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Find cheap flights from Central America to Chicago Midway Airport from $142

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
gio 5/16
gio 5/23

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In the last 7 days travelers have searched 43,990,755 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

August
Best time to beat the crowds but there is an average 75% increase in price.
Most popular time to fly and prices are also 32% lower on average.

FAQs for booking Central America to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Central America to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Central America to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Central America to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Central America is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Central America to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Central America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Central America to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Central America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Central America to Chicago Midway Airport?

Find which airlines fly direct from Central America to Midway, which days they fly and book direct flights.

Nonstop departures

Central America to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to Central America

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book cheap flights from Central America to Chicago

Recent round-trip flight deals

5/4sab
1 stop
12h 20mSJO-MDW
5/8mer
2 stops
18h 04mMDW-SJO
$238
5/14mar
1 stop
12h 50mSJO-MDW
5/17ven
2 stops
21h 42mMDW-SJO
$261
5/3ven
1 stopFrontier
28h 13mGUA-MDW
5/5dom
1 stopFrontier
26h 21mMDW-GUA
$263
5/13lun
1 stopFrontier
27h 27mGUA-MDW
5/19dom
1 stopFrontier
26h 49mMDW-GUA
$286
4/25gio
1 stopDelta
7h 53mGUA-MDW
4/28dom
1 stopDelta
6h 56mMDW-GUA
$419
4/26ven
2 stopsDelta
13h 49mGUA-MDW
4/28dom
1 stopDelta
6h 56mMDW-GUA
$447
8/17sab
2 stopsKLM
18h 31mSJO-MDW
8/24sab
2 stopsKLM
19h 08mMDW-SJO
$677
8/17sab
2 stopsKLM
18h 31mSJO-MDW
8/24sab
1 stopKLM
18h 38mMDW-SJO
$738
5/19dom
2 stopsVolaris
16h 58mGUA-MDW
5/24ven
2 stopsVolaris
19h 04mMDW-GUA
$901
4/19ven
2 stopsVolaris
16h 58mGUA-MDW
4/20sab
2 stopsVolaris
19h 04mMDW-GUA
$1,374

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Recent one-way flight deals

4/23mar
2 stops
12h 40mSAL-MDW
$142
5/14mar
2 stops
12h 40mSJO-MDW
$146
5/7mar
2 stops
11h 56mMGA-MDW
$151
5/15mer
2 stops
20h 18mSJO-MDW
$156
5/3ven
1 stopFrontier
28h 13mGUA-MDW
$157
6/10lun
1 stopFrontier
25h 52mGUA-MDW
$182
5/28mar
1 stopDelta
7h 55mGUA-MDW
$246
4/23mar
1 stopDelta
7h 53mGUA-MDW
$314
6/10lun
2 stopsAeromexico
29h 22mSAL-MDW
$777
7/8lun
2 stopsAeromexico
36h 52mGUA-MDW
$929

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Last minute flights from Central America to Midway

Last minute flight, train and bus deals

4/19ven
multi-stopDelta
25h 58mGUA-MDW
4/23mar
multi-stopDelta
6h 56mMDW-GUA
$460
4/20sab
multi-stopDelta
7h 53mGUA-MDW
4/28dom
multi-stopDelta
6h 56mMDW-GUA
$534
4/19ven
multi-stopDelta
7h 53mGUA-MDW
4/23mar
multi-stopDelta
6h 56mMDW-GUA
$543
4/19ven
multi-stopDelta
18h 29mGUA-MDW
4/23mar
multi-stopDelta
6h 56mMDW-GUA
$548
4/20sab
multi-stop
9h 36mGUA-MDW
4/28dom
multi-stop
11h 38mMDW-GUA
$549
4/19ven
multi-stopDelta
8h 45mSAP-MDW
4/23mar
multi-stopDelta
6h 09mMDW-SAP
$667
4/17mer
multi-stop
20h 43mPTY-MDW
4/20sab
multi-stop
12h 30mMDW-PTY
$758
4/19ven
multi-stopVolaris
16h 58mGUA-MDW
4/20sab
multi-stopVolaris
19h 04mMDW-GUA
$1,374
4/18gio
multi-stopAeromexico
13h 37mGUA-MDW
4/29lun
multi-stopAeromexico
10h 34mMDW-GUA
$1,571
4/20sab
multi-stopAeromexico
13h 37mGUA-MDW
4/28dom
multi-stopAeromexico
10h 34mMDW-GUA
$1,808

Search by stops

Search by airline

Search by price