$40 Cheap flight deals from Vero Beach (MLB) to Chicago (CHI)

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This Weekend's Flight Deals from Vero Beach to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 3 - Thu, Oct 9
MCO
Orlando Intl.
MDW
Midway Intl.
$111 Roundtrip, found 16 hours ago
$111
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Orlando Intl. to Midway Intl., returning Thu, Oct 9, priced at $111 found 16 hours ago
Sun, Oct 5 - Sun, Oct 12
MCO
Orlando Intl.
ORD
O'Hare Intl.
$149 Roundtrip, just found
$149
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Oct 5 from Orlando Intl. to O'Hare Intl., returning Sun, Oct 12, priced at $149 just found
Fri, Oct 3 - Mon, Oct 6
PBI
Palm Beach Intl.
MDW
Midway Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Palm Beach Intl. to Midway Intl., returning Mon, Oct 6, priced at $156 found 2 days ago
Fri, Oct 3 - Mon, Oct 6
PBI
Palm Beach Intl.
ORD
O'Hare Intl.
$198 Roundtrip, found 7 hours ago
$198
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Palm Beach Intl. to O'Hare Intl., returning Mon, Oct 6, priced at $198 found 7 hours ago

Airfares from $40 One Way, $80 Round Trip from Vero Beach to Chicago

Prices starting at $80 for return flights and $40 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 24 - Fri, Oct 31
MCO
Orlando
ORD
Chicago
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Orlando to Chicago, returning Fri, Oct 31, priced at $80 found 1 hour ago
Fri, Oct 24 - Fri, Oct 31
MCO
Orlando
ORD
Chicago
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Oct 24 from Orlando to Chicago, returning Fri, Oct 31, priced at $80 found 1 hour ago
Mon, Sep 29 - Mon, Oct 6
PBI
West Palm Beach
MDW
Chicago
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Sep 29 from West Palm Beach to Chicago, returning Mon, Oct 6, priced at $156 found 4 days ago
Thu, Oct 16 - Sun, Oct 19
PBI
West Palm Beach
ORD
Chicago
$156 Roundtrip, found 16 hours ago
$156
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Thu, Oct 16 from West Palm Beach to Chicago, returning Sun, Oct 19, priced at $156 found 16 hours ago
Fri, Dec 12 - Mon, Dec 15
MCO
Orlando
RFD
Rockford
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 12 from Orlando to Rockford, returning Mon, Dec 15, priced at $159 found 1 day ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (2,765 reviews)

Oct 31 - Nov 2

2 night stay

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $476, price is now $291 per person
$291
per person
found 1 day ago
All around a great location with incredible views. We stayed in a king suite on the 30th floor with views of both the city and lake thanks to architect that designed the building as a triangle that overlooks the Chicago river.

Reviewed on Sep 3, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 5 - Nov 8

3 night stay

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $553, price is now $321 per person
$321
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Oct 31 - Nov 2

2 night stay

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,043, price is now $635 per person
$635
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

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More About Flying To Chicago from Vero Beach

Route Information for Flights from Vero Beach to Chicago

Origin Airport IATA Code
MLB
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Vero Beach to Chicago

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Frequently asked questions

Are there non-stop flights from Vero Beach to Chicago?
Yes, you'll find direct flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.). What's more, there are 5 airlines to select from. Pretty neat, huh? Check which of these top carriers suits your travel plans:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines
  • Frontier Airlines

What is the shortest flight from Vero Beach to Chicago?
The fastest flight from PBI to O'Hare Airport is 3 hours and 36 minutes. Bring something extra to keep you occupied, like a magazine or a crossword puzzle.
What airlines fly from Vero Beach to Chicago most frequently?
These are the carriers that have the most frequent flights from Orlando Intl. Airport to O'Hare Intl. Airport (ORD). Reserve your seat with one of the following and find out why they are the most well known: United Airlines - (UA) with 143 flights every month American Airlines - (AA) with 112 flights every month Spirit Airlines - (NK) with 60 flights every month Southwest Airlines - (WN) with 39 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.