h 35m stop 17:04 — 18:03 F92291 Frontier Airlines Atlanta — Chicago	6h 1m including layover	Find flight from$129
15:20 — 07:39 +1 day	16:29 — 19:11 F92505 Frontier Airlines Philadelphia — Orlando 11h 42m stop 18:20 — 20:17 F93853 Frontier Airlines Orlando — Chicago	17h 19m including layover	Find flight from$108
15:55 — 00:25 +1 day	18:05 — 20:54 F92339 Frontier Airlines Philadelphia — Tampa 3h 27m stop 20:25 — 22:29 F92317 Frontier Airlines Tampa — Chicago	9h 30m including layover	Find flight from$98
16:32 — 23:31	16:29 — 19:11 F92505 Frontier Airlines Philadelphia — Orlando 1h 54m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	7h 59m including layover	Find flight from$122
18:30 — 23:21	18:21 — 21:00 F91101 Frontier Airlines Philadelphia — Atlanta 1h 6m stop 22:05 — 23:29 F91595 Frontier Airlines Atlanta — Chicago	5h 51m including layover	Find flight from$104
18:42 — 08:07 +1 day	08:00 — 10:48 F92507 Frontier Airlines Philadelphia — Orlando 8h 28m stop 06:10 — 08:22 F93043 Frontier Airlines Orlando — Chicago	14h 25m including layover	Find flight from$116
19:08 — 06:55 +1 day	18:42 — 21:37 F92507 Frontier Airlines Philadelphia — Orlando 7h 6m stop 18:23 — 20:22 F93853 Frontier Airlines Orlando — Chicago	12h 47m including layover	Find flight from$117
19:10 — 00:10 +1 day	18:54 — 21:19 F91101 Frontier Airlines Philadelphia — Atlanta 1h 13m stop 22:43 — 23:59 F93397 Frontier Airlines Atlanta — Chicago	6h including layover	Find flight from$123
20:23 — 15:27 +1 day	20:23 — 23:14 F94173 Frontier Airlines Philadelphia — Orlando 13h 52m stop 13:06 — 15:27 F93043 Frontier Airlines Orlando — Chicago	20h 4m including layover	Find flight from$110
21:17 — 07:04 +1 day	21:17 — 23:34 NK1400 Spirit Airlines Philadelphia — Atlanta 6h 26m stop 06:00 — 07:04 NK1116 Spirit Airlines Atlanta — Chicago	10h 47m including layover	Find flight from$135
22:29 — 06:55 +1 day	22:59 — 01:45 F94169 Frontier Airlines Philadelphia — Orlando 3h 53m stop 14:15 — 16:15 F93853 Frontier Airlines Orlando — Chicago	9h 26m including layover	Find flight from$105
22:29 — 23:31 +1 day	22:29 — 00:54 F94169 Frontier Airlines Philadelphia — Orlando 20h 22m stop 22:17 — 00:20 F92791 Frontier Airlines Orlando — Chicago	26h 2m including layover	Find flight from$105

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on July 4, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Philadelphia to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Philadelphia and Chicago is 1064 miles. Time difference between the cities is 1h. Airplanes depart 05:25 to 22:29 from 4 Philadelphia airports and arrive 05:25 to 22:29 to 7 Chicago airports. Average flight time is 2h 22m.

The fastest flight 2h 11m
Average flight time 2h 22m
The earliest flight 05:25
The latest flight 22:29
Distance 662 ml

The cheapest months to travel to Chicago are august (from 66 $), july (from 75 $), june (from 91 $).

The most expensive months are april (from 238 $), december (from 137 $), january (from 137 $).

What is the lowest airfare Philadelphia to Chicago?

The cheapest plane ticket found by our users is $66. This airfare is for economy class on one-way F91617 flight by Frontier Airlines for August 15, 2025 which leaves Philadelphia Int. in Philadelphia at 12:47 am and arrives at Chicago Midway at 13:58.

Economy class

$66

Find

Business class

Find

First class

Find

Popular Airlines on the Route

The flight Philadelphia — Chicago is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 30 departures per week at the price of from $ 66 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5020.

Direct flights

There are 11 nonstop flights on the route. The fastest direct flight is F91617 by Frontier Airlines takes 2h 11m and the cheapest is F91617 by Frontier Airlines for $66.

F9 - Frontier Airlines

from $66

Find
UA - United Airlines

from $127

Find

See more direct flights

Connecting Flights

There are 295 flights with layovers on the route. The fastest connecting flight is AS4440 by Alaska Airlines takes 3h 55m and the cheapest is F91617 by Frontier Airlines for $96.

F9 - Frontier Airlines

from $98

Find
AS - Alaska Airlines

from $252

Find
SY - Sun Country Airlines

from $157

Find
HA - Hawaiian Airlines

from $551

Find
UA - United Airlines

from $209

Find
NK - Spirit Airlines

from $96

Find

See more connecting flights

Airports

You can fly from Philadelphia to Chicago from 4 airports (Philadelphia Int., North Philadelphia, Mustin Alf, Philadelphia Sea Plane Base).

Philadelphia airports

Philadelphia Int.-PHL

from $66
Find
North Philadelphia-PNE

Find
Mustin Alf-MUV

Find
Philadelphia Sea Plane Base-PSQ

Find

Chicago airports

O'Hare International-ORD

Find
Midway-MDW

Find
Dupage County-DPA

Find
Chicago FSS-CHI

Find
Merrill C Meigs (closed)-CGX

Find
Pal-Waukee-PWK

Find
Chicago NAS-NOH

Find

Airplanes

There are flights to Chicago from Philadelphia by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Philadelphia

You may also consider searching for discounted plane tickets to some other popular places from Philadelphia within United States.

Philadelphia — Orlando

from $62

Find
Philadelphia — Boston

from $54

Find
Philadelphia — Miami

from $78

Find
Philadelphia — Chicago

from $79

Find
Philadelphia — Atlanta

from $60

Find
Philadelphia — Denver

from $78

Find
Philadelphia — Las Vegas

from $64

Find
Philadelphia — Nashville

from $70

Find
Philadelphia — Houston

from $62

Find
Philadelphia — Charleston

from $64

Find

Top International Destinations from Philadelphia

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Philadelphia — Punta Cana

from $79

Find
Philadelphia — Rome

from $63

Find
Philadelphia — Paris

from $70

Find
Philadelphia — Dublin

from $67

Find
Philadelphia — San Juan

from $54

Find
Philadelphia — Aruba

from $63

Find
Philadelphia — Montreal

from $70

Find
Philadelphia — Amsterdam

from $79

Find
Philadelphia — Vancouver

from $69

Find
Philadelphia — Madrid

from $74

Find

How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.