Cheap flights from Chicago to anywhere
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Best flight deals from Chicago
Check out these top flight deals. Cut down on airfare costs and keep more in your pocket to enjoy experiences and adventures at your destination.
Nashville, United States
from CA$107
Fort Lauderdale, United States
from CA$112
Houston, United States
from CA$151
Orlando, United States
from CA$160
Phoenix, United States
from CA$174
Denver, United States
from CA$184
Atlanta, United States
from CA$192
Dallas, United States
from CA$204
Minneapolis, United States
from CA$204
Boston, United States
from CA$220
Philadelphia, United States
from CA$222
Tampa, United States
from CA$226
Las Vegas, United States
from CA$261
New York, United States
from CA$277
Los Angeles, United States
from CA$303
Toronto, Canada
from CA$307
San Juan, United States
from CA$329
Detroit, United States
from CA$337
Washington, D.C., United States
from CA$401
San Diego, United States
from CA$422
Portland, United States
from CA$448
Seattle, United States
from CA$452
Punta Cana, Dominican Republic
from CA$459
New Orleans, United States
from CA$470
Miami, United States
from CA$487
Calgary, Canada
from CA$490
San Francisco, United States
from CA$499
Austin, United States
from CA$500
Charlotte, United States
from CA$505
Mexico City, Mexico
from CA$511
Getting from Chicago city center to Chicago's airports
The fastest options are taxi and ride-hailing, while budget travelers often choose the CTA Blue Line train to O'Hare or the Metra Electric Line to Midway.
How to get from Chicago to Chicago O'Hare International Airport (ORD)?
Transport option | Typical time minutes | Typical cost | Frequency | Best for |
|---|---|---|---|---|
45-55 min | $2.50; flat fare with Ventra card or contactless payment | every 6–10 min (traffic dependent) | budget travelers from the Loop | |
30-60 min | $40 – $60; metered fare; varies by traffic and tip | on-demand 24/7 (traffic dependent) | door-to-door with luggage | |
30-60 min | $35 – $65; surge pricing may apply; city surcharge included | on-demand 24/7 (traffic dependent) | flexible departure from any neighborhood | |
30-60 min | $65 – $120; fixed rate; varies by vehicle type and provider | pre-booked; on-demand (traffic dependent) | groups or early morning departures | |
45-75 min | $2.50 – $5; CTA bus fare; route 330 Airport Express available | every 30–60 min (traffic dependent) | low-cost option from the Loop |
How to get from Chicago to Chicago Midway International Airport (MDW)?
Transport option | Typical time minutes | Typical cost | Frequency | Best for |
|---|---|---|---|---|
25-35 min | $2.50; flat fare with Ventra card or contactless payment | every 6–10 min (traffic dependent) | budget travelers from the Loop | |
20-40 min | $25 – $40; metered fare; varies by traffic and tip | on-demand 24/7 (traffic dependent) | door-to-door with luggage | |
20-40 min | $20 – $40; surge pricing may apply; city surcharge included | on-demand 24/7 (traffic dependent) | flexible departure from any neighborhood |
Notes:
- Prices in USD; table created in 2025 and subject to change.
- CTA Blue Line (to O'Hare) and Orange Line (to Midway) operate 24 hours a day, 7 days a week, making them reliable options for early morning or late night departures.
- Ventra cards can be purchased and loaded at CTA stations; single-ride tickets are also available at vending machines.
- Taxi fares are metered and do not include tip; a standard gratuity of 15 to 20 percent is customary.
- Ride-hailing services such as Uber and Lyft are subject to a City of Chicago ground transportation surcharge, which is included in the app fare estimate.
- Road traffic can significantly affect journey times for taxis, ride-hailing, and private transfers, particularly during peak hours.
- We recommend checking official transport websites for your travel planning.
Updated: March 2025