Non-stop flights from Chicago to Portland, Oregon for only $195 roundtrip with American Airlines.
Also works in reverse.
DEPART:
Chicago, USA
ARRIVE:
Portland, USA
RETURN:
Chicago, USA
DATES:
Availability from April to June 2026
Chicago – Portland
5th-12th May
12th-19th May
20th-27th May
27th May – 3rd Jun
2nd-9th Jun
Portland – Chicago
22nd-29th Apr
5th-12th May
6th-13th May
12th-19th May
26th May – 2nd Jun
27th May – 3rd Jun
2nd-9th Jun
3rd-10th Jun
and more…
STOPS:
AIRLINES:
American Airlines
Non-stop flights from New York to Chicago for only $91 roundtrip with United Airlines.
Also works in reverse.
DEPART:
New York, USA
ARRIVE:
Chicago, USA
RETURN:
New York, USA
DATES:
Availability from April to May 2026
New York – Chicago
18th-24th Apr
18th-25th Apr
19th-25th Apr
25th Apr – 1st May
25th Apr – 2nd May
26th Apr – 2nd May
2nd-8th May
2nd-9th May
3rd-9th May
9th-15th May
9th-16th May
Chicago – New York
18th-24th Apr
18th-25th Apr
19th-25th Apr
25th Apr – 1st May
25th Apr – 2nd May
26th Apr – 2nd May
2nd-8th May
2nd-9th May
3rd-9th May
9th-16th May
and more…
STOPS:
AIRLINES:
United Airlines
Non-stop flights from Charlotte, North Carolina to Chicago for only $103 roundtrip with United Airlines.
Also works in reverse.
DEPART:
Charlotte, USA
ARRIVE:
Chicago, USA
RETURN:
Charlotte, USA
DATES:
Limited availability from April to May 2026
Charlotte – Chicago
11th-18th Apr
18th-25th Apr
25th Apr – 2nd May
2nd-9th May
Chicago – Charlotte
11th-18th Apr
18th-25th Apr
25th Apr – 2nd May
2nd-9th May
possibly more…
STOPS:
AIRLINES:
United Airlines
Non-stop, summer flights from Atlanta to Chicago for only $91 roundtrip with United Airlines.
Also works in reverse.
DEPART:
Atlanta, USA
ARRIVE:
Chicago, USA
RETURN:
Atlanta, USA
DATES:
Availability from April to December 2026
Atlanta – Chicago
18th-25th Apr
25th Apr – 2nd May
2nd-9th May
30th May – 6th Jun
6th-13th Jun
4th-11th Jul
18th-25th Jul
25th Jul – 1st Aug
1st-8th Aug
8th-15th Aug
15th-22nd Aug
22nd-29th Aug
29th Aug – 5th Sep
12th-19th Sep
19th-26th Sep
26th Sep – 3rd Oct
3rd-10th Oct
10th-17th Oct
17th-24th Oct
24th-31st Oct
31st Oct – 7th Nov
7th-14th Nov
14th-21st Nov
5th-12th Dec
Chicago – Atlanta
4th-11th Apr
11th-18th Apr
18th-25th Apr
23rd-30th May
30th May – 6th Jun
6th-13th Jun
11th-18th Jul
18th-25th Jul
25th Jul – 1st Aug
1st-8th Aug
8th-15th Aug
15th-22nd Aug
22nd-29th Aug
5th-12th Sep
12th-19th Sep
19th-26th Sep
26th Sep – 3rd Oct
3rd-10th Oct
10th-17th Oct
17th-24th Oct
24th-31st Oct
31st Oct – 7th Nov
7th-14th Nov
12th-19th Dec
and more…
STOPS:
AIRLINES:
United Airlines
Non-stop, summer flights from Boston to Chicago for only $81 roundtrip with United Airlines.
Also works in reverse.
DEPART:
Boston, USA
ARRIVE:
Chicago, USA
RETURN:
Boston, USA
DATES:
Availability from May to November 2026
Boston – Chicago
2nd-9th May
9th-16th May
5th-12th Sep
12th-19th Sep
24th-31st Oct
7th-14th Nov
14th-21st Nov
Chicago – Boston
15th-22nd Aug
12th-19th Sep
17th-24th Oct
24th-31st Oct
7th-14th Nov
and more…
STOPS:
AIRLINES:
United Airlines