Last Minute Vacations From Chicago

Are you looking to book a last minute vacation from Chicago to Hawaii, the Caribbean, Mexico or Europe? If so, you may be interested in our last minute travel deals from Chicago, all of which offer unbeatable value for money. We’re able to negotiate competitive last minute deals from Chicago with a lengthy list of luxurious four and five star resorts and hotels. If being pampered at an all inclusive luxury resort sounds like your idea of a dream vacation, check out our preferred last minute suppliers below for their current last minute offers from Chicago.

So what are you waiting for? If you’re able to fly out of Chicago in the next few weeks, simply pick your dream vacation destination and we’ll be able to assist you in turning your dream into reality by putting together a competitive package deal. Give us a call today at (800) 510-5642 or if you can’t call us now or our office is currently closed, please schedule a personal free one on one consultation with one of our travel specialists when it is convenient for you and let us help you plan your your spur of the moment getaway today.

Featured Last Minute Vacations from Chicago

Vacation Types
62 Deals
Title Destination(s) Min Nights Price From Discount Supplier Types Promo Code Expires Link
RIU Hotels & Resorts Caribbean 3 $200 Funjet Vacations Adults Only, All Inclusive, Family, Golf, Honeymoon, LGBT, Spa Thursday September 12th, 2019
Oasis Hotels & Resorts Mexico 3 70% Apple Vacations All Inclusive, Family, Singles, Value OASIS919 Thursday September 26th, 2019
The Hawaiian Islands Hawaii 5 30% Apple Vacations Excursion, Exotic, Family, Golf, Spa Thursday September 26th, 2019
Holiday In The Sun Mexico 3 41% Apple Vacations All Inclusive, Endless Privileges, Exotic, Family, Unlimited Fun Thursday September 12th, 2019
LINKS Invitational Tournament Caribbean 5 $2,899 Golf Tuesday October 1st, 2019
Experience Vietnam Asia 8 $1,468 Goway Adventure, Cruises, Excursion, Exotic Saturday September 28th, 2019
Early Booking Savings Europe 7 10% Uniworld Cruises Monday September 30th, 2019
Secrets of KwaZulu Natal Africa 9 $230 Goway Adventure, Excursion Saturday August 31st, 2019
Explore the Best of Oahu Hawaii 4 $400 Classic Vacations Monday September 30th, 2019
Grand Hyatt Playa Del Carmen Mexico 4 $1039 Classic Vacations All Inclusive, Culinary, Spa Monday September 30th, 2019
The New Grand Reserve Caribbean 3 60% All Inclusive, Family, Luxury, Spa Sunday September 15th, 2019
Special Cruise Fares, Plus Up To Free Air Europe 7 $2,199 Viking Cruises Cruises Monday September 30th, 2019

Last minute vacations from Chicago don’t have to cost you a bundle – from savings of up to 60% on things like last minute cruises and even family vacations, you can always find a great deal with Traveloni. After all, just because it’s a spontaneous getaway doesn’t mean you should have to book a room with a delightful view of the parking lot and highway for a high price! When you book with us, all you have to do is pack a couple bags and head to a Chicago airport, we’ll take care of the rest. From finding you great deals on airfare and resort packages, we’ll be here through every step of the way.

Plan Your Last Minute Vacation from Chicago

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Our last minute travel specialists have stayed at or visited most of the vacations we recommend (unlike most online agencies). In order to best match your requirements with the array of resorts, packages and options available, we believe it is best for us to speak with you personally by phone about your vacation.

If you can’t call us now, please schedule a personal free one on one consultation below with one of our travel specialists when it is convenient for you and let us take all the stress out of planning your Chicago vacation. Thank you for considering Traveloni!

Lynn Farrell Lynn Farrell President (800) 510-5642

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All promo codes are subject to change or withdrawal at any time without notice. Valid booking window: 12/4/2017-12/18/2017. Valid travel dates 01/01-02/28/2018. Blackout dates may apply. 3-night minimum stay required. Additional restrictions may apply. Promo code discount as follows: Save $25 per adult on air/hotel or land only packages 3-5 nights from Apple Vacations and save $25 per adult on air/hotel or land only packages 3-5 nights from Traveloni. Save $50 per adult on air/hotel or land only packages of 6 or more nights and save $50 per adult on air/hotel or land only packages 6 nights or more from Foremost Travel. Promotional code must be entered at the time of new booking and also that Promotional code not valid for group bookings.


TERMS AND CONDITIONS: Prices were valid at time of publishing and may change at any time. Prices are per person based on double occupancy (unless otherwise stated) and may include (if stated) round-trip airfare via U.S. certified air carriers, round-trip airport/hotel transfers, hotel taxes and baggage handling, fuel surcharges, all pre-collected U.S. and foreign taxes and fees including September 11th Security Fee, $10 late booking fee if applicable (for bookings within 14 days of departure). Packages to Hawaii and Europe do not include airport transfers. Packages in Turks and Caicos or San Juan, Puerto Rico do not include airport transfers. Packages flying into Cancun but staying in Cozumel require supplemental ferry transfers at an additional cost. In some instances, pricing may specifically apply to one of multiple flights on select departure days. All packages are based on the lowest hotel/air classes available at time of publication, capacity controlled, subject to availability and may change without notice. Promotional pricing may only be available for a limited time. Holiday/weekend surcharges may apply. Restrictions/blackout dates may apply. Where Kids, Stay, Play and Eat Free, Kids pay regular airfare including taxes. Checked bag fees from the air carrier may apply, ranging from $10-$100 per bag. The following fees are subject to change: resort fees for hotels in Hawaii may apply and range from $10-$30 per room, per night payable directly to the hotel; $10 Dominican Republic Tourist Card fee payable at resort airport upon arrival-cash only, U.S. dollars; $29 Costa Rica Departure tax payable at resort airport upon departure-U.S. dollars, colones, Visa or MasterCard are accepted. Traveloni is not responsible for errors or omissions. Vacation Supplier cancellation policies apply.