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Direct flights from Chicago to Valparaiso

Did you mean Flights from Valparaiso to Chicago?

Flightmap/Flights from MDW/MDW to VPS

Chicago

United States

MDW

Chicago Midway International Airport

Valparaiso

United States

VPS

Eglin Air Force Base

Route
Nonstop service available
Distance
784 miles
Marketing airlines
2 airlines
Aircraft
4 aircraft types
Dates
Oct 23, 2026 – Jul 31, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from MDW
  • Flights to VPS
  • Award flights to Chicago

Chicago to Valparaiso route overview

Chicago Midway International Airport (MDW) serves Chicago; Eglin Air Force Base (VPS) serves Valparaiso.

The airports are 784 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from MDW to VPS.

Marketing airlines listed in the current schedule, including codeshare sellers, are Allegiant Air (G4) and Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Oct 23, 2026 – Jul 31, 2027.

Marketing airlines on the Chicago to Valparaiso route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Aircraft flying from MDW to VPS

Frequently asked questions

Which airports serve the Chicago to Valparaiso route?

Chicago Midway International Airport (MDW) is the origin airport and Eglin Air Force Base (VPS) is the destination airport.

How far is Valparaiso from Chicago?

MDW and VPS are approximately 784 miles apart by great-circle distance.

Are there direct flights from MDW to VPS?

Yes. Roame's current schedule feed shows nonstop service from MDW to VPS.

Which airlines market flights from MDW to VPS?

Marketing airlines listed in the current schedule, including codeshare sellers, are Allegiant Air (G4) and Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from MDW to VPS?

Aircraft listed in the current schedule include Airbus A319 (319), Boeing 737 MAX 8 (7M8), 7S7 and JET.

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