Midwest

Cheap Flights to Chicago: Book Airline Tickets

Chicago has two main airports: O'Hare handles hub and long-haul traffic, while Midway is smaller and closer to the city center.

Airports

ORD · O'Hare International
A major hub for connecting traffic and long-haul flights, with a direct train to downtown.
MDW · Midway International
Closer to downtown and served by its own train line, with a focus on shorter domestic routes.

Best time to go

Late spring through early fall is the most pleasant stretch. Winter brings snow and cold that can cause delays.

Getting around

CTA trains run from both airports to the city center, which is usually the most predictable option at busy times.

Travel notes

Winter weather is the main source of disruption. Build in extra buffer for connections between November and March.

Airlines with a base here

United Airlines, American Airlines, Southwest Airlines. Having a base usually means more flights and more connecting options, though not every route is nonstop.

Routes from and to Chicago

ORD ⇄ IND Chicago to Indianapolis 180 mi · about 1 h ORD ⇄ DTW Chicago to Detroit 230 mi · about 1 h 15 min ORD ⇄ CVG Chicago to Cincinnati 260 mi · about 1 h 15 min ORD ⇄ STL Chicago to St. Louis 260 mi · about 1 h 15 min ORD ⇄ CMH Chicago to Columbus 300 mi · about 1 h 15 min ORD ⇄ CLE Chicago to Cleveland 310 mi · about 1 h 15 min ORD ⇄ MSP Chicago to Minneapolis 330 mi · about 1 h 30 min ORD ⇄ MCI Chicago to Kansas City 400 mi · about 1 h 30 min ORD ⇄ BNA Chicago to Nashville 410 mi · about 1 h 30 min ORD ⇄ PIT Chicago to Pittsburgh 410 mi · about 1 h 30 min ORD ⇄ YYZ Chicago to Toronto 440 mi · about 1 h 45 min ORD ⇄ BUF Chicago to Buffalo 470 mi · about 1 h 45 min ORD ⇄ MEM Chicago to Memphis 490 mi · about 1 h 45 min ORD ⇄ DCA Chicago to Washington, DC 590 mi · about 2 h ORD ⇄ CLT Chicago to Charlotte 600 mi · about 2 h ORD ⇄ ATL Chicago to Atlanta 610 mi · about 2 h ORD ⇄ RDU Chicago to Raleigh-Durham 650 mi · about 2 h ORD ⇄ PHL Chicago to Philadelphia 680 mi · about 2 h JFK ⇄ ORD New York to Chicago 740 mi · about 2 h 15 min ORD ⇄ DFW Chicago to Dallas 800 mi · about 2 h 15 min ORD ⇄ MSY Chicago to New Orleans 840 mi · about 2 h 30 min ORD ⇄ BOS Chicago to Boston 860 mi · about 2 h 30 min ORD ⇄ JAX Chicago to Jacksonville 870 mi · about 2 h 30 min ORD ⇄ DEN Chicago to Denver 890 mi · about 2 h 30 min ORD ⇄ IAH Chicago to Houston 930 mi · about 2 h 30 min ORD ⇄ AUS Chicago to Austin 980 mi · about 2 h 45 min ORD ⇄ MCO Chicago to Orlando 1,010 mi · about 2 h 45 min ORD ⇄ TPA Chicago to Tampa 1,010 mi · about 2 h 45 min ORD ⇄ SAT Chicago to San Antonio 1,040 mi · about 2 h 45 min ORD ⇄ ABQ Chicago to Albuquerque 1,120 mi · about 3 h ORD ⇄ RSW Chicago to Fort Myers 1,120 mi · about 3 h ORD ⇄ FLL Chicago to Fort Lauderdale 1,180 mi · about 3 h ORD ⇄ MIA Chicago to Miami 1,200 mi · about 3 h 15 min ORD ⇄ SLC Chicago to Salt Lake City 1,250 mi · about 3 h 15 min ORD ⇄ PHX Chicago to Phoenix 1,440 mi · about 3 h 45 min ORD ⇄ CUN Chicago to Cancun 1,450 mi · about 3 h 45 min ORD ⇄ LAS Chicago to Las Vegas 1,510 mi · about 3 h 30 min ORD ⇄ SAN Chicago to San Diego 1,720 mi · about 4 h 15 min ORD ⇄ SEA Chicago to Seattle 1,720 mi · about 4 h 15 min ORD ⇄ PDX Chicago to Portland 1,730 mi · about 4 h 15 min ORD ⇄ LAX Chicago to Los Angeles 1,740 mi · about 4 h ORD ⇄ SMF Chicago to Sacramento 1,780 mi · about 4 h 15 min ORD ⇄ SFO Chicago to San Francisco 1,840 mi · about 4 h 30 min ORD ⇄ LHR Chicago to London 3,940 mi · about 8 h 45 min ORD ⇄ CDG Chicago to Paris 4,140 mi · about 9 h ORD ⇄ HNL Chicago to Honolulu 4,240 mi · about 9 h 15 min ORD ⇄ FCO Chicago to Rome 4,810 mi · about 10 h 15 min ORD ⇄ HND Chicago to Tokyo 6,290 mi · about 13 h 15 min ORD ⇄ DXB Chicago to Dubai 7,230 mi · about 15 h 15 min ORD ⇄ DEL Chicago to Delhi 7,470 mi · about 15 h 45 min ORD ⇄ BOM Chicago to Mumbai 8,040 mi · about 16 h 45 min

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Frequently asked questions

Which airport should I use for Chicago?

Chicago is served by ORD, MDW. With several airports, compare total price, schedule and ground travel from each. See choosing an airport.

When is the best time to fly to Chicago?

Late spring through early fall is the most pleasant stretch. Winter brings snow and cold that can cause delays.

How do I get from the airport to Chicago?

CTA trains run from both airports to the city center, which is usually the most predictable option at busy times.

Do you list fares here?

No. A specialist checks live availability for your dates and confirms the full price before payment.