Flights · from Chicago
Cheap flights from Chicago
What a one-way ticket from Chicago actually cost across the next three months, route by route — measured on October 11, 2026, not estimated. Pick a route to search your own dates.
Where you can fly from Chicago, and what it costs
One-way fares in US dollars per traveler, recorded for departures in October 2026 – December 2026; measured October 11, 2026. "Typical" is the median of the days that had a recorded fare; "cheapest was nonstop" is how often that day's cheapest fare had no stop.
| To | Cheapest one-way | Typical | Cheapest was nonstop | Airlines seen | Search |
|---|---|---|---|---|---|
| New York | $97 Dec 10 | $151 | 59% | Frontier Airlines, American Airlines, United Airlines | Search |
| Las Vegas | $71 Nov 12 | $155 | 55% | Frontier Airlines, Allegiant Air, Southwest Airlines | Search |
| Orlando | $70 Dec 21 | $149 | 45% | Frontier Airlines, United Airlines, American Airlines | Search |
| Miami | $59 Nov 2 | $178 | 29% | Frontier Airlines, jetBlue, American Airlines | Search |
| Los Angeles | $71 Nov 10 | $141 | 42% | Frontier Airlines, United Airlines, American Airlines | Search |
| Denver | $47 Nov 12 | $187 | 100% | Frontier Airlines | Search |
| Phoenix | $86 Dec 4 | $194 | 33% | Frontier Airlines, American Airlines, Allegiant Air | Search |
| Atlanta | $38 Dec 10 | $130 | 67% | Frontier Airlines | Search |
| Boston | $104 Nov 3 | $166 | 73% | jetBlue, Southwest Airlines, Frontier Airlines | Search |
| Dallas | $66 Oct 28 | $159 | 44% | Frontier Airlines, Contour Airlines, American Airlines | Search |
| New Orleans | $84 Dec 1 | $151 | 27% | Frontier Airlines, Southwest Airlines, American Airlines | Search |
| San Francisco | $107 Oct 29 | $170 | 14% | Frontier Airlines, Alaska Airlines, Allegiant Air | Search |
12 routes measured. Lowest recorded fare: Atlanta, $38 (Dec 10, Frontier Airlines).
Chicago's airports
A Chicago search covers O'Hare (ORD) and Midway (MDW). Midway is closer to downtown and is a Southwest base; O'Hare is the larger hub for United and American.
Airports in this search: ORD O'Hare International Airport · MDW Chicago Midway International Airport.
Route guides from Chicago
Hotels where you land
Hotels in Miamitypical $180/night
Hotels in Orlandotypical $104/night
Hotels in Las Vegastypical $186/night
Hotels in Los Angelestypical $200/night
Hotels in San Franciscotypical $162/night
Hotels in Bostontypical $237/night
Hotels in New Orleanstypical $288/night
Hotels in Denvertypical $137/night
Hotels in Atlantatypical $168/night
Hotels in Dallastypical $157/night
Hotels in Phoenixtypical $176/night
Questions about flights from Chicago
What is the cheapest flight from Chicago?
Of the 12 routes we measured from Chicago (October 2026 – December 2026), the lowest one-way fare we recorded is $38, Chicago to Atlanta, for a departure on Dec 10 on a nonstop flight. Measured on October 11, 2026; the price you book is the seller's price at that moment.
Where can I fly from Chicago for the least on a typical day?
Chicago to Atlanta: about $130 one way on a typical day, the median of the cheapest fare on each of its 12 measured days. Next: Los Angeles ($141) and Orlando ($149) (measured on October 11, 2026).
Which flights from Chicago are usually nonstop?
Of the 12 measured routes, the cheapest fare was a nonstop flight on at least half of the measured days to Denver (100%), Boston (73%), Atlanta (67%), New York (59%) and Las Vegas (55%). The percentage is the share of measured days whose cheapest fare had no stop.
Which airlines have the cheapest flights from Chicago?
Across the 12 measured routes, the airlines that carried the cheapest recorded fare on the most days were Frontier Airlines (154 days on 12 routes), American Airlines (27 days on 9 routes) and Southwest Airlines (21 days on 7 routes). A low-cost fare often excludes a carry-on bag and seat choice, so check what it includes.
Can I compare hotels where I land?
Yes. We measured hotels in Miami (typical $180 a night), hotels in Orlando (typical $104 a night), hotels in Las Vegas (typical $186 a night), hotels in Los Angeles (typical $200 a night), hotels in San Francisco (typical $162 a night), hotels in Boston (typical $237 a night), hotels in New Orleans (typical $288 a night), hotels in Denver (typical $137 a night), hotels in Atlanta (typical $168 a night), hotels in Dallas (typical $157 a night) and hotels in Phoenix (typical $176 a night): each page lists rated hotels with the price the seller quoted for a measured stay, and links to the seller to book.
How to read these numbers
- Recorded, then dated. Fares are the cheapest one-way fares the seller's search engine (Aviasales) had recorded per day; hotel prices are what the seller quoted for one measured stay. Each block says when it was measured. A day with no recorded fare is not a day without flights.
- Search for your dates. Every link opens a live search on Bookallo for the route or city — the price you book is the seller's price at that moment.
- Free to use. Bookallo adds no fee. We may earn a commission from the seller when you book through our links, at no extra cost to you.