flıghtmap
SkyView
Hotels
FlightsGuidesMoreMembership
Log In

Direct flights from Valparaiso to Chicago

Did you mean Flights from Chicago to Valparaiso?

Flightmap/Flights from VPS/VPS to MDW

Valparaiso

United States

VPS

Eglin Air Force Base

Chicago

United States

MDW

Chicago Midway International Airport

Route
Nonstop service available
Distance
784 miles
Marketing airlines
2 airlines
Aircraft
4 aircraft types
Dates
Oct 20, 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.

Explore flight routesCompare transfer partnersLearn how to book with points

Explore these airports and cities

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

Valparaiso to Chicago route overview

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

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

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

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 20, 2026 – Jul 31, 2027.

Marketing airlines on the Valparaiso to Chicago 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 VPS to MDW

Frequently asked questions

Which airports serve the Valparaiso to Chicago route?

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

How far is Chicago from Valparaiso?

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

Are there direct flights from VPS to MDW?

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

Which airlines market flights from VPS to MDW?

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 VPS to MDW?

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

More routes from Valparaiso

  • ATLAtlantaUnited States
  • DFWDallas-Fort WorthUnited States
  • CLTCharlotteUnited States
  • MSPMinneapolisUnited States
  • BNANashvilleUnited States
  • ORDChicagoUnited States
  • MIAMiamiUnited States
  • DCAWashingtonUnited States
  • DALDallasUnited States
  • CVGHebronUnited States
  • BLVBellevilleUnited States
  • BWIBaltimoreUnited States
Get the app
Download on the App Store
Flights
SearchDiscoverSkyViewFlightMapsNEW
Hotels
SearchDeals on Stays
About
MembershipAbout usGift CardsGiveawaysHow it works
Resources
Credit CardsGuidesNewsletterRSS FeedAdvertise with usBecome an affiliate
Support
FAQDirectoryHelp centerContact usTerms of servicePrivacy policy
Get the app
Download on the App Store
Follow us
®

The fastest search engine for points travel.

© Copyright 2026 Roame Holdings, Inc. All Rights Reserved.
Sign Up
SearchGuides