Compare live prices for ORD to PDX on
Tue, 14 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
ORD → PDX14 Apr 2026Live inventory
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Showing 25
of 131
live flights
American Airlines
AA-1229
21:26
04/14/2026
ORD
2h 31m
Non-stop
23:57
04/14/2026
PDX
₹11,800
per person
✓ Refundable19 fare options
American Airlines
AA-3099
20:19
04/14/2026
ORD
2h 37m
Non-stop
22:56
04/14/2026
PDX
₹11,800
per person
✓ Refundable19 fare options
Southwest Airlines
WN-3579
10:10
04/14/2026
MDW
2h 20m
Non-stop
12:30
04/14/2026
PDX
₹12,595
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-2497
20:50
04/14/2026
MDW
2h 20m
Non-stop
23:10
04/14/2026
PDX
₹12,595
per person
✕ Non-refundable9 fare options
Delta Air Lines
DL-2242
14:09
04/14/2026
ORD
3h 59m
1 Stop
⏱ SLC · 0h 30m
18:08
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable11 fare options
Delta Air Lines
DL-2231
07:35
04/14/2026
ORD
4h 42m
1 Stop
⏱ SLC · 1h 8m
12:17
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable11 fare options
Delta Air Lines
DL-2377
19:10
04/14/2026
ORD
4h 43m
1 Stop
⏱ SLC · 1h 12m
23:53
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable11 fare options
Delta Air Lines
DL-1564
12:46
04/14/2026
ORD
4h 24m
1 Stop
⏱ SEA · 0h 50m
17:10
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable12 fare options
Delta Air Lines
DL-2041
07:15
04/14/2026
ORD
5h 37m
1 Stop
⏱ SEA · 1h 41m
12:52
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable11 fare options
Delta Air Lines
DL-637
18:00
04/14/2026
ORD
5h 56m
1 Stop
⏱ SEA · 2h 15m
23:56
04/14/2026
PDX
₹12,606
per person
✕ Non-refundable11 fare options
Delta Air Lines
DL-1564
12:46
04/14/2026
ORD
6h 6m
1 Stop
⏱ SEA · 2h 28m
18:52
04/14/2026
PDX
₹12,630
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-2041
07:15
04/14/2026
ORD
7h 38m
1 Stop
⏱ SEA · 3h 41m
14:53
04/14/2026
PDX
₹12,630
per person
✕ Non-refundable7 fare options
Delta Air Lines
DL-1716
13:36
04/14/2026
ORD
8h 6m
1 Stop
⏱ DTW · 3h 53m
21:42
04/14/2026
PDX
₹12,630
per person
✕ Non-refundable7 fare options
Southwest Airlines Dallas
WN-2695
16:50
04/14/2026
ORD
6h 20m
1 Stop
⏱ LAS · 2h 0m
23:10
04/14/2026
PDX
₹13,091
per person
✕ Non-refundable7 fare options
Southwest Airlines
WN-826
15:40
04/14/2026
MDW
5h 5m
Non-stop
20:45
04/14/2026
PDX
₹13,987
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-826
15:40
04/14/2026
MDW
5h 5m
1 Stop
⏱ SJC · 0h 40m
20:45
04/14/2026
PDX
₹14,049
per person
✓ Refundable4 fare options
Southwest Airlines
WN-3422
18:05
04/14/2026
MDW
5h 5m
1 Stop
⏱ LAS · 0h 50m
23:10
04/14/2026
PDX
₹14,469
per person
✓ Refundable4 fare options
Southwest Airlines
WN-1059
05:30
04/14/2026
MDW
5h 35m
1 Stop
⏱ DAL · 1h 5m
11:05
04/14/2026
PDX
₹14,469
per person
✓ Refundable4 fare options
Southwest Airlines
WN-1357
06:45
04/14/2026
MDW
7h 5m
1 Stop
⏱ SAN · 2h 10m
13:50
04/14/2026
PDX
₹14,469
per person
✓ Refundable🔥 Last 3 seats4 fare options
Southwest Airlines
WN-1421
16:00
04/14/2026
MDW
7h 10m
2 Stops
⏱ TUS · 0h 50m⏱ LAS · 0h 50m
23:10
04/14/2026
PDX
₹14,963
per person
✓ Refundable4 fare options
HAWAIIAN AIRLINES
HA-6293
14:09
04/14/2026
ORD
2h 41m
Non-stop
16:50
04/14/2026
PDX
₹15,212
per person
✕ Non-refundable8 fare options
Southwest Airlines
WN-3465
07:30
04/14/2026
MDW
5h 25m
1 Stop
⏱ PHX · 0h 45m
12:55
04/14/2026
PDX
₹15,404
per person
✓ Refundable🔥 Last 3 seats4 fare options
Southwest Airlines
WN-1696
17:35
04/14/2026
MDW
5h 25m
1 Stop
⏱ PHX · 0h 55m
23:00
04/14/2026
PDX
₹15,404
per person
✓ Refundable🔥 Last 3 seats4 fare options
Southwest Airlines
WN-3340
06:10
04/14/2026
MDW
6h 45m
1 Stop
⏱ PHX · 2h 10m
12:55
04/14/2026
PDX
₹15,404
per person
✓ Refundable🔥 Last 3 seats4 fare options
Southwest Airlines
WN-3345
14:55
04/14/2026
MDW
8h 5m
1 Stop
⏱ PHX · 3h 40m
23:00
04/14/2026
PDX
₹15,404
per person
✓ Refundable🔥 Last 3 seats4 fare options
😕 No flights match your filters.
Chicago (ORD)
Portland International (PDX)
📅 Results on this page are loaded for 14 Apr 2026. Click View all flights for the complete live search.
Chicago to Portland International — what to expect when booking
The ORD–PDX route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
The date strip above lets you scan nearby fares without restarting the search.
Open full search for more control
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Check fare details
Each result shows baggage, refundability and fare details before you proceed.
❓ Frequently asked questions — Chicago to Portland International flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Chicago,USA (ORD) and Portland International,USA (PDX) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.