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CVG MDW · 249 mi · 1h 05m

Cincinnati to Chicago (Midway) Flights

Everything you need to know about the CVG → MDW domestic route — flight time, airlines, fares, and booking tips. Track your flight in real time with TripTrack.

$80-$130 round trip · 20+ daily flights · Updated March 2026


✈️ Route Overview

Key facts for the Cincinnati to Chicago (Midway) route

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Distance
249 miles (401 km)
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Avg Flight Time
1h 05m
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Timezone Change
-1 hour
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Daily Flights
20+
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Typical Fare
$80-$130 round trip
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Red-Eye Available
No overnight flights on this route

🛫 Airlines on This Route

Carriers operating CVG → MDW flights

Airline Notes
Delta SkyMiles frequent flyer program
American Airlines AAdvantage frequent flyer program
United MileagePlus frequent flyer program
Southwest Rapid Rewards — bags fly free
Alaska Airlines Mileage Plan — generous earning rates
JetBlue TrueBlue — free snacks, above-average legroom

💡 Booking Tips

How to get the best deal on Cincinnati to Chicago (Midway) flights

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Best Days to Fly

Tuesday and Thursday tend to have lower demand and better fares

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Fare Range

$80-$130 round trip. Book 3–6 weeks in advance for domestic routes, 2–3 months for international.

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Red-Eye Flights

✗ Not available

No overnight options on this route — plan for daytime travel.

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Track Your Flight

Once booked, TripTrack automatically imports your flight from your confirmation email. Real-time gate changes and delay alerts — no manual entry needed.


🧳 Travel Tips for This Route

Practical advice from frequent travelers on the CVG → MDW route

  • 1 TSA PreCheck significantly speeds up security at major US airports.
  • 2 Spirit and Frontier offer bare-bones fares; add-ons can add up quickly.


📱 Real-Time Flight Tracking

Track Your CVG → MDW Flight — Automatically

TripTrack monitors your flight in real time — gate changes, delays, and departure updates sent to your phone the moment they happen. Connect your Gmail once and your trips appear automatically. No manual entry.


Frequently Asked Questions — Cincinnati to Chicago (Midway) Flights

How long is the flight from Cincinnati to Chicago (Midway)?

The average flight time from Cincinnati (CVG) to Chicago (Midway) (MDW) is 1h 05m. This is an estimate including taxi, climb, and descent time — actual flight time may vary based on winds and routing.

Which airlines fly from Cincinnati to Chicago (Midway)?

Airlines operating the CVG to MDW route include Delta, American Airlines, United and 3 more. Check each airline's website for current schedules and availability.

How far is Cincinnati from Chicago (Midway)?

The great-circle distance from Cincinnati to Chicago (Midway) is 249 miles (401 km). This is the straight-line distance — actual flight paths may be slightly longer.

What are the cheapest days to fly from Cincinnati to Chicago (Midway)?

Tuesday and Thursday tend to have lower demand and better fares. Fares on this route typically range $80-$130 round trip.

Is there a time zone change flying from Cincinnati to Chicago (Midway)?

Yes — there is a -1 hour when flying from Cincinnati to Chicago (Midway). TripTrack automatically shows local times for both your departure and arrival airports.

Are there red-eye flights from Cincinnati to Chicago (Midway)?

No, there are currently no overnight (red-eye) flights on the CVG to MDW route. All flights operate during daytime hours.

How can I track my Cincinnati to Chicago (Midway) flight in real time?

TripTrack automatically tracks your CVG to MDW flight — showing real-time gate changes, delays, and departure updates. Connect your Gmail once and your booking confirmation is imported automatically. Available free on iOS and Android.