American Airlines has round-trip flights from Atlanta (ATL) to Chicago (ORD) for $99-$105, NONSTOP. Flights December to February. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Origin/Destination reversible. No Christmas dates available.
Category: <span>Chicago</span>
Image Credits: Daniel Schwen, Creative Commons 4.0
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Frontier has round-trip flights from Atlanta (ATL) to Chicago (MDW) for $50-$60, NONSTOP. $25-$30 each-way. Flights September to December. No Sunday departures. Weekends available. Origin/Destination reversible. No Christmas dates available.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from Portland (PDX) to Chicago (MDW) for $131-$140, NONSTOP. Flights September to November. Origin/Destination reversible. No Thanksgiving dates.
This fare is a subset of the larger Domestic Airfare sale that we mentioned two days ago. Prices continue to drop as competitors match Southwest’s sale.
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Frontier has round-trip flights from Atlanta (ATL) to Chicago, Miami, Newark/New York, or Philadelphia (ORD, MIA, EWR, PHL) for $49-$68, NONSTOP. Dates vary, see the updated link list on our website.
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Alaska Airlines and American have round-trip flights from Seattle (SEA) to Chicago (ORD) for $109-$149, NONSTOP. Flights August to December. A few weekends available. Origin/Destination reversible. No Christmas dates available.
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American Airlines and United have round-trip flights from Phoenix (PHX) to Chicago (ORD) for $163-$172, NONSTOP. Flights August to December. No Sunday departures. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
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Southwest has round-trip flights from Seattle (SEA) to Chicago, Dallas, Denver, Houston, Nashville, Las Vegas, Oakland, Phoenix, Sacramento, San Jose, or Baltimore (MDW, DAL, DEN, HOU, BNA, LAS, OAK, PHX, SMF, SJC, BWI) for $94-$152, NONSTOP. Flights vary, but most are between August to October.
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American Airlines has round-trip flights from Portland (PDX) to Chicago (ORD) for $179, NONSTOP. Flights in May. Very few weekends available. Origin/Destination reversible.
Image Credits: Daniel Schwen, Creative Commons 4.0
Delta has round-trip flights from Seattle (SEA) to Chicago or Ontario, California (ORD, ONT) for $97, NONSTOP. Flights March to April. Very few weekends available. Origin/Destination reversible.
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Southwest, Delta, and Alaska Airlines have round-trip flights from Portland (PDX) to Chicago or Los Angeles (MDW/ORD, LAX) for $117-$168, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available.
For Alaska Airlines fares, you will need to use the coupon-code BFSALE30 for their fares to be competitive to the other airlines.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest, Delta, American, and Alaska Airlines have round-trip flights from Seattle (SEA) to Chicago (MDW/ORD, SFO, SJC, LAX) for $92-$128, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available.
Some small OTAs on Skyscanner have this for cheaper than the airline. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.
For Alaska Airlines fares, you will need to use the coupon-code BFSALE30 for their fares to be competitive to the other airlines.
Image Credits: Daniel Schwen, Creative Commons 4.0
United, Delta, and Southwest, have round-trip flights from Seattle (SEA) to Chicago, Fort Lauderdale, Miami, Tampa, or St. Louis (ORD, MIA, TPA, STL) for $143-$149, NONSTOP. Flights October to January. Weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from Los Angeles (LAX) to Chicago, Denver, Houston, or Dallas (MDW, DEN, HOU, DAL) for $134, NONSTOP. Flights October to January. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.
Other domestic destinations are also priced about 10%-15% lower than their moving averages, good, but not great.
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JetBlue has round-trip flights from New York (JFK) to Chicago or Houston (ORD, IAH) for $77-$108, NONSTOP. Flights September to November. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
Cheapest fares are Midweek departures.
JetBlue’s “Basic” fares only allow a small personal item (17 x 13 x 8 inches), like a Jansport SuperBreak backpack without a fee. A regular sized carry-on bag will incur a bag fee. To avoid bag fees, consider using a credit card with the “first free checked bag” perk.
Nonstop Flights: Portland to/from Chicago $137-$166 r/t [September-December] (No Christmas) – United
Image Credits: Daniel Schwen, Creative Commons 4.0
Nonstop Flights: Portland to/from Chicago $137-$166 r/t [September-December] (No Christmas) – United
United has round-trip flights from Portland (PDX) to Chicago (ORD) for $137-$166, NONSTOP. Flights September to December. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Daniel Schwen, Creative Commons 4.0
Alaska Airlines has round-trip flights from Seattle (SEA) to Chicago (ORD) for $137, NONSTOP. Flights September to December. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
Some small OTAs on Skyscanner and Google have this for as low as $124; which is cheaper than the airline. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.
A Carry-on bag and also a personal item is allowed for free on Alaska Airlines. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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United has round-trip flights from Atlanta (ATL) to Chicago or Denver (ORD, DEN) for $107-$114, NONSTOP. Flights August to December. Extended weekends available. Origin/Destination reversible. No Christmas dates available.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from New York (LGA) to Chicago (MDW) for $92-$106, NONSTOP. Flights August to November. Very few weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Daniel Schwen, Creative Commons 4.0
Southwest has round-trip flights from Seattle (SEA) to Chicago (MDW) for $120-$141, NONSTOP. Flights in September to October. Very few weekends available. Origin/Destination reversible. No Thanksgiving dates.
Image Credits: Daniel Schwen, Creative Commons 4.0
United and American Airlines have round-trip flights from Denver (DEN) to Chicago (ORD) for $139, NONSTOP. Flights August to December. Very few weekends available. Origin/Destination reversible. No Christmas dates available.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.